Chester Packages (Flight + Hotel)
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Top hotels in Chester
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place Chester NY
Fully refundable
The price is ฿3,800 per night from 17 May to 18 May
฿3,800
฿4,678 total
17 May - 18 May
includes taxes & fees
8.6/10 Excellent! (1,011 reviews)
Breakfast was very good. The space for dining is comfortable. The 24 hour availability of coffee is very good, although we are used to having a coffee maker in our room at other motels. The rooms are clean and beds are comfortable. Nice bed linens. Staff are very friendly and helpful. The one exception ...
Reviewed on 11 May 2026
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
The price is ฿4,113 per night from 9 Jun to 10 Jun
฿4,113
฿4,859 total
9 Jun - 10 Jun
includes taxes & fees
8.8/10 Excellent! (1,027 reviews)
Yea but the room next to us had music blasting all night
Reviewed on 11 May 2026
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
The price is ฿4,744 per night from 13 May to 14 May
฿4,744
฿5,841 total
13 May - 14 May
includes taxes & fees
8.4/10 Very Good! (1,011 reviews)
The hotel is a bit dated to some but that’s what keeps the city rif raff away. Hikers and outdoor enthusiasts stay here so be prepared to use the grounds and stay outside most of the time. When you finally do crash inside you will find very comfortable beds, amazing views and complimentary water. ...
Reviewed on 10 May 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
