
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.
Top Middletown Vacation Deals


Sleep Inn & Suites Middletown - Goshen
Reviewed on Jan 20, 2026

Microtel Inn & Suites by Wyndham Middletown
Reviewed on Dec 6, 2025

Howard Johnson by Wyndham Newburgh/West Point
Reviewed on Jan 24, 2026
Middletown Hotel Deals

Sleep Inn & Suites Middletown - Goshen
Yes
Reviewed on Jan 20, 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen
We stayed during the recent snow service was great
Reviewed on Jan 27, 2026

Hampton Inn by Hilton Middletown
Staff was friendly and efficient. Bed comfy, super quiet & safe. I stayed only to sleep for a few hours during a snowstorm to be close to the hospital down the road so I didn’t have to drive far in the snow. It was expensive but worth the safe commute to work. Their parking lot was plowed and ...
Reviewed on Jan 27, 2026
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.








