Discover the Charm of Winter Park, FL: A Hidden Gem in the Sunshine State
Welcome to Winter Park, Florida, a picturesque city nestled in the heart of Central Florida. With its charming brick-lined streets, lush green parks, and vibrant cultural scene, Winter Park offers visitors a unique and unforgettable experience. As a top travel blogger, I’m excited to share with you the hidden gems of this enchanting city, from its captivating history to its lesser-known attractions. So, sit back, relax, and let me take you on a journey through the delightful corners of Winter Park, FL.
Scenic view of Winter Park, FL (source: TripAdvisor)
As you stroll through the quaint streets of Winter Park, you’ll be captivated by the city’s rich history, stunning architecture, and welcoming atmosphere. From the world-class museums and galleries to the serene parks and gardens, there’s something for everyone in this charming city. And with its close proximity to Orlando, Winter Park is the perfect destination for a day trip or an extended stay.
Winter Park’s beautiful parks and gardens (source: TripAdvisor)
Pro-tips:
When visiting Winter Park, be sure to explore the city’s hidden gems, such as the historic Casa Feliz, the tranquil Mead Botanical Garden, and the charming Hannibal Square. And don’t forget to indulge in the city’s thriving food scene, with its diverse array of restaurants, cafes, and bars.
Did You Know?
Winter Park is home to Rollins College, the oldest recognized college in Florida, founded in 1885. The campus is a must-visit for its stunning Spanish-Mediterranean architecture and picturesque views of Lake Virginia.
Must-Visit Attractions and Landmarks in Winter Park
Winter Park is a charming city that is full of history and culture. It has a variety of attractions and landmarks that are worth visiting. Here are some of the must-visit attractions and landmarks in Winter Park:
Orlando Shakespeare Theater
The Orlando Shakespeare Theater is a professional theater company that produces classic, contemporary, and children’s plays. It is located in Loch Haven Park, which is a beautiful park that is home to several other cultural institutions. The theater has a lovely facility that is perfect for watching plays.
- Ranked #67 of 444 things to do in Orlando on TripAdvisor
- Phone: +1 407-447-1700
- Website:
- Address: 812 E Rollins St, Orlando, FL 32803
- Rating: 5.0 stars
The Winter Park Playhouse
The Winter Park Playhouse is a professional musical theater that produces musicals and cabarets. It is a small theater that provides an intimate setting for watching musicals. The theater has a talented cast and crew that put on amazing shows.
- Ranked #1 of 3 Concerts & Shows in Winter Park on TripAdvisor
- Phone: +1 407-645-0145
- Website:
- Address: 711 Orange Ave Suite C, Winter Park, FL 32789
- Rating: 5.0 stars
Charles Hosmer Morse Museum of American Art
The Charles Hosmer Morse Museum of American Art is a museum that is dedicated to the works of Louis Comfort Tiffany. It has the largest collection of Tiffany glass in the world, as well as other works of art. Most people love the chapel the best.
- Ranked #1 of 39 things to do in Winter Park on TripAdvisor
- Phone: +1 407-645-5311
- Website: http://www.morsemuseum.org
- Address: 445 N Park Ave, Winter Park, FL 32789
- Rating: 5.0 stars
Winter Park Public Library
The Winter Park Public Library is a public library that is located in a beautiful building. It has a large collection of books, as well as computers and other resources. The library also has beautiful grounds around it that are perfect for relaxing and reading.
- Ranked #22 of 39 things to do in Winter Park on TripAdvisor
- Phone: +1 407-623-3300
- Website: http://www.wppl.org/
- Address: 460 E New England Ave, Winter Park, FL 32789
- Rating: 4.5 stars
Enzian Theatre
The Enzian Theatre is a movie theater that shows independent and foreign films. It is a unique theater that has a restaurant and bar, as well as a beautiful outdoor seating area. The theater also hosts several film festivals throughout the year.
- Ranked #3 of 16 things to do in Maitland on TripAdvisor
- Phone: +1 407-629-0054
- Website: http://www.enzian.org/
- Address: 1300 S Orlando Ave, Maitland, FL 32751
- Rating: 4.5 stars
Albin Polasek Museum & Sculpture Gardens
The Albin Polasek Museum & Sculpture Gardens is a museum that is dedicated to the works of Albin Polasek. It has a large collection of his sculptures, as well as other works of art. The museum is located in a beautiful setting that includes several gardens.
- Ranked #3 of 39 things to do in Winter Park on TripAdvisor
- Phone: +1 407-647-6294
- Website: http://www.polasek.org
- Address: 633 Osceola Ave, Winter Park, FL 32789
- Rating: 4.5 stars
Pro-tips
Many of these attractions offer student discounts, so be sure to bring your student ID.
Check the websites of these attractions for special events and exhibits.
Did You Know?
Winter Park was founded as a resort community for wealthy Northerners in the late 1800s.
The city is named after its founder’s hometown of Winter Park, Colorado.
Beautiful Parks and Gardens in Winter Park, FL
Winter Park is home to some of the most beautiful parks and gardens in Florida. Whether you want to take a leisurely stroll, have a picnic, or just enjoy the scenery, there are plenty of options to choose from. Here are some of the top parks and gardens to visit in Winter Park:
Cypress Grove Park
Cypress Grove Park is a beautiful 80-acre park located on the shore of Lake Jessamine. The park features a variety of amenities, including picnic pavilions, a playground, and a boat ramp. Visitors can also take a stroll through the park’s gardens, which are filled with native plants and flowers.
If you’re looking for a serene spot to relax, Cypress Grove Park is the perfect destination. The park’s peaceful atmosphere and stunning views make it a popular spot for weddings and other special events.
- Pro-tip: Arrive early in the morning to catch the sunrise over Lake Jessamine.
“Cypress Grove Park is a hidden gem in Winter Park. The gardens are beautiful, and the lake views are breathtaking. It’s the perfect spot for a picnic or a romantic stroll.” – TripAdvisor Reviewer
“If you’re looking for a peaceful escape from the hustle and bustle of Orlando, Cypress Grove Park is the place to go. The gardens are well-maintained, and the park is never too crowded.” – TripAdvisor Reviewer
Mead Botanical Garden
Mead Botanical Garden is a 48-acre oasis in the heart of Winter Park. The garden features a variety of ecosystems, including wetlands, woodlands, and a butterfly garden. Visitors can take a guided tour or explore the garden on their own.
The garden is home to a variety of wildlife, including birds, turtles, and butterflies. Visitors can also enjoy a picnic in the park’s shaded pavilions or attend one of the garden’s many events, such as yoga classes or plant sales.
- Pro-tip: Visit the garden in the spring to see the azaleas and camellias in full bloom.
“Mead Botanical Garden is a peaceful escape from the city. The garden is beautifully maintained, and there are plenty of walking paths to explore. It’s a great spot for nature lovers.” – TripAdvisor Reviewer
“I visited Mead Botanical Garden with my family, and we had a wonderful time. The garden is so peaceful, and there are plenty of benches to sit and enjoy the scenery. We’ll definitely be back!” – TripAdvisor Reviewer
Central Park
Central Park is a 11-acre park located in the heart of downtown Winter Park. The park features a beautiful rose garden, a fountain, and a stage for live performances. Visitors can also enjoy a game of croquet on the park’s lawn.
The park is a popular spot for events, such as the Winter Park Art Festival and the Sidewalk Art Festival. Visitors can also take a stroll down Park Avenue, which is lined with shops, restaurants, and art galleries.
- Pro-tip: Visit the park on a Saturday morning to check out the Winter Park Farmers’ Market.
“Central Park is a must-visit destination in Winter Park. The rose garden is stunning, and the park’s location in the heart of downtown makes it the perfect spot to relax after a day of shopping.” – TripAdvisor Reviewer
“I love visiting Central Park. It’s such a peaceful spot in the middle of the city. The fountain is beautiful, and there’s always something going on in the park.” – TripAdvisor Reviewer
Did You Know?
Winter Park is home to more than 70 parks and green spaces.
Central Park was designed by Frederick Law Olmsted Jr., the son of the famous landscape architect who designed New York City’s Central Park.
Mead Botanical Garden is home to the historic Mead House, which was built in 1880 and is listed on the National Register of Historic Places.
Highly Rated Restaurants and Cafes in Winter Park, FL
Winter Park, FL is home to some of the best restaurants and cafes in Central Florida. From Turkish cuisine to gastropubs, there is something for everyone. Here are some of the top-rated restaurants and cafes in Winter Park, FL:
The Tap Room at Dubsdread
The Tap Room at Dubsdread is a historic restaurant located in a 1924 golf clubhouse. It is known for its American cuisine, craft beers, and beautiful views of the golf course. The restaurant has a cozy and elegant atmosphere, making it a great spot for a romantic dinner or a night out with friends.
The Tap Room at Dubsdread has a rating of 4.5 stars on TripAdvisor and is ranked #325 of 3,927 places to eat in Orlando.
Bosphorous Turkish Cuisine – Winter Park
Bosphorous Turkish Cuisine is a family-owned restaurant that serves authentic Turkish dishes. The restaurant has a warm and inviting atmosphere, and the staff is friendly and knowledgeable. Some of the most popular dishes include the lamb shank, stuffed eggplant, and baklava.
Bosphorous Turkish Cuisine has a rating of 4.5 stars on TripAdvisor and is ranked #1 of 339 places to eat in Winter Park.
The Briar Patch
The Briar Patch is a cozy cafe located in the heart of Winter Park. It is known for its delicious breakfast and brunch dishes, including the famous French toast and eggs benedict. The cafe has a charming outdoor seating area, perfect for enjoying a cup of coffee on a sunny day.
The Briar Patch has a rating of 4.5 stars on TripAdvisor and is ranked #7 of 339 places to eat in Winter Park.
Bulla Gastrobar
Bulla Gastrobar is a Spanish-style gastropub that serves delicious tapas and cocktails. The restaurant has a lively and energetic atmosphere, and the staff is friendly and attentive. Some of the most popular dishes include the croquetas, paella, and churros.
Bulla Gastrobar has a rating of 4.5 stars on TripAdvisor and is ranked #14 of 339 places to eat in Winter Park.
Hillstone Restaurant
Hillstone Restaurant is a fine-dining restaurant that serves American cuisine with a modern twist. The restaurant has a sophisticated and elegant atmosphere, and the staff is professional and attentive. Some of the most popular dishes include the Hawaiian rib-eye, spinach and artichoke dip, and the famous Hillstone burger.
Hillstone Restaurant has a rating of 4.5 stars on TripAdvisor and is ranked #11 of 339 places to eat in Winter Park.
The Ravenous Pig
The Ravenous Pig is a gastropub that serves creative American cuisine and craft beers. The restaurant has a rustic and cozy atmosphere, and the staff is friendly and knowledgeable. Some of the most popular dishes include the pork porterhouse, charcuterie board, and the famous pig fries.
The Ravenous Pig has a rating of 4.5 stars on TripAdvisor and is ranked #8 of 339 places to eat in Winter Park.
Pro-tips
Make sure to make a reservation in advance, especially for popular restaurants like Bosphorous Turkish Cuisine and Hillstone Restaurant.
Try the daily specials at The Ravenous Pig for a unique and delicious dining experience.
Did You Know?
The Tap Room at Dubsdread was once a popular spot for celebrities like Arnold Palmer and Babe Ruth.
The Briar Patch was featured in the movie “Marley and Me” starring Jennifer Aniston and Owen Wilson.
Local Cuisine and Street Food in Winter Park
Winter Park is a foodie’s paradise, with a diverse range of culinary experiences to be had. From upscale dining to street food, there’s something for everyone. Here are some of the top spots to check out:
Black Bean Deli
For authentic Cuban cuisine, head to Black Bean Deli. This family-owned restaurant serves up delicious sandwiches, empanadas, and other traditional dishes. The atmosphere is casual and welcoming, making it a great spot for a quick lunch or a relaxed dinner.
- Don’t miss the Cuban sandwich – it’s a customer favorite!
- Pro-tip: Get there early to avoid the lunch rush.
Domu
If you’re in the mood for Asian-inspired cuisine, check out Domu. This trendy spot offers a variety of ramen bowls, bao buns, and other dishes that are perfect for sharing. The cocktails are also top-notch, with creative options like the “Matcha Do About Nothing.”
- Be sure to try the Truffle Butter Ramen – it’s a fan favorite.
- Did you know? Domu has a secret menu that’s only available to those in the know. Ask your server for details.
Hawkers Asian Street Food
For a taste of Southeast Asian street food, head to Hawkers. This popular spot offers a variety of small plates, including dumplings, skewers, and noodle dishes. The atmosphere is lively and casual, making it a great spot for a night out with friends.
- Pro-tip: Come with a group and order a variety of dishes to share.
- Did you know? Hawkers has a “secret” menu that’s only available if you ask for it.
Thirsty Topher
If you’re in the mood for a drink, head to Thirsty Topher. This cozy bar offers a rotating selection of craft beers, as well as wine and cider. The atmosphere is laid-back and welcoming, with plenty of board games and other activities to keep you entertained.
- Pro-tip: Check out the outdoor seating area for a relaxing evening under the stars.
- Did you know? Thirsty Topher has a “secret” beer list that’s only available if you ask for it.
East End Market
If you’re looking for a one-stop-shop for all your culinary needs, head to East End Market. This indoor market features a variety of vendors, including a bakery, a butcher, and a juice bar. You can grab a quick bite to eat or stock up on ingredients for your next home-cooked meal.
- Be sure to check out Gideon’s Bakehouse for some of the best cookies you’ll ever taste.
- Pro-tip: Come hungry and plan to spend a few hours exploring all the different vendors.
The Boheme
For a more upscale dining experience, head to The Boheme. This elegant restaurant offers a variety of dishes, including seafood, steak, and pasta. The atmosphere is sophisticated and romantic, making it a great spot for a special occasion.
- Be sure to try the Lobster Bisque – it’s a customer favorite.
- Pro-tip: Make a reservation to ensure you get a table.
Top Hotels and Accommodations in Winter Park, FL
Winter Park, FL is a charming and upscale city that offers a variety of luxurious and comfortable accommodations. From world-renowned resorts to cozy villas, there is something for everyone. Here are some of the top hotels and accommodations in Winter Park, FL:
Four Seasons Resort Orlando at Walt Disney World Resort
The Four Seasons Resort Orlando at Walt Disney World Resort is a luxurious hotel that offers a magical experience for families and couples. Located within the Walt Disney World Resort, this hotel boasts a stunning lake view and is only minutes away from the theme parks.
The hotel features 3096 elegant and spacious rooms, a championship golf course, several swimming pools, a lazy river, and a world-class spa. The hotel also offers a complimentary shuttle service to the theme parks.
- Pro-tip: Book a room with a view of the nightly fireworks at the Magic Kingdom.
“The Four Seasons Resort Orlando is an amazing hotel. The staff is friendly and attentive, the rooms are spacious and comfortable, and the amenities are top-notch. We loved the lazy river and the complimentary shuttle service to the theme parks. Highly recommend!”
“The Four Seasons Resort Orlando is the perfect hotel for families. The kids loved the pools and the lazy river, and we loved the convenience of being so close to the theme parks. The staff went above and beyond to make our stay memorable.”
The Alfond Inn
The Alfond Inn is a boutique hotel that offers a unique and sophisticated experience in the heart of Winter Park. The hotel is located near the Rollins College campus and is within walking distance of the city’s best restaurants and shops.
The hotel features 112 stylish and comfortable rooms, a beautiful courtyard, a fitness center, and a restaurant that serves delicious cuisine. The hotel also showcases a stunning collection of contemporary art.
- Pro-tip: Take a stroll through the hotel’s art collection and learn about the artists and their works.
“The Alfond Inn is a hidden gem in Winter Park. The hotel is beautiful, the staff is friendly and helpful, and the location is perfect. We loved the art collection and the courtyard. Can’t wait to come back!”
“The Alfond Inn is a wonderful hotel. The rooms are spacious and comfortable, the restaurant is delicious, and the art collection is impressive. The staff is also very accommodating and made us feel at home.”
The Parkview Hotel
The Parkview Hotel is a charming and historic hotel that offers a cozy and intimate experience in the heart of Winter Park. The hotel is located near the Winter Park Village and is within walking distance of the city’s best attractions.
The hotel features 28 comfortable and elegant rooms, a beautiful courtyard, and a restaurant that serves delicious cuisine. The hotel also offers complimentary breakfast and Wi-Fi.
- Pro-tip: Book a room with a balcony and enjoy the beautiful view of the city.
“The Parkview Hotel is a lovely hotel. The rooms are cozy and comfortable, the staff is friendly and helpful, and the location is perfect. We loved the courtyard and the complimentary breakfast. Highly recommend!”
“The Parkview Hotel is a great find in Winter Park. The hotel is charming and historic, the rooms are spacious and clean, and the staff is welcoming and accommodating. We enjoyed the complimentary breakfast and the beautiful courtyard.”
Did You Know?
The Alfond Inn is owned by Rollins College and all profits from the hotel go towards scholarships for students.
The Parkview Hotel was originally built in 1922 and was one of the first hotels in Winter Park.
Shop ’til You Drop in Winter Park
Winter Park is a shopper’s paradise, with a variety of unique and charming boutiques, specialty stores, and markets. Whether you’re looking for the perfect souvenir or a one-of-a-kind gift, you’re sure to find it here.
The Ancient Olive
If you’re a foodie or just love to cook, The Ancient Olive is a must-visit destination. This specialty store offers an extensive selection of premium olive oils, balsamic vinegars, and other gourmet food products. The knowledgeable staff is always happy to offer recommendations and samples.
- Location: #3 of 23 Shopping in Winter Park
- Phone: +1 321-972-1899
- Website: http://theancientolive.com
- Reviews: 5.0 stars on
The Spice & Tea Exchange of Winter Park
Step into this charming shop and be transported to a world of exotic spices and teas. The Spice & Tea Exchange offers a wide variety of spices, herbs, and teas from around the world, as well as unique blends and seasonings. Be sure to check out their selection of gourmet salts and sugars, too.
- Location: #125 of 339 Places to Eat in Winter Park
- Phone: +1 407-647-7423
- Website: http://www.spiceandtea.com/spicestorepage/store/front/id/63
- Reviews: 5.0 stars on
Winter Park Farmer’s Market
Every Saturday morning, the Winter Park Farmer’s Market comes to life with vendors selling fresh produce, baked goods, and handmade crafts. It’s the perfect place to stock up on snacks for a picnic or to find a unique gift for a loved one.
- Location: #1 of 23 Shopping in Winter Park
- Phone: +1 407-599-3341
- Website:
- Reviews: 4.5 stars on
Pro-tips
Many of the shops in Winter Park are located on Park Avenue, a charming street lined with oak trees and boutique stores. It’s the perfect place for an afternoon stroll and some retail therapy.
Did You Know?
Winter Park is home to the Morse Museum, which houses the world’s most comprehensive collection of works by Louis Comfort Tiffany, including his famous stained glass windows.
Pannullo’s
If you’re looking for a delicious meal in a cozy setting, look no further than Pannullo’s. This Italian restaurant offers a wide variety of pasta dishes, pizzas, and salads, all made with fresh, high-quality ingredients. Be sure to save room for dessert – their tiramisu is a customer favorite.
- Location: #13 of 339 Places to Eat in Winter Park
- Phone: +1 407-629-7270
- Website: http://order.pannullos.com/menu
- Reviews: 4.0 stars on
Regal Cinemas Winter Park Village
If you’re in the mood for a movie, head to Regal Cinemas Winter Park Village. This theater offers comfortable seating, state-of-the-art sound and projection, and a variety of snacks and drinks. Be sure to check out their RPX (Regal Premium Experience) auditorium for an extra-immersive movie-watching experience.
- Location: #3 of 12 Fun & Games in Winter Park
- Phone: +1 844-462-7342
- Website:
- Reviews: 4.5 stars on
Little Blue Donut Co.
If you’re in the mood for something sweet, head to Little Blue Donut Co. This charming shop offers a variety of unique and delicious donut flavors, including blueberry lemon, maple bacon, and Nutella. Be sure to grab a cup of coffee to go with your donut.
- Location: #121 of 339 Places to Eat in Winter Park
- Phone: +1 407-575-0103
- Website: http://www.littlebluedonut.com
- Reviews: 4.5 stars on
If you’re in the mood for a sophisticated evening, head to The Imperial at Washburn Imports. This wine bar offers an extensive selection of wines from around the world, as well as craft beers and artisanal cocktails. The cozy atmosphere and live jazz music create the perfect ambiance for a romantic date or a night out with friends.
- Ranked #28 of 162 Nightlife in Orlando on TripAdvisor
- Phone: +1 407-228-4992
- Website: http://www.imperialwinebar.com
Pro-tips
Try the charcuterie board for a delicious selection of meats and cheeses to pair with your wine.
Check their website for upcoming live music events.
Did You Know?
The Imperial at Washburn Imports is located inside a furniture store, and the decor features antique furnishings and vintage accents.
If you’re looking for a more high-energy atmosphere, check out the Hard Rock Hotel Orlando. This hotel features multiple bars and nightclubs, including the Velvet Bar and the Woodstock rooftop bar. The hotel also hosts live music events and pool parties throughout the year.
- Ranked #112 of 380 hotels in Orlando on TripAdvisor
- Price range: $$$$
Pro-tips
Visit the Velvet Bar for a classic cocktail and live music.
Check the hotel’s event calendar for upcoming pool parties and concerts.
Did You Know?
The Hard Rock Hotel Orlando features memorabilia from famous musicians and bands, including Elvis Presley, The Beatles, and Madonna.
If you’re looking for a unique experience, check out Stardust Video & Coffee. This eclectic spot combines a coffee shop, bar, and video rental store all in one. The cozy atmosphere and quirky decor make it a favorite among locals.
- Ranked #141 of 339 Places to Eat in Winter Park on TripAdvisor
- Phone: +1 407-623-3393
- Website: https://www.facebook.com/stardustie/
Pro-tips
Try the Nitro Cold Brew for a unique coffee experience.
Check their event calendar for movie screenings and live music performances.
Did You Know?
Stardust Video & Coffee has been featured in several movies and TV shows, including the indie film “The Florida Project.”
If you’re in the mood for a casual night out with friends, head to The Copper Rocket Pub in nearby Maitland. This laid-back bar features a variety of craft beers and pub fare, as well as live music and trivia nights.
- Ranked #26 of 68 Places to Eat in Maitland on TripAdvisor
- Phone: +1 407-636-3171
- Website:
Pro-tips
Try the loaded tater tots for a delicious snack to share with friends.
Check their Facebook page for upcoming events and specials.
Did You Know?
The Copper Rocket Pub was originally opened in 1995, and has since become a beloved local hangout spot.
If you’re looking for a more cultural experience, check out the Bob Carr Performing Arts Centre. This historic venue hosts a variety of performances throughout the year, including concerts, ballets, and Broadway shows.
- Ranked #293 of 444 things to do in Orlando on TripAdvisor
- Phone: +1 407-246-4262
- Website:
Pro-tips
Check their website for upcoming performances and ticket information.
Arrive early to explore the beautiful lobby and take in the historic architecture.
Did You Know?
The Bob Carr Performing Arts Centre was originally opened in 1927 as the Orlando Municipal Auditorium, and has since undergone several renovations and name changes.
Outdoor Activities and Adventures in Winter Park
Winter Park is a haven for outdoor enthusiasts with its abundance of parks, lakes, and nature preserves. Whether you’re looking for a leisurely stroll, a picnic with family and friends, or an adrenaline-pumping adventure, Winter Park has something for everyone.
One of the most popular parks in Winter Park is Lake Lily Park. This 12-acre park is perfect for a relaxing afternoon with its serene lake, walking trails, and picnic areas. You can also rent a paddleboat or kayak to explore the lake and its surrounding wildlife.
- Address: 701 Lake Lily Dr, Maitland, FL 32751
- Phone: +1 407-539-6200
- Website: http://www.itsmymaitland.com/pr_addresses.asp
- Ranking: #2 of 16 things to do in Maitland
- Reviews: 4.5/5
Pro-tips
Bring some bread to feed the ducks and turtles in the lake.
Check the park’s calendar for upcoming events, such as outdoor concerts and food festivals.
Did You Know?
Lake Lily Park was once a major source of water for the city of Maitland.
If you’re traveling with your furry friend, be sure to visit Lake Baldwin Dog Park. This off-leash dog park is a local favorite with its large fenced-in area, doggy water fountains, and scenic lake views. It’s the perfect spot for your pup to run, play, and socialize with other dogs.
- Address: 2000 S Lakemont Ave, Winter Park, FL 32792
- Phone: +1 407-599-3334
- Website:
- Ranking: #11 of 39 things to do in Winter Park
- Reviews: 4.5/5
Pro-tips
Bring plenty of water for your dog, as it can get hot in the Florida sun.
Check the park’s rules and regulations before visiting, as there are certain restrictions on dog breeds and behavior.
Did You Know?
Lake Baldwin Dog Park was named after a World War II veteran and former Winter Park mayor, John F. Baldwin.
If you’re looking for a more secluded outdoor experience, check out Howell Branch Preserve Pavilion. This nature preserve features a picnic pavilion, hiking trails, and a boardwalk through a cypress swamp. It’s the perfect spot for a peaceful afternoon surrounded by nature.
- Address: 1205 Howell Branch Rd, Winter Park, FL 32789
- Phone: +1 407-599-3397
- Website:
- Ranking: #30 of 39 things to do in Winter Park
- Reviews: 3.5/5
Pro-tips
Bring bug spray, as mosquitoes can be prevalent in the area.
Wear comfortable shoes for hiking and exploring the boardwalk.
Did You Know?
Howell Branch Preserve Pavilion is home to a variety of wildlife, including alligators, turtles, and a variety of bird species.
Relax and Rejuvenate at Winter Park’s Top Wellness Centers
Winter Park is the perfect destination for those seeking to unwind and relax. Whether you’re looking to pamper yourself with a luxurious massage or indulge in a rejuvenating spa treatment, the city has a variety of wellness centers to cater to your needs. Here are some of the top-rated wellness centers in Winter Park:
Spavia Day Spa
Located in the heart of Winter Park, Spavia Day Spa is a luxurious wellness center that offers a range of services to help you relax and rejuvenate. From massages and facials to body treatments and waxing, Spavia has it all. The spa’s skilled therapists use only the finest products to ensure that you leave feeling refreshed and revitalized.
Ranked #10 out of 20 spas and wellness centers in Winter Park, Spavia Day Spa has received mixed reviews from customers. While some have praised the spa for its excellent services and friendly staff, others have criticized it for its high prices and inconsistent quality.
- Address: 110 S Orlando Ave #9, Winter Park, FL 32789
- Phone: +1 407-670-3200
- Website: http://spaviadayspa.com/location/winter-park/
- Ranking: #10 of 20 Spas & Wellness in Winter Park
Hand & Stone Massage and Facial Spa
If you’re looking for a relaxing massage or facial, Hand & Stone Massage and Facial Spa is the perfect place to go. The spa offers a range of services, including Swedish massages, hot stone massages, and deep tissue massages, as well as facials and other skincare treatments. The spa’s skilled therapists use only the finest products to ensure that you leave feeling refreshed and rejuvenated.
Ranked #8 out of 20 spas and wellness centers in Winter Park, Hand & Stone Massage and Facial Spa has received mostly positive reviews from customers. Many have praised the spa for its excellent services and friendly staff, while others have criticized it for its high prices.
- Address: 520 N Orlando Ave #104, Winter Park, FL 32789
- Phone: +1 407-634-9181
- Website: https://www.handandstone.com/locations/winter-park
- Ranking: #8 of 20 Spas & Wellness in Winter Park
Pro-tips
Book your appointment in advance to ensure availability, especially during peak tourist season.
Check for special deals and discounts on the spa’s website or social media pages.
Did You Know?
The word “spa” comes from the Latin phrase “salus per aquam,” which means “health through water.”
Massages can help reduce stress, relieve pain, and improve circulation.
Facials can help improve skin texture, reduce wrinkles, and unclog pores.
Transportation Options in Winter Park
Getting around Winter Park is easy and convenient with a variety of transportation options available to visitors. Whether you prefer to drive, take public transportation, or explore the city on foot or bike, there are plenty of ways to get around and see all that this charming city has to offer.
One of the most unique and fun ways to explore the Winter Park area is by boat. Boats to You Rentals offers a variety of boat rental options, including pontoon boats, kayaks, and paddleboards. Take a leisurely cruise down the Winter Park Chain of Lakes or explore the scenic canals of nearby Windermere. With affordable rental rates and friendly service, Boats to You Rentals is a great choice for a day on the water.
- Boats to You Rentals is ranked #35 of 85 Boat Tours & Water Sports in Orlando on TripAdvisor.
- Contact Boats to You Rentals at +1 321-422-2164 or visit their website at boatstoyourentals.com.
If you prefer to explore Winter Park by car, there are plenty of rental car options available. However, if you’re looking for a more eco-friendly option, consider renting an electric vehicle. The Hip RetroModern Lakefront Cabana offers an EV charging station for guests, making it a great choice for environmentally conscious travelers.
- The Hip RetroModern Lakefront Cabana is ranked #14 of 28 specialty lodging options in Winter Park on TripAdvisor.
- Contact the Hip RetroModern Lakefront Cabana for more information about their EV charging station.
For those who prefer to get around on foot or by bike, Winter Park is a very walkable and bike-friendly city. Many of the city’s main attractions, including Park Avenue and the Winter Park Farmers’ Market, are located within easy walking or biking distance of each other. If you’re looking for a guided tour of the city, consider booking a walking or bike tour with a local tour company.
If you’re in need of transportation to or from the airport or other destinations outside of Winter Park, Imperial Transportation is a reliable and affordable option. This transportation company offers private car and limousine services, as well as airport shuttle services.
- Imperial Transportation is ranked #123 of 305 Transportation options in Orlando on TripAdvisor.
- Contact Imperial Transportation at +1 321-231-8680 or visit their website at imperialtransportation.net.
Pro-tips
Consider renting an electric vehicle or taking a guided walking or bike tour to explore Winter Park in an eco-friendly way.
Did You Know?
Winter Park is known for its beautiful tree-lined streets and scenic parks, making it a great city to explore on foot or by bike.
Cultural Experiences and Events in Winter Park
Winter Park is a hub of cultural experiences and events, offering visitors a chance to immerse themselves in the local arts scene. From galleries to museums, there is something for everyone.
One of the top places to visit in Winter Park for art enthusiasts is the Crealde School of Art. Ranked #17 of 39 things to do in Winter Park on TripAdvisor, Crealde School of Art offers a variety of classes and workshops for all ages and skill levels.
Founded in 1975, Crealde School of Art has become a staple in the Winter Park community. Visitors can take classes in painting, drawing, ceramics, sculpture, and more. They also offer summer camps for children.
- Classes and workshops for all ages and skill levels
- Summer camps for children
- Founded in 1975
Pro-tips
Check out the gallery at Crealde School of Art to see works by local artists.
Sign up for a class in advance, as they tend to fill up quickly.
Did You Know?
The Crealde School of Art was founded by four local artists who wanted to create a space for the community to learn and create art.
Winter Park hosts several art festivals throughout the year, including the Winter Park Sidewalk Art Festival and the Winter Park Autumn Art Festival.
Whether you’re a seasoned art enthusiast or just looking for a fun and creative experience, Winter Park has plenty to offer. Make sure to add the Crealde School of Art to your itinerary and check out the local art festivals for a truly immersive cultural experience.
Kid-Friendly Activities and Attractions
Winter Park offers a variety of activities and attractions that are perfect for families with young children. Here are some of the top options:
Winter Pines Golf Course
If you’re looking for a family-friendly outdoor activity, Winter Pines Golf Course is a great option. This 18-hole course is perfect for beginners and experienced golfers alike. The course is well-maintained and offers a variety of challenges, including water hazards and sand traps. The staff is friendly and welcoming, and they offer lessons for kids and adults.
- Address: 950 S Ranger Blvd, Winter Park, FL 32792
- Phone: +1 407-671-3172
- Website:
- Ranking: #7 of 11 Outdoor Activities in Winter Park
- Reviews: 3.5 stars
Central Park
Central Park is a beautiful public park located in the heart of Winter Park. It features a large playground area with swings, slides, and climbing structures that are perfect for kids. The park also has a splash pad area where children can cool off on hot summer days. In addition to the playground and splash pad, Central Park has walking paths, picnic areas, and a stage where live music and other events are held throughout the year.
- Address: 251 S Park Ave, Winter Park, FL 32789
- Phone: N/A
- Website: N/A
- Ranking: N/A
- Reviews: N/A
The Bridge Restaurant
For a kid-friendly dining option, check out The Bridge Restaurant. This casual eatery offers a variety of dishes that are sure to please even the pickiest eaters. The menu includes burgers, sandwiches, salads, and more. The restaurant also has a kids’ menu with options like chicken tenders and mac and cheese. The outdoor seating area is a great place to enjoy a meal with the family while taking in the beautiful views of Lake Killarney.
- Address: 2445 W State Road 426, Oviedo, FL 32765
- Phone: +1 407-755-3300
- Website: http://thebridgerestaurant.com/
- Ranking: #144 of 339 Places to Eat in Winter Park
- Reviews: 4.0 stars
Pro-tips
Check out the Winter Park Farmers’ Market on Saturdays for a variety of fresh produce, baked goods, and handmade crafts.
Did You Know?
Winter Park is home to the Charles Hosmer Morse Museum of American Art, which houses the world’s largest collection of works by Louis Comfort Tiffany.
Ready to Explore Winter Park?
Winter Park, Florida is a charming and vibrant city that offers a wide range of activities and attractions for visitors of all ages. From exploring the local art scene and enjoying delicious cuisine to spending time in the great outdoors and soaking up the Florida sunshine, there is truly something for everyone in Winter Park.
Be sure to check out some of the must-visit spots in Winter Park, such as the Charles Hosmer Morse Museum of American Art, Cypress Grove Park, and the Winter Park Farmer’s Market. And don’t miss out on the delicious food and drinks at places like Bosphorous Turkish Cuisine, The Wine Room on Park Avenue, and The Ravenous Pig.
Pro-tips
Visit The Spice & Tea Exchange of Winter Park for unique and flavorful souvenirs to take home.
Take a scenic boat tour to see the city from a different perspective.
Stay at The Alfond Inn for a luxurious and art-filled experience.
Did You Know?
The Winter Park Public Library is home to a collection of rare and valuable books, including a first edition of “The Great Gatsby.”
The city of Winter Park was originally founded as a winter resort for wealthy Northerners in the late 1800s.
The Rollins College campus in Winter Park is home to the oldest continuously operating college radio station in the country, WPRK.
Whether you’re looking for relaxation or adventure, Winter Park has it all. So pack your bags, book your stay, and get ready to experience the best of Florida.
Itinerary
Winter Park, FL Itinerary
Winter Park, FL Itinerary
Day 1: Explore Winter Park
Start your day exploring the charming city of Winter Park, known for its beautiful parks, museums, and local shops.
Morning
- The Spice & Tea Exchange of Winter Park – Visit this quaint shop and indulge in a variety of teas and spices. Don’t forget to grab some souvenirs for your loved ones back home!
- Thirsty Topher – Head over to Thirsty Topher for some craft beer and a cozy atmosphere.
Enjoy a cold beer at Thirsty Topher.
Afternoon
- Cypress Grove Park – Take a stroll through this beautiful park and enjoy a picnic lunch.
- Orlando Shakespeare Theater – Catch a matinee performance at the Orlando Shakespeare Theater.
Enjoy a matinee performance at the Orlando Shakespeare Theater.
Evening
- Hip RetroModern Lakefront Cabana with EV Charging Station – Check into this unique and stylish Airbnb for a comfortable stay.
- The Imperial at Washburn Imports – Head over to The Imperial for some delicious cocktails and live music.
Enjoy some live music and cocktails at The Imperial.
Day 2: Winter Park Scenic Boat Tour
Today, experience the beauty of Winter Park from the water with a scenic boat tour.
Morning
- Winter Park Scenic Boat Tour – Take a guided boat tour through the Winter Park Chain of Lakes and admire the beautiful scenery.
- Brunch at Briarpatch Restaurant – Enjoy a delicious brunch at this local favorite restaurant.
Admire the beautiful scenery on the Winter Park Scenic Boat Tour.
Afternoon
- Morse Museum of American Art – Explore the Morse Museum and admire the largest collection of Tiffany glass in the world.
- Shopping on Park Avenue – Take a stroll down Park Avenue and explore the local shops and boutiques.
Admire the beautiful Tiffany glass at the Morse Museum of American Art.
Evening
- The Wine Room on Park Avenue – Head over to The Wine Room for some wine tasting and small bites.
- Dinner at Luma on Park – Enjoy a delicious dinner at this upscale restaurant.
Enjoy some wine tasting and small bites at The Wine Room on Park Avenue.
Day 3: Winter Park Farmers’ Market
Start your day at the Winter Park Farmers’ Market, where you can find fresh produce, local goods, and handmade crafts.
Morning
- Winter Park Farmers’ Market – Explore the market and sample some of the local goods.
- Brunch at The Coop – Enjoy some delicious Southern-style brunch at The Coop.
Explore the Winter Park Farmers’ Market and sample some of the local goods.
Afternoon
- Albin Polasek Museum & Sculpture Gardens – Explore the museum and sculpture gardens of Albin Polasek, a world-renowned Czech sculptor.
- Rollins College – Take a stroll through the beautiful campus of Rollins College.
Explore the museum and sculpture gardens of Albin Polasek.
Evening
- Enzian Theater – Catch a movie at the Enzian Theater, a non-profit cinema that specializes in independent and foreign films.
- Dinner at Ravenous Pig – Enjoy a delicious dinner at this award-winning restaurant.
Catch a movie at the Enzian Theater.
