Find Ski Hotels in Chester, NY from CA $127

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chester Ski Hotels

Tonight
Aug 27 - Aug 28
Tomorrow
Aug 28 - Aug 29
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

Top Chester Ski Hotels

Our top choices for Chester ski hotels

Hampton Inn by Hilton Middletown
Exterior

Hampton Inn by Hilton Middletown

2.5 star property
8.6 out of 10, Excellent, (1004)
"Property was clean and staff was friendly. "
The price is CA $140
CA $165 total
includes taxes & fees
Sep 3 - Sep 4
Hampton Inn by Hilton Middletown
Hampton Inn & Suites Mahwah
Free daily full breakfast

Hampton Inn & Suites Mahwah

2.5 star property
8.8 out of 10, Excellent, (1285)
"Great area and friendly staff! Great place to stay!!"
The price is CA $181
CA $207 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Mahwah
Quality Inn near Mountain Creek
Lobby

Quality Inn near Mountain Creek

2.5 star property
7.6 out of 10, Good, (933)
"Would definitely stay here again"
The price is CA $127
CA $146 total
includes taxes & fees
Sep 11 - Sep 12
Quality Inn near Mountain Creek
Hampton Inn & Suites Newburgh Stewart Airport
Reception

Hampton Inn & Suites Newburgh Stewart Airport

2.5 star property
9.2 out of 10, Wonderful, (939)
"We had a great stay! Super clean and the staff was incredibly welcoming and friendly. "
The price is CA $191
CA $225 total
includes taxes & fees
Sep 3 - Sep 4
Hampton Inn & Suites Newburgh Stewart Airport
Villa Verde BB Greenwood Lake NY
Exterior

Villa Verde BB Greenwood Lake NY

4.0 star property
10.0 out of 10, Exceptional, (7)
"Eva was a gracious host. The breakfast was very good. "
The price is CA $258
CA $320 total
includes taxes & fees
Sep 25 - Sep 26
Villa Verde BB Greenwood Lake NY
Alpine Haus Bed & Breakfast Inn
Terrace/patio

Alpine Haus Bed & Breakfast Inn

3.0 star property
9.2 out of 10, Wonderful, (314)
"The porch outside our room was a great spot to sit and enjoy the beautiful view of the valley and surrounding hills at sunset."
The price is CA $277
CA $317 total
includes taxes & fees
Aug 28 - Aug 29
Alpine Haus Bed & Breakfast Inn
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
Property grounds

Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking

2.5 star property
9.2 out of 10, Wonderful, (5)
"We stayed in this unit and absolutely loved it. We were just a short drive away from the all the orchards in Warwick, NY. The accommodations were perfectly located with quite a few things to do in the area. We will stay again. "
The price is CA $131
CA $330 total
includes taxes & fees
Sep 10 - Sep 11
Cozy 1-bedroom condo-Ski in/out/Waterpark/King Bed/WIFI/Parking
Extended Stay America Suites Fishkill Westage Center
Premium bedding, desk, iron/ironing board, free WiFi

Extended Stay America Suites Fishkill Westage Center

2.5 star property
6.4 out of 10, (857)
"Staff everything was good i really like staying here"
The price is CA $132
CA $149 total
includes taxes & fees
Sep 7 - Sep 8
Extended Stay America Suites Fishkill Westage Center
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Property grounds

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

10.0 out of 10, Exceptional, (65)
"The yard and river are so beautiful. It’s a wonderful place to stay!"
The price is CA $155
CA $317 total
includes taxes & fees
Sep 1 - Sep 2
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Mountain Creek
Property entrance

Mountain Creek

3.0 star property
8.2 out of 10, Very good, (627)
"Love this place! "
The price is CA $352
CA $427 total
includes taxes & fees
Sep 2 - Sep 3
Mountain Creek
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.

Top Chester Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia