Middletown Vacation Packages
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Your Middletown Vacation
Our Middletown vacation packages allow you to create your own adventure. Tailor your journey to your needs and interests and make the most of your time in this fabulous city. Orange County Fair Speedway, Galleria at Crystal Run and Orange County Fairgrounds are just a few of the many sights you'll want to see during your trip to Middletown. Your ultimate Middletown vacation is just clicks away. Browse hotels, airfares and more on Expedia for a getaway that's tailored to suit your travel style.
Middletown Hotel Deals
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
The price is CA $173 per night from Jun 29 to Jun 30
CA $173
CA $205 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (1,042 reviews)
"Had a nice stay was quiet for the most part clean and the bed was very comfy"
Reviewed on Jun 22, 2026
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Jul 5 to Jul 6
CA $185
CA $218 total
Jul 5 - Jul 6
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"Everything new and clean. Great breakfast. Big rooms. Comfortable beds. Nice location."
Reviewed on Jun 23, 2026
Hampton Inn by Hilton Middletown
20 Crystal Run Crossing Middletown NY
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from Jun 29 to Jun 30
CA $158
CA $187 total
Jun 29 - Jun 30
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Just horrible"
Reviewed on Jun 20, 2026
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.
Discover the most popular places to visit in Middletown
Orange County Fair Speedway
Catch an event at Orange County Fair Speedway during your trip to Mechanicstown. Discover the area's festivals and churches.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
