Chester Holidays
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Your Chester Holiday
The exciting city of Chester is calling. Discover its hot spots and hidden treasures with a Chester holiday package that's customised 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 holiday is a couple of clicks away with Expedia.
Chester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 3,900 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Brotherhood Winery, Warwick Valley Winery and Distillery and Mount Peter Ski Area |
Top hotels in Chester
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place Chester NY
Fully refundable
The price is £103 per night from 25 May to 26 May
£103
25 May - 26 May
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Elevator broken, so after checking i had to get a 1st floor room due to disabled veteran and no stairs. Ice machine was broken. Breakfast was cold, oatmeal was un cooked sitting in water. Pancakes were raw, undercooked. Had cereal, then no milk. Milk refilled, but the worker needed some help. Room ..."
Reviewed on 23 May 2026
Studio 6 Extended Stay Fishkill Route 9 NY
25 Merritt Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is £69 per night from 1 Jun to 2 Jun
£69
1 Jun - 2 Jun
includes taxes & fees
6.6/10 (1,002 reviews)
"Was not able to stay there due to accommodations. It’s a good thing though. The place smelt like dog urine and looked run down. Still waiting on my refund and it’s been 5 days."
Reviewed on 19 May 2026
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is £135 per night from 1 Jun to 2 Jun
£135
1 Jun - 2 Jun
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Came here only to sleep 1 night. definitely will be making plans to spend a long weekend here. it's simply beautiful and almost breathtaking and relaxing. My wife will be using it as her writing retreat."
Reviewed on 21 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. Flight-inclusive packages are ATOL protected.
