Top 10 Hotels in Chester

See all 99 Hotels in Chester
Holiday Inn Express Hotel & Suites Chester
Holiday Inn Express Hotel & Suites Chester

2 Bryle Place, Chester 10918

2.5 out of 5.0
4 out of 5 (530 reviews)

Situated in the business district, this hotel is within 2 mi (3 km) of Castle Fun Center, The Rock Sports Complex, and Museum …

$93
Stagecoach Inn
Stagecoach Inn
2.5 mi from Chester
3.5 out of 5.0
5 out of 5 (2 reviews)

Situated in Goshen, this bed & breakfast is steps from Harness Racing Museum & Hall of Fame and Harness Racing Museum and Hal …

Get Rates
Caldwell House Bed & Breakfast
Caldwell House Bed & Breakfast
4 mi from Chester
3.0 out of 5.0
4.7 out of 5 (45 reviews)

Situated near the airport, this bed & breakfast is 2.4 mi (3.8 km) from Brotherhood Winery and within 6 mi (10 km) of Storm …

$205
Americas Best Value Inn, Central Valley
Americas Best Value Inn, Central Valley
4.3 mi from Chester
2.0 out of 5.0
3 out of 5 (853 reviews)

Situated in a state park, this motel is within 1 mi (2 km) of Woodbury Common Premium Outlets and Old Glory Mall Shopping …

Get Rates
Microtel Inn & Suites by Wyndham Middletown
Microtel Inn & Suites by Wyndham Middletown
6.3 mi from Chester
2.0 out of 5.0
4 out of 5 (511 reviews)

Located in the heart of Middletown, this hotel is within 3 mi (5 km) of Galleria at Crystal Run, Orange County Fair Speedway, …

Get Rates
The Castle at Skylands Manor
The Castle at Skylands Manor
10.2 mi from Chester
3.5 out of 5.0
3.8 out of 5 (146 reviews)

Situated in Ringwood, this bed & breakfast is within 1 mi (2 km) of Skylands and Ringwood State Park. Skylands New Jersey …

$99
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
10.9 mi from Chester
2.5 out of 5.0
4.1 out of 5 (312 reviews)

Situated in a state park, this hotel is 1.7 mi (2.7 km) from Bear Mountain State Park and within 6 mi (10 km) of Manitoga The …

Get Rates
West Point Motel
West Point Motel
11.5 mi from Chester
2.5 out of 5.0
3.6 out of 5 (53 reviews)

Situated in Highland Falls, this motel is 0.7 mi (1.2 km) from West Point Museum and within 3 mi (5 km) of Michie Stadium and …

Get Rates
Thayer Hotel
Thayer Hotel
11.6 mi from Chester
3.5 out of 5.0
4.4 out of 5 (46 reviews)

Situated in West Point, this romantic hotel is within 1 mi (2 km) of West Point Museum, Michie Stadium, and United States …

Get Rates
Ramsey Inn & Suites
Ramsey Inn & Suites
16.7 mi from Chester
2.5 out of 5.0

Situated in Ramsey, this motel is within 9 mi (15 km) of Bookends, The Rock, and Fashion Center. West Side Presbyterian Churc …

Get Rates

Recent Reviews in Chester

Hide content

Where to stay in Chester

Chester Hotel Guide

Planning to spend time in Newburgh and want to stay in or near Chester? Within a 0.1-mile distance from central Chester you'll discover 3 Expedia-listed lodging options from which to choose.

The Holiday Inn Express Hotel & Suites Chester is closest to the middle of Chester and the only hotel within a short drive.

The Minerals Hotel is located 18 miles away from the middle of Chester. Another alternative is the Caldwell House Bed & Breakfast, which is positioned 9 miles away. You could also choose to book a room at the Peach Grove Inn or the Hampton Inn Harriman Woodbury.

Like to travel a little further afield? Hudson Valley offers many things to see. If you're a nature lover, be sure to explore Hudson Valley's rivers, valleys and rolling hills. You should also explore a selection of the region's historic bridges and open-air markets. Adventurous travelers might enjoy rock climbing, hiking and sea kayaking here.

19 miles away from Chester you will find Beacon, where you can explore Dia Beacon and Bannerman Castle. Should you wish to spend a few nights in Beacon, check out the room rates at the The Roundhouse and Quality Inn & Suites. Or stay in West Point, 15 miles to the east of Chester, where you'll find the West Point Motel and FairBridge Inn & Suites at West Point. If you stay in West Point, set aside a little time to visit the United States Military Academy and West Point Museum.

Before you head home from Newburgh, ensure you catch local game. Visit Madison Square Garden to the south of Chester. Sports fans wishing to sleep nearby can choose from the The St. Regis New York or the Mandarin Oriental, New York.

If you are planning on arriving or departing through Stewart International Airport, you may choose to book a room at Courtyard by Marriott Newburgh Stewart Airport, or Homewood Suites Stewart Airport, which are both close by.