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Discover the most popular places to visit in Middletown
Orange County Fairgrounds
8.0/10 (87 reviews)
This historic fairgrounds combines a century-old county fair with thrilling dirt track racing. Enjoy carnival rides during the July fair or catch heart-pounding motorsport action at the legendary speedway.
Highland Lakes State Park
8.0/10 (43 reviews)
Discover 3,115 acres of pristine wilderness with informal trails winding through forests and around lakes. Bring supplies for horseback riding, fishing, or hiking in this peaceful, undeveloped natural retreat.
Highland Lake
10.0/10 (3 reviews)
Explore 3,000 acres of pristine wilderness at this undeveloped sanctuary for outdoor enthusiasts. Hike forest trails, cast a line in serene lakes, or ride horseback with a permit through untouched nature.
Galleria at Crystal Run
8.6/10 (200 reviews)
The Galleria at Crystal Run offers over 100 stores and entertainment venues in the heart of Middletown. Explore premium retailers like Macy's or catch a film at the cinema for a complete shopping experience.
Orange County Fair Speedway
8.4/10 (119 reviews)
America's oldest continuously operating dirt track, Orange County Fair Speedway has thrilled racing fans since 1919. Experience the roar of engines and excitement of dirt track racing at this historic motorsport venue.
Paramount Theatre
7.8/10 (96 reviews)
This 1929 theater boasts Carnegie Hall-like acoustics, hosting diverse performances in its intimate 1,100-seat venue. Experience cultural richness through concerts, films, or shows in this historic Middletown gem.
Orange County Community College
Enjoy the collegiate vibe at Orange County Community College during your visit to Middletown. While in this family-friendly area, you can savor the top-notch restaurants.
"Not even close to any previous stays at Marriott properties. Very disappointed.
Bathroom amenities lacking, e.g. no hand or body lotion.
No complimentary breakfast served. Al la Carte prices for breakfast seemed high.
Room layout made it impossible to cozy up in bed and watch TV.
Meanwhile when I signed on to WiFi it stated no internet available. What??"
"Beds were super comfortable, room was large and clean, pool was a little chilly to swim in but all in all it was a great stay! Close to Legoland, lots of food choices nearby, as well as gas station and stores."
"Staff was very unhelpful.
There were no microwaves or refrigerators in the rooms. A dreadful experience.
I would not have stayed, however, the room was prepaid and i was unsure how to get a refund.
Having doubts about using Expedia for unknown locations."
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.