Beginning of main content

location Chester is highly rated for Hiking and Small Town by 17 people

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Check prices on hotels in Chester

Tonight Tonight Oct 23 - Oct 24
This weekend This weekend Oct 27 - Oct 29
Next weekend Next weekend Nov 3 - Nov 5

Top 10 Hotels in Chester

Inn Victoria

Inn Victoria

321 Main St, Chester
4.0 out of 5.0
Last booking: 7 hours ago
1 others viewing this property now
4.8 out of 5 (8 reviews)

Situated in Chester, this bed & breakfast is 0.3 mi (0.5 km) from Vermont Institute of Contemporary Arts and within 9 mi (15 km) of Grafton Historical Society ...

$99

$99
The Karass Inn

The Karass Inn

225 Pleasant Street, Chester
3.0 out of 5.0
4.9 out of 5 (8 reviews)

Situated in a state park, this bed & breakfast is 0.7 mi (1.1 km) from Vermont Institute of Contemporary Arts and within 9 mi (15 km) of Grafton Historical Society ...

$109

$109
Rose Arbour Bed & Breakfast

Rose Arbour Bed & Breakfast

55 School Street, Chester
2.5 out of 5.0
3.7 out of 5 (18 reviews)

Situated in the historical district, this bed & breakfast is 0.2 mi (0.4 km) from Vermont Institute of Contemporary Arts and within 9 mi (15 km) of Grafton Historical ...

$85

$85
Motel in the Meadow

Motel in the Meadow

936 VT Route 11 West, Chester
2.5 out of 5.0
4.0 out of 5 (7 reviews)

Situated in Chester, this motel is 1.7 mi (2.7 km) from Vermont Institute of Contemporary Arts and within 9 mi (15 km) of Grafton Historical Society and Vermont ...

$76

$76
Fullerton Inn

Fullerton Inn

40 The Common, Chester
2.5 out of 5.0
Last booking: 5 days ago
3.9 out of 5 (9 reviews)

Situated in Chester, this inn is 0.3 mi (0.4 km) from Vermont Institute of Contemporary Arts and within 9 mi (15 km) of Grafton Historical Society and Vermont ...

$129

$129
Hugging Bear Inn and Shoppe

Hugging Bear Inn and Shoppe

244 Main Street, Chester
2.5 out of 5.0
4.2 out of 5 (13 reviews)

Situated in Chester, this bed & breakfast is 0.3 mi (0.4 km) from Vermont Institute of Contemporary Arts and within 9 mi (15 km) of Grafton Historical Society ...

$119

$119
Chester House Inn

Chester House Inn

266 Main St, Chester
3.0 out of 5.0
4.1 out of 5 (13 reviews)

Situated in Chester, this bed & breakfast is 0.3 mi (0.4 km) from Vermont Institute of Contemporary Arts and within 9 mi (15 km) of Grafton Historical Society ...

$139

$139
Timber Inn Motel

Timber Inn Motel

112 Route 103 S, Ludlow
2.5 out of 5.0

Situated on a river, this hotel is 1.3 mi (2.1 km) from Dorsey Park and 2.1 mi (3.4 km) from Okemo Mountain Resort. Buttermilk Falls and Camp Plymouth State ...

$109

$109
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road, Londonderry
2.5 out of 5.0
Last booking: 2 days ago
4.0 out of 5 (67 reviews)

Conveniently near skiing facilities, this Londonderry motel is located in the mountains within 3 mi (5 km) of Magic Mountain Ski Resort, Viking Nordic Center, ...

$49

$49
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

2940 State Route 103, Proctorsville
3.5 out of 5.0
4.1 out of 5 (123 reviews)

Situated in a rural location, this spa hotel is within 9 mi (15 km) of Dorsey Park, Okemo Mountain Resort, and Buttermilk Falls. Camp Plymouth State Park is ...

$169

$169
Map

Recent Reviews in Chester