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

Overlook Lodge at Bear Mountain
Bear Mountain
8.4 out of 10, Very Good, (1003)
The price is SAR 366
SAR 414 total
includes taxes & fees
14 Dec - 15 Dec

Holiday Inn Express West Point by IHG
Fort Montgomery
9.2 out of 10, Wonderful, (208)
The price is SAR 420
SAR 476 total
includes taxes & fees
14 Dec - 15 Dec

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Peekskill
9.2 out of 10, Wonderful, (1002)
The price is SAR 477
SAR 545 total
includes taxes & fees
18 Dec - 19 Dec

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
8.6 out of 10, Excellent, (1002)
The price is SAR 349
SAR 412 total
includes taxes & fees
11 Dec - 12 Dec

The Dominion House Bed & Breakfast
Chester
9.2 out of 10, Wonderful, (233)
The price is SAR 807
SAR 913 total
includes taxes & fees
9 Dec - 10 Dec

SpringHill Suites by Marriott Fishkill
Fishkill
9.6 out of 10, Exceptional, (999)
The price is SAR 540
SAR 611 total
includes taxes & fees
6 Jan - 7 January 2026

DoubleTree by Hilton Hotel Nanuet
Nanuet
8.8 out of 10, Excellent, (1004)
The price is SAR 366
SAR 426 total
includes taxes & fees
4 Jan - 5 January 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
9.4 out of 10, Exceptional, (929)
The price is SAR 408
SAR 482 total
includes taxes & fees
14 Dec - 15 Dec
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 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
- Shopping 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
- Sleep Inn & Suites Middletown - Goshen
- Hampton Inn Nanuet
- Sleep Inn & Suites Monroe - Woodbury
- Homewood Suites by Hilton Mahwah
- Best Western The Inn At Ramsey
- Howard Johnson by Wyndham Newburgh/West Point
- Extended Stay America Suites Ramsey Upper Saddle River
- Hampton Inn by Hilton Middletown
- Courtyard by Marriott Montvale
- Courtyard by Marriott Mahwah
- Super 8 by Wyndham Mahwah
- Residence Inn by Marriott Saddle River
- Inn on the Hudson
- The Thayer Hotel at West Point
- Hilton Garden Inn Nanuet
- Quality Inn & Suites Fishkill South near I-84
- TAPA HOTEL
- DoubleTree by Hilton Mahwah
- Courtyard by Marriott Middletown Goshen
- Mountain Creek








































