Find Shopping Hotels in Chester, NY
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Chester Shopping Hotels
Top Chester Shopping Hotels

Hilton Garden Inn Fishkill
Fishkill
8.6 out of 10, Excellent, (1002)
The price is SAR 344
SAR 389 total
includes taxes & fees
13 Dec - 14 Dec

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
10.0 out of 10, Exceptional, (13)
The price is SAR 338
SAR 1,011 total
includes taxes & fees
8 Dec - 9 Dec

Candlewood Suites Middletown Goshen by IHG
Middletown
9.0 out of 10, Wonderful, (32)
The price is SAR 420
SAR 497 total
includes taxes & fees
14 Dec - 15 Dec

Modern Hudson Valley Retreat Near Mohonk
Plattekill
10.0 out of 10, Exceptional, (2)
The price is SAR 368
SAR 984 total
includes taxes & fees
7 Dec - 8 Dec

TRANQUIL MOUNTAIN SOLITUDE
Pine Bush
10.0 out of 10, Exceptional, (4)
The price is SAR 463
SAR 834 total
includes taxes & fees
8 Dec - 9 Dec

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (32)
The price is SAR 563
SAR 1,660 total
includes taxes & fees
8 Dec - 9 Dec

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.2 out of 10, Wonderful, (9)
The price is SAR 413
SAR 1,546 total
includes taxes & fees
10 Dec - 11 Dec

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (24)
The price is SAR 312
SAR 715 total
includes taxes & fees
6 Jan - 7 January 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.
Top Chester Hotel Reviews

Hampton Inn Harriman Woodbury
10/10 Excellent
Explore a world of travel with Expedia
More Hotel Options in Chester
- Adventure Hotels in Chester
- Business Hotels in Chester
- Family Hotels in Chester
- Golf Hotels in Chester
- Hotel Wedding Venues in Chester
- Hotels with Bars in Chester
- Hotels with Free Parking in Chester
- Hotels with Hot Tubs in Chester
- Hotels with WiFi in Chester
- Hotels with a Pool in Chester
- Hotels with an Indoor Pool in Chester
- Hotels with smoking rooms in Chester
- Pet-friendly Hotels in Chester
- Resorts & Hotels with Spas in Chester
- Romantic Hotels in Chester
- Ski Hotels in Chester
- Winery Hotels in Chester
More Accommodation Types in Chester
- Vacation Homes in New York
- Apartments in New York
- Cottages in New York
- Cabin Rentals in New York
- Condo Rentals in New York
- Motels in New York
- B&B in New York
- Farmstay in New York
- Chalets in New York
- Lodges in New York
- Villas in New York
- Aparthotels in New York
- Guest Houses in New York
- RV Parks in New York
- Resorts in New York
- Inns in New York
- Hostels in New York
- Houseboats in New York
- Castles in New York
- Holiday Park Resorts in New York
- Safari Tentalow in New York
- Condo Resorts in New York
- Country Houses in New York
- Residences in New York
- Ranches in New York
- Treehouses in New York
Hotels near popular Chester Attractions
- Hotels near Castle Fun Center
- Hotels near The Rock Sports Complex
- Hotels near Museum Village
- Hotels near Goosepond Mountain State Park
- Hotels near Woodbury Common Premium Outlets
- Hotels near LEGOLAND® New York
- Hotels near Mountain Creek Ski Resort
- Hotels near Crystal Springs Golf Resort
- Hotels near Bear Mountain State Park
- Hotels near World Headquarters of Jehovah's Witnesses
Chester Hotels by Star Rating
Explore more hotels
- Hampton Inn Nanuet
- Sleep Inn & Suites Middletown - Goshen
- Sleep Inn & Suites Monroe - Woodbury
- The Crossroads Hotel, Newburgh
- Homewood Suites by Hilton Mahwah
- Extended Stay America Suites Ramsey Upper Saddle River
- Courtyard by Marriott Mahwah
- Courtyard by Marriott Montvale
- Best Western The Inn At Ramsey
- La Quinta Inn & Suites by Wyndham Middletown-Goshen
- The Thayer Hotel at West Point
- Inn on the Hudson
- Hampton Inn by Hilton Middletown
- Residence Inn by Marriott Saddle River
- DoubleTree by Hilton Mahwah
- Quality Inn & Suites Fishkill South near I-84
- Hilton Garden Inn Nanuet
- TAPA HOTEL
- Howard Johnson by Wyndham Newburgh/West Point
- Courtyard by Marriott Middletown Goshen








































