Middletown, NY Travel Guide

Must-Visit Attractions and Landmarks

Explore the best of Middletown, NY by visiting these top-rated attractions and landmarks.

Academy Avenue Park is a beautiful green space that offers plenty of opportunities for outdoor recreation. With its lush trees, well-manicured lawns, and peaceful atmosphere, it’s the perfect place to relax and unwind. The park has a playground, basketball court, and picnic area, making it a great spot for families to spend an afternoon.

If you’re looking for a more secluded outdoor experience, head to Moonbeams Preserve. This 150-acre nature preserve boasts miles of hiking trails, scenic views, and diverse wildlife. Visitors can explore the forest, fields, and wetlands, and enjoy a peaceful escape from the hustle and bustle of city life.

Maple Hill Park is another great option for outdoor recreation. This park features a large playground, baseball field, and walking trails. It’s a popular spot for picnics, family gatherings, and outdoor events. Plus, the park offers stunning views of the surrounding hills and valleys.

For a glimpse into Middletown’s rich history, visit the Historical Society of Middletown. This museum features exhibits and artifacts that showcase the city’s past, including its role in the American Revolution and the development of the Erie Canal. Visitors can also take guided tours of the museum and learn more about the city’s fascinating history.

Sports fans won’t want to miss Faller Field, a state-of-the-art stadium that hosts a variety of athletic events throughout the year. The stadium features a synthetic turf field, bleacher seating, and modern amenities. Whether you’re a fan of football, soccer, or lacrosse, Faller Field is the place to be.

Finally, no visit to Middletown is complete without a stop at Harriman Hall. This historic building is part of the SUNY Orange campus and has been a fixture of the community for over a century. Visitors can take a guided tour of the building and learn more about its fascinating history and architecture.

• Be sure to check out the events calendar for each attraction before you visit to see if there are any special events or activities happening.

Pro-tips

Many of these attractions are free to visit, so they’re a great way to enjoy Middletown on a budget. Be sure to bring comfortable shoes and plenty of water if you plan on doing any hiking or outdoor activities.

Did You Know?

Middletown played an important role in the development of the Erie Canal, which helped to connect the Great Lakes region to the Atlantic Ocean. The city was a major transportation hub in the 19th century and continues to be an important center of commerce and industry today.

Beautiful Parks and Gardens

Middletown, NY offers a variety of beautiful parks and gardens for visitors to enjoy. From peaceful nature preserves to bustling city parks, there is something for everyone.

Academy Avenue Park is a popular spot for locals and visitors alike. This park features a playground, basketball court, and plenty of open space for picnics and games. The park is well-maintained and offers a peaceful escape from the hustle and bustle of the city.

For those looking for a more natural experience, Moonbeams Preserve is a must-visit. This 150-acre nature preserve features hiking trails, a pond, and beautiful views of the surrounding landscape. Visitors can enjoy a peaceful walk through the woods or a picnic in one of the open fields.

Maple Hill Park is another great option for those looking to enjoy the outdoors. This park features a playground, baseball field, and plenty of open space for picnics and games. The park is well-maintained and offers beautiful views of the surrounding hills.

For those looking to spend the night in nature, Korn’s Shawangunk Kill Campground is a great option. This campground offers tent and RV sites, as well as cabins for rent. The campground is located on the Shawangunk Kill, offering beautiful views and plenty of opportunities for fishing and kayaking.

• All of these parks and gardens are easily accessible and offer a great way to enjoy the outdoors in Middletown.
• Be sure to check each park’s website for specific hours and rules.

Pro-tips

Bring a picnic to enjoy in one of the open fields at Academy Avenue Park or Maple Hill Park.

Wear comfortable shoes for hiking at Moonbeams Preserve.

Make a reservation early if you plan on staying at Korn’s Shawangunk Kill Campground during peak season.

Did You Know?

Moonbeams Preserve is home to a variety of wildlife, including deer, foxes, and birds of prey.

Korn’s Shawangunk Kill Campground is located just a short drive from the Shawangunk Mountains, a popular destination for hiking and rock climbing.

Highly Rated Restaurants and Cafes

Middletown, NY has a diverse culinary scene with a variety of highly rated restaurants and cafes. From steakhouses to sushi, there’s something for everyone to enjoy. Here are some of the top-rated eateries in the area:

Located at 390 New York 211, Texas Roadhouse is a popular restaurant in Middletown, NY. Known for their delicious steaks and ribs, this restaurant has a 4.5-star rating on Google with over 2,600 reviews. The menu also includes a variety of sides, salads, and sandwiches. Don’t forget to try their famous rolls with cinnamon butter!

For those in the mood for sushi, Mr Sushi & Grill is a must-visit spot. Located at 400 New York 211 E, this restaurant has a 4.4-star rating on Google with over 1,000 reviews. In addition to sushi, they also serve a variety of Japanese dishes such as teriyaki and udon noodles.

Outback Steakhouse is another popular restaurant in Middletown, NY. Located at 25 Crystal Run Crossing, this restaurant has a 4.6-star rating on Google with over 3,400 reviews. They offer a variety of steaks, seafood, and chicken dishes, as well as salads and appetizers. Don’t forget to try their famous Bloomin’ Onion!

Cosimo’s Brick Oven is a family-owned Italian restaurant located at 620 New York 211. With a 4.5-star rating on Google and over 1,600 reviews, this restaurant is a local favorite. They offer a variety of pasta dishes, pizzas, and salads, all made with fresh ingredients and cooked in a brick oven.

For a refreshing drink, head over to Kung Fu Tea. Located at 125 Dolson Avenue #23, this cafe has a 4.6-star rating on Google with over 180 reviews. They offer a variety of bubble teas, milk teas, and fruit teas, all made with high-quality ingredients.

If you’re in the mood for coffee, check out DAYES Coffee Roasters. Located at 28 North Street, this cafe has a 4.9-star rating on Google with over 90 reviews. They roast their own coffee beans and offer a variety of espresso drinks, pour-overs, and cold brews. Don’t forget to try their homemade pastries!

Pro-tips

Make sure to try the famous rolls with cinnamon butter at Texas Roadhouse.

At Outback Steakhouse, ask for the “Bloomin’ Onion” appetizer.

For a unique coffee experience, try the pour-over at DAYES Coffee Roasters.

Did You Know?

Cosimo’s Brick Oven has been serving delicious Italian food in the Hudson Valley for over 30 years.

Kung Fu Tea was founded in Queens, NY in 2010 and has since expanded to over 200 locations worldwide.

Local Cuisine and Street Food

Middletown, NY is a melting pot of cultures, and this is reflected in its diverse food scene. From classic American steakhouses to sushi and bubble tea, there’s something for everyone.

For those in the mood for a hearty meal, Texas Roadhouse is a must-visit. This popular chain restaurant serves up delicious steaks, ribs, and other American classics. With over 2,600 reviews and an average rating of 4.5 stars, it’s clear that locals and visitors alike love this spot.

Craving sushi? Head over to Mr Sushi & Grill for some of the freshest and most delicious sushi in town. With an average rating of 4.4 stars and over 1,000 reviews, this spot is a local favorite. Don’t miss the spicy tuna roll!

If you’re in the mood for a casual meal with friends or family, Outback Steakhouse is a great choice. This chain restaurant is known for its delicious steaks, burgers, and salads. With an average rating of 4.6 stars and over 3,400 reviews, it’s clear that Outback is a popular spot with locals and visitors alike.

For a taste of Italy in Middletown, head over to Cosimo’s Brick Oven. This cozy restaurant serves up delicious brick oven pizzas, pasta dishes, and more. With an average rating of 4.5 stars and over 1,600 reviews, it’s clear that locals love this spot.

If you’re looking for a refreshing drink, head over to Kung Fu Tea. This popular chain serves up delicious bubble tea, milk tea, and other specialty drinks. With an average rating of 4.6 stars and over 100 reviews, it’s clear that Kung Fu Tea is a local favorite.

For a great cup of coffee, head over to DAYES Coffee Roasters. This cozy cafe serves up delicious coffee and espresso drinks, as well as pastries and light bites. With an average rating of 4.9 stars and over 90 reviews, it’s clear that locals love this spot.

Pro-tips

Try the spicy tuna roll at Mr Sushi & Grill – it’s a local favorite!

At Cosimo’s Brick Oven, be sure to try the margherita pizza – it’s a classic for a reason.

For a refreshing drink, try the wintermelon tea at Kung Fu Tea – it’s a unique and delicious option.

Did You Know?

Middletown is home to a number of excellent farm-to-table restaurants, including The Grange and The Helm.

The Hudson Valley is known for its apple orchards and cideries – be sure to try some local cider while you’re in town!

Top Hotels and Accommodations in Middletown, NY

Whether you’re visiting Middletown for business or pleasure, there are plenty of great hotel options to choose from. Here are some of the top-rated hotels and accommodations in the area:

The Hampton Inn Middletown is a popular choice for travelers looking for a comfortable and convenient place to stay. Located just off of I-84, this hotel offers easy access to many local attractions, including the Galleria at Crystal Run and the Orange County Fairgrounds. Guests can enjoy a complimentary hot breakfast each morning, as well as free Wi-Fi and an outdoor pool.

• 4.3-star rating on Google with 669 reviews
• Convenient location near major highways and local attractions
• Complimentary hot breakfast and outdoor pool

Pro-tips

Ask for a room on the upper floors for a quieter stay.

The Sleep Inn & Suites Middletown – Goshen is another great option for travelers. This hotel is located just off of Route 6, offering easy access to many local businesses and attractions. Guests can enjoy a complimentary hot breakfast each morning, as well as free Wi-Fi and a fitness center.

• 4.4-star rating on Google with 541 reviews
• Convenient location near local businesses and attractions
• Complimentary hot breakfast and fitness center

Pro-tips

Ask for a room on the upper floors for a better view.

The Home2 Suites by Hilton Middletown is a newer hotel that offers spacious and modern accommodations. Located on Route 211, this hotel is just a short drive from many local attractions, including the Harness Racing Museum and Hall of Fame and the Woodbury Common Premium Outlets. Guests can enjoy a complimentary breakfast each morning, as well as free Wi-Fi and an indoor pool.

• 4.4-star rating on Google with 705 reviews
• Modern and spacious accommodations
• Complimentary breakfast and indoor pool

Pro-tips

Take advantage of the hotel’s free shuttle service to local attractions.

The Holiday Inn Express & Suites Middletown – Goshen is a great option for travelers looking for a comfortable and affordable place to stay. Located just off of Route 17, this hotel offers easy access to many local businesses and attractions. Guests can enjoy a complimentary hot breakfast each morning, as well as free Wi-Fi and a fitness center.

• 4.3-star rating on Google with 244 reviews
• Convenient location near local businesses and attractions
• Complimentary hot breakfast and fitness center

Pro-tips

Ask for a room on the upper floors for a quieter stay.

If you’re looking for a more rustic experience, consider staying at Korn’s Shawangunk Kill Campground. This family-owned campground offers tent and RV sites, as well as cabins and cottages for rent. Guests can enjoy fishing, hiking, and other outdoor activities on the property, as well as easy access to nearby attractions like the Shawangunk Wine Trail and the Minnewaska State Park Preserve.

• 4.1-star rating on Google with 174 reviews
• Family-owned and operated campground
• Outdoor activities and easy access to local attractions

Pro-tips

Bring your own firewood for the campfire.

Shop ‘Til You Drop in Middletown

Middletown is home to a variety of shopping destinations, from big-name brands to local boutiques. Whether you’re looking for fashion, home decor, or outdoor gear, you’re sure to find what you need in this bustling town.

If you’re in need of some new skate gear or streetwear, be sure to check out Zumiez. Located in the Galleria at Crystal Run, this store has everything from shoes to snowboards. With a rating of 4.3 stars and over 80 reviews, it’s clear that Zumiez is a favorite among locals and visitors alike.

If you’re in the market for a new car, Healey Mitsubishi is the place to go. With a rating of 4.6 stars and over 400 reviews, this dealership is known for their friendly and knowledgeable staff. Stop by their location on Dolson Avenue to test drive the latest models.

Looking to spruce up your home decor? Ashley Store has got you covered. This furniture store has a wide selection of pieces to fit any style and budget. With a rating of 4.5 stars and over 1,000 reviews, it’s clear that Ashley Store is a local favorite.

For all your automotive needs, head to Rockbottom Road Service. This shop offers everything from oil changes to tire rotations, with a focus on quality service and fair prices. With a rating of 4.3 stars and over 100 reviews, you can trust that your car is in good hands.

Of course, shopping isn’t the only reason to visit Middletown. If you find yourself in need of medical attention, Orange Urgent Care is a great option. Located in the Crystal Run shopping mall, this urgent care center has a rating of 4.6 stars and over 3,900 reviews. With short wait times and knowledgeable staff, you’ll be back on your feet in no time.

• Be sure to check out the Galleria at Crystal Run for even more shopping options.
• Many of Middletown’s small businesses offer unique and one-of-a-kind items, so be sure to explore the downtown area.

Pro-tips

For the best deals at Ashley Store, sign up for their email newsletter to receive exclusive discounts and promotions.

Did You Know?

Middletown was once home to a bustling hat-making industry, with several factories in operation during the late 19th and early 20th centuries.

Nightlife and Entertainment in Middletown

When the sun goes down, Middletown comes alive with a variety of options for nightlife and entertainment. Whether you’re in the mood for a night out dancing or a casual drink with friends, there’s something for everyone in this vibrant city.

For a taste of Mexico and a night of dancing, head to El Bandido Mexican Restaurant. This lively spot offers delicious food, strong drinks, and a dance floor that’s always packed. The atmosphere is festive and the music is loud, making it the perfect place to let loose and have some fun.

If you’re looking for a more laid-back vibe, check out The Switch Inn. This cozy bar is a local favorite, with a great selection of beers on tap and friendly bartenders. The dimly lit space is perfect for a casual drink with friends, and there’s often live music on the weekends.

For a more upscale experience, head to Red Lobster. This seafood restaurant offers a full bar and a menu of delicious cocktails. The atmosphere is sophisticated and the service is top-notch, making it a great spot for a special occasion or a romantic night out.

If you’re in the mood for some friendly competition, head to Quinnz Pinz. This bowling alley and bar offers a fun night out for all ages. With 20 lanes, an arcade, and a full bar, there’s something for everyone at this popular spot.

• El Bandido Mexican Restaurant is a great spot for dancing and festive atmosphere.
• The Switch Inn is a cozy bar with live music on weekends.
• Red Lobster offers a sophisticated atmosphere and delicious cocktails.
• Quinnz Pinz is a fun spot for bowling and arcade games.

Pro-tips

El Bandido Mexican Restaurant can get crowded on weekends, so arrive early to secure a spot on the dance floor.

Red Lobster often has specials on their cocktails during happy hour, so be sure to check their website for details.

Did You Know?

The Switch Inn is located in a historic building that was once a hotel and saloon in the 1800s.

Quinnz Pinz hosts weekly trivia nights, so gather a group of friends and test your knowledge.

Outdoor Activities and Adventures

Get ready to explore the great outdoors in Middletown, NY. From parks to campgrounds, there’s something for everyone.

Start your adventure at Academy Avenue Park, a beautiful park with plenty of green space for picnics, sports, and relaxation. Take a stroll around the pond or challenge your friends to a game of basketball or tennis. With a playground and plenty of benches, it’s the perfect spot for families to spend a day.

For a more secluded outdoor experience, check out . This beautiful park features hiking trails, bird watching, and even a butterfly garden. With over 34 reviews and a rating of 4.7, it’s clear that visitors love the peaceful and picturesque setting.

If you’re looking for a park with a bit of history, head to Maple Hill Park. This park was once the site of a Revolutionary War battle and now features walking trails, a playground, and plenty of open space for sports and events. With a rating of 4.6 and over 46 reviews, it’s a popular spot for locals and visitors alike.

If you’re looking to spend the night under the stars, check out Korn’s Shawangunk Kill Campground. With a rating of 4.1 and over 174 reviews, it’s clear that visitors love the peaceful and scenic setting. With sites for tents and RVs, as well as cabins for rent, it’s the perfect spot for a weekend getaway.

If you’re looking to explore the area on two wheels, stop by Bikeway Bicycles. With a rating of 5.0 and 11 reviews, it’s clear that visitors love the knowledgeable staff and quality bikes. Whether you’re looking to rent a bike for the day or purchase a new one, they have everything you need to hit the trails.

• Take advantage of the beautiful parks and campgrounds in the area.
• Don’t forget to pack a picnic and enjoy a meal in the great outdoors.
• Be sure to check the weather before heading out on your adventure.

Pro-tips

Check out the hiking trails at Moonbeams Preserve for a peaceful and scenic experience.

Bring bug spray and sunscreen to protect yourself from the elements.

Did You Know?

Maple Hill Park was once the site of a Revolutionary War battle between American and British forces.

Korn’s Shawangunk Kill Campground is located on a former dairy farm and features a pond for fishing and swimming.

Wellness and Relaxation Centers

Take a break from the hustle and bustle of everyday life and indulge in some self-care at Middletown’s top-rated wellness and relaxation centers.

Illusions Hair Design spa, located at 2920 U.S. 6 in Slate Hill, offers a variety of services to help you relax and rejuvenate. From haircuts and coloring to facials and massages, their experienced staff will leave you feeling pampered and refreshed. Check out their website for a full list of services and to book an appointment.

For over 30 years, Creative Hair Design Inc spa has been providing top-notch beauty and wellness services to the Middletown community. Located at 1050 Route 211E, their team of skilled professionals offers everything from haircuts and styling to massages and facials. Visit their website to learn more and schedule an appointment.

If you’re looking for a more personalized experience, Peche By Jessica Skin Care spa is the perfect choice. Located at 138 North Street, their team of licensed estheticians offers customized facials and skincare treatments to help you achieve your skincare goals. Check out their website to book an appointment and learn more about their services.

For a truly luxurious experience, head to Spa Paradise at 12 Grove Street. With over 100 rave reviews, their skilled staff offers a variety of services including massages, facials, and body treatments. Although they don’t have a website, you can find more information about their services and book an appointment by calling (845) 343-2772.

• Make sure to book your appointment in advance, as these popular spas tend to fill up quickly.
• Don’t be afraid to ask your esthetician or masseuse for personalized recommendations based on your skin type or problem areas.

Pro-tips

Arrive at least 15 minutes early to take advantage of the spa’s amenities, such as saunas or relaxation rooms.

Did You Know?

Many of these spas offer gift certificates, making them the perfect present for a loved one in need of some R&R.

Getting Around Middletown

Middletown offers a variety of transportation options to help you get around town and explore the surrounding areas.

For those arriving by train, the is a great option. Located just a short drive from Middletown, this station offers convenient access to New York City and other destinations in the region.

For those looking to travel by bus, the in downtown Middletown offers a variety of routes to destinations throughout the region.

If you prefer to have your own transportation, there are several car rental options available in Middletown. and Avis Car Rental both have locations in town, making it easy to rent a car for your stay.

If you’re flying into the area, the Orange County Airport is a convenient option. Located just a short drive from Middletown, this airport offers flights to several destinations throughout the region.

For a unique travel experience, consider taking a hot air balloon ride with Fantasy Balloon Flights, Inc. New York. Located at the Randall Airport in Middletown, this company offers breathtaking views of the Hudson Valley from above.

• Be sure to check the hours and schedules of your preferred transportation option before heading out.
• Consider renting a car if you plan on exploring the surrounding areas.

Pro-tips

Book your transportation in advance to ensure availability, especially during peak travel times.

Did You Know?

The Orange County Airport was originally built in the 1950s as a training facility for pilots during the Korean War.

Cultural Experiences and Events

Experience the rich history and culture of Middletown through its museums, universities, and local events.

The Historical Society-Middletown is a must-visit for history buffs. Located at 25 East Avenue, this museum showcases the history and culture of Middletown and the Wallkill Precinct. With a rating of 4.2 stars, visitors praise the knowledgeable staff and interesting exhibits.

For those interested in higher education, Harriman Hall at Orange County Community College is a beautiful campus to explore. With a rating of 4.9 stars, visitors rave about the stunning architecture and peaceful atmosphere.

After a day of exploring, head over to The Switch Inn for a local bar experience. Located at 126 East Main Street, this bar has a rating of 4.3 stars and offers a cozy atmosphere and friendly staff.

For a more upscale bar and dining experience, check out Red Lobster at 450 New York 211. With a rating of 4.3 stars and over 1600 reviews, this seafood restaurant offers delicious food and excellent service.

For a fun night out, head over to Quinnz Pinz at 13 Railroad Avenue. With a rating of 4.4 stars and over 500 reviews, this bowling alley and bar offers a great atmosphere and plenty of entertainment options.

Pro-tips

Check out the events calendar at Orange County Community College for local concerts, theater productions, and other cultural events.

Did You Know?

Middletown was once a major center for the hat-making industry, with over 60 hat factories in the area in the late 1800s.

Kid-Friendly Activities and Attractions

Middletown, NY offers plenty of options for families with children to have a fun and memorable time. From parks to museums, there’s something for everyone.

Academy Avenue Park is a great place to take the kids for a day of outdoor fun. With a playground, basketball court, and plenty of open space to run around, it’s the perfect spot for a family picnic or game of catch. The park also offers walking trails and a pond for fishing.

Moonbeams Preserve is another great option for families who love the outdoors. The preserve offers hiking trails, a pond for fishing, and a butterfly garden. It’s a great place to explore nature and learn about the local ecosystem.

Maple Hill Park is a popular spot for families in Middletown. The park offers a playground, basketball court, and plenty of open space for kids to run around. It’s a great place to spend a sunny afternoon.

If your family loves history, be sure to visit the Historical Society-Middletown. The museum offers exhibits on the local history of Middletown and the surrounding area. Kids will love learning about the town’s past and seeing artifacts from the past.

Pro-tips

Bring a picnic lunch to enjoy at one of the parks for a fun and budget-friendly day out.

Did You Know?

Middletown is home to the Orange County Fair, which takes place every summer and offers plenty of fun activities for families.

Discover the Hidden Gems of Middletown, NY

Middletown, NY is a charming town that offers a unique blend of local culture, sustainable businesses, and natural beauty. From delicious food to outdoor adventures, this town has something for everyone.

Where to Eat

If you’re looking for delicious food, Middletown has plenty of options. For mouth-watering steaks, head to Texas Roadhouse or Outback Steakhouse. If you’re in the mood for sushi, Mr Sushi & Grill is a must-try. For authentic Mexican cuisine, El Bandido Mexican Restaurant is the place to go. And for brick oven pizza, Cosimo’s Brick Oven is a local favorite.

Where to Stay

For a comfortable stay, Middletown has a variety of hotels to choose from. The Hampton Inn Middletown, Sleep Inn & Suites Middletown – Goshen, and Home2 Suites by Hilton Middletown are all great options. And if you’re a member of the IHG Rewards Club, the Holiday Inn Express & Suites Middletown – Goshen is a fantastic choice.

What to Do

Middletown has plenty of outdoor activities to offer. Academy Avenue Park, Moonbeams Preserve, and Maple Hill Park are all great places to hike and enjoy nature. For some retail therapy, head to Zumiez or the Ashley Store. And if you need to rent a car, both Enterprise Rent-A-Car and Avis Car Rental have locations in town.

Pro-tips

Be sure to check out the Historical Society-Middletown for a glimpse into the town’s past. And for a unique experience, take a hot air balloon ride with Fantasy Balloon Flights, Inc. New York.

Did You Know?

Middletown is home to the Korn’s Shawangunk Kill Campground, a beautiful camping spot that’s perfect for a weekend getaway.

Whether you’re a foodie, nature lover, or history buff, Middletown, NY has something to offer. So what are you waiting for? Start planning your trip today!

Middletown, NY Itinerary

Discover the charm and beauty of Middletown, NY with this 3-day itinerary filled with fun activities, delicious food, and unforgettable experiences.

Day 1: Exploring Middletown’s Nature and Cuisine

Begin your Middletown adventure with a day filled with beautiful nature trails, relaxing parks, and mouth-watering dining experiences.

Morning

• Orange County Arboretum – Start your day with a peaceful stroll through the Orange County Arboretum, taking in the beautiful gardens and serene atmosphere. Open from dawn to dusk, this is the perfect spot to enjoy a morning walk.

Afternoon

• Winding Hills Park – Head over to for a scenic hike or a leisurely picnic. This 504-acre park offers a variety of trails, a beautiful lake, and plenty of picturesque spots for a relaxing afternoon.
• Lunch at Mr. Sushi & Grill – Refuel with a delicious lunch at . Enjoy a wide selection of sushi rolls, bento boxes, and other Japanese dishes in a cozy and inviting atmosphere.

Evening

• Soons Orchards – Spend your evening at Soons Orchards, picking your own fruits and vegetables, and sampling their famous apple cider donuts. Don’t forget to visit their farm market for some fresh produce and homemade goodies to take home.
• Dinner at Texas Roadhouse – End your day with a hearty meal at . Indulge in their mouth-watering steaks, ribs, and other American favorites, all served in a lively, family-friendly atmosphere.

Day 2: Family Fun and Shopping

Experience a day filled with family-friendly activities, shopping, and delicious food in Middletown.

Morning

• Interactive Museum – Kick off the day with a visit to the , where children can explore, learn, and play through hands-on exhibits and activities.

Afternoon

• Galleria at Crystal Run – Spend your afternoon shopping at the Galleria at Crystal Run. With over 100 stores and a variety of dining options, there’s something for everyone to enjoy.
• Lunch at Cosimo’s Brick Oven – Take a break from shopping and enjoy a delicious Italian lunch at . Savor their wood-fired pizzas, pasta dishes, and other Italian favorites in a warm and welcoming setting.

Evening

• Castle Fun Center – Continue the family fun at the Castle Fun Center, offering go-karts, mini-golf, laser tag, and more. This entertainment center is perfect for an evening of excitement and laughter.
• Dinner at Holy Dog – End your day with a casual dinner at , where you can enjoy gourmet hot dogs, burgers, and milkshakes in a fun and quirky atmosphere.

Day 3: History and Art

Immerse yourself in Middletown’s rich history and vibrant arts scene on your final day.

Morning

• Paramount Theatre – Start your day with a tour of the historic Paramount Theatre, a beautifully restored venue showcasing live performances, films, and events.

Afternoon

• Thrall Library – Visit the Thrall Library for a glimpse into Middletown’s history, as well as a chance to explore their extensive collection of books, movies, and more.
• Lunch at Something Sweet Dessert Café – Stop by for a light lunch and a sweet treat. Enjoy their selection of sandwiches, salads, and homemade desserts in a charming, vintage-inspired setting.

Evening

• Orange Hall Gallery – Spend your evening exploring the at SUNY Orange, showcasing a diverse range of artwork from local and regional artists.
• Dinner at Clemson Bros. Brewery – Cap off your Middletown adventure with a delicious dinner and craft beer at Clemson Bros. Brewery. Enjoy their selection of tasty pub fare and handcrafted brews in a relaxed, industrial-chic setting.