Search for Cheap Deals on
Hotels in Middletown

Photo by Vincent Ramundo

Check Last Minute Middletown Hotel Deals

Tonight Oct 17 - Oct 18This weekend Oct 17 - Oct 19

Choose from 1438 Middletown Hotel Deals

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
  • 7 min drive from Orange County Fair Speedway
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,031 reviews)
"My husband and I stayed at this property for one night. Very clean and spacious, exactly what we were looking for!"

Reviewed on Oct 14, 2025

Sleep Inn & Suites Middletown - Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E, Middletown, NY
  • 4 min drive from Orange County Fair Speedway
Stay at this 3-star business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (856 reviews)
"I stay here whenever I’m in town and love this hotel excellent customer service nice clean and very comfortable!"

Reviewed on Oct 11, 2025

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing, Middletown, NY
  • 4 min drive from Orange County Fair Speedway
Stay at this 3-star hotel in Middletown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (999 reviews)
"Business friendly"

Reviewed on Oct 7, 2025

Courtyard by Marriott Middletown Goshen
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 out of 5
20 Crystal Run Crossing, Middletown, NY
  • 5 min drive from Orange County Fair Speedway
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,007 reviews)
"It was great on all accounts except one, the pillows were the worst. Very lumpy without a support. Also the room we chose showed a sofa/loveseat. We chose this room for the additional seating because I often have to get up from bed & set to sleep due to a bad back. There was no additional seating. ..."

Reviewed on Sep 30, 2025

Hampton Inn by Hilton Middletown
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

2.5 out of 5
563 Route 211 E, I-84 Exit 4W Rt 17 Exit 120, Middletown, NY
  • 4 min drive from Orange County Fair Speedway
Stay at this motel in Middletown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
6/10 (1,004 reviews)
Ok hotel
"It was good"

Reviewed on Sep 24, 2025

Super 8 by Wyndham Middletown
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

3 out of 5
600 Route 211 East, Middletown, NY
  • 5 min drive from Orange County Fair Speedway
Stay at this 3-star business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (729 reviews)
"The room is so spacious and clean. I will be coming back here"

Reviewed on Oct 12, 2025

Home2 Suites by Hilton Middletown
Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen

3 out of 5
57 TOWER DRIVE, Middletown, NY
  • 5 min drive from Orange County Fair Speedway
Stay at this 3-star business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (310 reviews)
"The best!! Completely beautiful and spotless, breakfast was amazing a lot of different choice to pick from. Staff was very welcoming and nice. Next time I book a flight I will be staying here again. 💕"

Reviewed on Oct 13, 2025

Residence Inn by Marriott Middletown Goshen
Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown

2 out of 5
19 Crystal Run Crossing, Middletown, NY
  • 5 min drive from Orange County Fair Speedway
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,001 reviews)
"The room was definitely clean & smelled good, the towels were soft. The bed & pillows nice & firm, yep, the One-day sleep was restful. Thnx.."

Reviewed on Oct 7, 2025

Microtel Inn & Suites by Wyndham Middletown
Cottage Suites

Cottage Suites

2 out of 5
89 Cottage Street, Middletown, NY
  • 18 min walk from Orange County Fair Speedway
Stay at this hotel in Middletown. Enjoy free WiFi. Popular attractions Paramount Theatre and Orange County Fair Speedway are located nearby.
5/10 (8 reviews)
"No staff but received my emails like I was supposed to with the two codes. Off street parking and a very well lit doorway and hallway. Room was clean and felt comfy to be there. I do have 2 negative remarks I feel need to be made, the room was clean however I did see a total of 3 roaches , two in ..."

Reviewed on Sep 22, 2025

Cottage Suites
Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG

2.5 out of 5
21 Med Parc Road, Middletown, NY
  • 24 min walk from Orange County Fair Speedway
Stay at this hotel in Middletown. Popular attractions LEGOLAND® New York and Galleria at Crystal Run are located nearby.
8.6/10 Excellent! (27 reviews)

Reviewed on Oct 12, 2025

Candlewood Suites Middletown Goshen by IHG
Tru by Hilton Middletown

Tru by Hilton Middletown

2.5 out of 5
41 Dunning Road, Middletown, NY
  • 18 min walk from Orange County Fair Speedway
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (935 reviews)
"Very Good Thank you"

Reviewed on Oct 5, 2025

Tru by Hilton Middletown
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive, Monticello, NY
  • 47 min drive from Orange County Fair Speedway
Stay at this 4-star family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,763 reviews)
"the waterpark was close"

Reviewed on Oct 14, 2025

The Kartrite Resort & Indoor Waterpark
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.

Find cheap hotels in Middletown

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Middletown hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Middletown.

Choosing the right hotel in New York has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Middletown’s 1,438 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $91. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Middletown hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Middletown. No matter your reason for visiting Middletown, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Middletown hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Middletown for as low as $91.

How many hotels are there in Middletown?

With over 1,438 hotels in Middletown, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $91.

How to find cheap car rentals in Middletown?

Finding a cheap car rental deal in Middletown is as easy as scoring cheap hotels in Middletown. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.