Name: Sleep Inn & Suites Middletown - Goshen
Price range: CA $173
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 $198

CA $244 total

Jul 1 - Jul 2

includes taxes & fees

8.6/10 Excellent! (1,005 reviews)

"Congrats"

Reviewed on Jun 17, 2026

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

Fully refundableReserve now, pay when you stay

CA $198

CA $243 total

Jul 1 - Jul 2

includes taxes & fees

8.4/10 Very Good! (1,010 reviews)

"The room was clean, more than adequate, the surroundings are beautiful, peaceful, and quiet never heard another person for three nights. If you have a car everywhere in the Metropolitan area is easily accessible save yourself the toll on the Cuomo and cross the Bear Mountain Bridge for free."

Reviewed on Jun 22, 2026

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

Fully refundable

CA $173

CA $205 total

Jun 29 - Jun 30

includes taxes & fees

8.8/10 Excellent! (1,042 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.