Name: Sleep Inn & Suites Middletown - Goshen
Price range: CA $174
Rating: 8.8

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Your Chester Vacation

The exciting city of Chester is calling. Discover its hot spots and hidden treasures with a Chester vacation package that's customized to you. If taking in sights is on the agenda during your trip to Chester, swing by leading attractions like LEGOLAND® New York, The Rock Sports Complex and Goshen Historic Track. Don't delay visiting this destination any longer. Your ultimate Chester vacation is a couple of clicks away with Expedia.

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Chester Hotel Deals

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester NY

Fully refundable

CA $168

CA $207 total

Jul 26 - Jul 27

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

"The rooms were large, staff was friendly and complimentary breakfast had a large variety of food."

Reviewed on Jun 24, 2026

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

Fully refundableReserve now, pay when you stay

CA $194

CA $239 total

Jun 29 - Jun 30

includes taxes & fees

8.4/10 Very good! (1,001 reviews)

"We stayed in the Overlook Lodge. There are no staff members in attendance -- you must check in a half mile away at the Inn. You need your room key to get into the lobby of the lodge day or night. Our room was on the second floor -- it was only accessible by a long flight of stairs. Don't bring a ..."

Reviewed on Jun 25, 2026

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

Fully refundable

CA $174

CA $206 total

Jun 29 - Jun 30

includes taxes & fees

8.8/10 Excellent! (1,041 reviews)

"Had a nice stay was quiet for the most part clean and the bed was very comfy"

Reviewed on Jun 22, 2026

See all 1,077 properties in Chester

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.