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 $179 per night from Jun 9 to Jun 10
CA $179
CA $212 total
Jun 9 - Jun 10
includes taxes & fees
8.8/10 Excellent! (1,021 reviews)
Staff was not very professional, guests were playing music in the hallways at 1am and yelling loudly from room to room. Room was decent, however pillows were very thin and small.
Reviewed on May 8, 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 $162 per night from May 10 to May 11
CA $162
CA $192 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
Have stayed here many times and the room are clean beds comfortable. The only thing was the refrigerator was not turned on and I did not know it. Would help if they left it on for the guest.
Reviewed on May 8, 2026
Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing Middletown NY
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from May 11 to May 12
CA $176
CA $208 total
May 11 - May 12
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
Courtyard Marriott is a great place to stay! Roomy rooms, clean, quiet. The website lists a restaurant, but it is more like a deli-take out restaurant. Breakfast is à la carte.
Reviewed on Apr 30, 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.
