Top 10 Hotels in Chester

See all 4 Hotels in Chester
Hugging Bear Inn and Shoppe
Hugging Bear Inn and Shoppe

244 Main Street, Chester 05143

3.0 out of 5.0
4.3 out of 5 (36 reviews)

Situated in Chester, this bed & breakfast is 0.2 mi (0.4 km) from Vermont Institute of Contemporary Arts and within 9 mi (15 …

$139
Chester House Inn
Chester House Inn

266 Main St, Chester 5143

3.0 out of 5.0
4.1 out of 5 (25 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 …

$139
Grafton Inn
Grafton Inn

92 Main Street, Grafton 05146

3.5 out of 5.0
4.6 out of 5 (58 reviews)

Situated in the mountains, this historic inn is steps from Hunter Gallery of Fine Art, Grafton Historical Society, and …

$219
Hartness House Inn
Hartness House Inn

30 Orchard Street, Springfield 05156

3.0 out of 5.0
3.7 out of 5 (61 reviews)

Situated in Springfield, this romantic inn is 3.3 mi (5.3 km) from Eureka Schoolhouse and within 16 mi (25 km) of Mt Ascutney …

$116
Holiday Inn Express Springfield
Holiday Inn Express Springfield

818 Charlestown Rd, Springfield 05156

2.5 out of 5.0
4.3 out of 5 (171 reviews)

Situated in a rural location, this hotel is 0.7 mi (1.1 km) from Eureka Schoolhouse and within 12 mi (20 km) of Bellows Falls …

$157
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort

2940 State Route 103, Proctorsville 05153

3.5 out of 5.0
4.2 out of 5 (285 reviews)

Situated in a rural location, this spa hotel is within 9 mi (15 km) of Dorsey Park, Okemo Mountain Ski Resort, and Buttermilk …

$169
The Upper Pass Lodge at Magic Mountain
The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road, Londonderry 05148

2.5 out of 5.0
3.7 out of 5 (104 reviews)

Located in the mountains, this Londonderry motel offers ski-in/ski-out access within 3 mi (5 km) of Magic Mountain Ski …

$49
Castle Hill Resort And Spa
Castle Hill Resort And Spa

2940 Route 103, Proctorsville 05142

3.5 out of 5.0
4 out of 5 (20 reviews)

Located near the slopes, this Ludlow resort is within 6 mi (10 km) of Dorsey Park and Okemo Mountain Ski Resort and close to …

$237
A Stone Wall Inn
A Stone Wall Inn

530 Hitchcock Hill Rd, Windham 05359

3.5 out of 5.0
4.4 out of 5 (21 reviews)

Situated in the mountains, this bed & breakfast is within 9 mi (15 km) of Lowell Lake State Park, Magic Mountain Ski Resort …

$130
Jackson Gore Inn
Jackson Gore Inn

111 Jackson Gore Road, Ludlow 05149

3.0 out of 5.0
4.1 out of 5 (171 reviews)

This Ludlow condo is in the mountains, offering ski-in/ski-out access within 3 mi (5 km) of Buttermilk Falls and Okemo …

$129

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Chester Hotel Guide

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