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5-day trip to Middletown, NY

5-day trip to Middletown, NY Itinerary

Last updated: 2024 Jun 14

Exploring Middletown

Morning
Start your day by grabbing a delicious breakfast at Cracker Barrel. Afterward, head to LEGOLAND® New York Resort 1-Day Theme Park Admission for a day of fun and adventure.
Afternoon
For lunch, enjoy a tasty meal at Panera Bread. Afterward, explore the historic downtown area of Middletown and visit local shops and boutiques.
Evening
End the day with a delightful dinner at Red Lobster and enjoy their fresh seafood offerings.
Bedtime
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Outdoor Exploration

Morning
Start your day with a refreshing hike at Schunnemunk Mountain State Park. Take in the beautiful views of the Hudson Valley and enjoy the tranquility of nature. Grab a quick snack at Dave & Buster's before heading out.
Afternoon
For lunch, indulge in a delicious meal at Outback Steakhouse. Afterward, visit Orange County Arboretum and explore the stunning gardens and walking trails.
Evening
Enjoy a relaxing dinner at Texas Roadhouse and savor their mouthwatering steaks and ribs.
Bedtime
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Cultural Immersion

Morning
Start your day with a visit to the Museum at Bethel Woods, where you can learn about the history of the 1969 Woodstock Festival. Grab a coffee and light breakfast at Panera Bread before heading out.
Afternoon
For lunch, try the delicious Italian cuisine at Carrabba's Italian Grill. Afterward, explore the Storm King Art Center, an outdoor sculpture park with stunning artworks.
Evening
Enjoy a delightful dinner at Olive Garden and indulge in their classic Italian dishes.
Bedtime
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Shopping and Entertainment

Morning
Start your day with a shopping spree at the Galleria at Crystal Run, a premier shopping destination. Grab a quick bite at Five Guys for lunch.
Afternoon
After shopping, catch a movie at the AMC Middletown 12 theater. For dinner, head to Buffalo Wild Wings and enjoy their famous wings and sports bar atmosphere.
Evening
End the day with some fun and games at Dave & Buster's and enjoy their arcade games and tasty cocktails.
Bedtime
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Relaxation and Farewell

Morning
Start your day with a leisurely breakfast at Cracker Barrel. Afterward, visit the Highland Lakes State Park for a peaceful nature walk.
Afternoon
For lunch, savor the flavors of Mexican cuisine at Chili's. Afterward, pamper yourself with a spa treatment at Mirbeau Inn & Spa.
Evening
End your trip with a memorable dinner at The Cheesecake Factory and enjoy their extensive menu and delicious desserts.
Bedtime
Find amazing hotels in Middletown, New York.
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