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Hotels in Middletown

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Choose from 1398 Middletown Hotel Deals

La Quinta Inn & Suites by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 out of 5
551 Route 211 E, Middletown, NY
  • 4 min drive from Orange County Fair Speedway
The price is $150 per night from Apr 27 to Apr 28
$150
includes taxes & fees
Apr 27 - Apr 28
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 ...
9.2/10 Wonderful! (675 reviews)
"Very clean, staffs were pleasant, Decent breakfast and coffee Starbucks and Buffalo Wild Wings within walking distance 10min from Legoland Pool amd jacuzzi were nice We had a great time!"

Reviewed on Apr 18, 2025

La Quinta Inn & Suites by Wyndham Middletown
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
The price is $147 per night from May 20 to May 21
$147
includes taxes & fees
May 20 - May 21
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 ...
8.6/10 Excellent! (1,018 reviews)
"The facilities were clean, but the walls were very, very thin. I was woken up multiple times each night we were there."

Reviewed on Apr 19, 2025

Sleep Inn & Suites 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
The price is $130 per night from Apr 27 to Apr 28
$130
includes taxes & fees
Apr 27 - Apr 28
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! (868 reviews)
"Staff was super nice and accommodating"

Reviewed on Apr 20, 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
The price is $133 per night from May 4 to May 5
$133
includes taxes & fees
May 4 - May 5
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! (1,004 reviews)
As described and expected
"Hotel was available at the last minute as my other reservation was abruptly canceled by the other hotel. Check in and check out were smooth. Staff were friendly. Front desk was very knowledgeable about the area and recommended nice places to go to for kid activities dinner etc. Ample parking and ..."

Reviewed on Apr 18, 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
The price is $93 per night from May 7 to May 8
$93
includes taxes & fees
May 7 - May 8
Stay at this motel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.2/10 (1,004 reviews)
"No hot water upon arrival which can’t be controlled, but “continental breakfast” was a bagged cereal bar and capri sun…"

Reviewed on Apr 18, 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
The price is $173 per night from Apr 28 to Apr 29
$173
includes taxes & fees
Apr 28 - Apr 29
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! (670 reviews)
Great place to stay
"Great place to stay. Great service. Room was clean. Only negative was the pool was could’ve been cleaner. Water was cloudy. Other then that we had a great time and it was very close to LEGOLAND."

Reviewed on Apr 18, 2025

Home2 Suites by Hilton Middletown
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! (907 reviews)
"5/5 in everything"

Reviewed on Apr 18, 2025

Tru 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
The price is $190 per night from Apr 28 to Apr 29
$190
includes taxes & fees
Apr 28 - Apr 29
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. ...
9.2/10 Wonderful! (290 reviews)
"All round excellent"

Reviewed on Apr 1, 2025

Residence Inn by Marriott Middletown Goshen
Holiday Inn Express & Suites Middletown - Goshen by IHG
Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 out of 5
20 MED PARC ROAD, Middletown, NY
  • 24 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 helpful staff and the clean ...
8.6/10 Excellent! (657 reviews)
"Easy check in and check out. Friendly staff, very comfortable"

Reviewed on Mar 10, 2025

Holiday Inn Express & Suites Middletown - Goshen by IHG
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
The price is $130 per night from May 1 to May 2
$130
includes taxes & fees
May 1 - May 2
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! (1,000 reviews)
"Service attendant was not available upon arrival for 30 minutes. The first room I was offered had curtains with rips and furniture damage and smelled. Given another room was ok tub had a slow drain. Noisy people in other rooms."

Reviewed on Apr 1, 2025

Microtel Inn & Suites by Wyndham 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
The price is $262 per night from May 1 to May 2
$262
includes taxes & fees
May 1 - May 2
Stay at this 4-star family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff ...
7.8/10 Good! (1,366 reviews)
"Excelente lugar para la familia"

Reviewed on Apr 21, 2025

The Kartrite Resort & Indoor Waterpark
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
  • 1 hour drive from Orange County Fair Speedway
The price is $135 per night from Apr 27 to Apr 28
$135
includes taxes & fees
Apr 27 - Apr 28
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,007 reviews)
"It was great experience. Felt like I was out of NY (the city that is), which was great. Very peaceful atmosphere. Beautiful views. The Outlook Lodge is a little more than a mile walk to the main Inn which is the Bear Mountain Inn. Sometimes it’s difficult going to and fro if you don’t have a car. ..."

Reviewed on Apr 19, 2025

Overlook Lodge at Bear Mountain
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

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $93. 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.

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Frequently Asked Questions About Middletown hotels

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

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How many hotels are there in Middletown?

With over 1,398 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 $93.

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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.