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Most Popular Hotels in Chester

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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 (1 …

CA$180
The Karass Inn
The Karass Inn

225 Pleasant Street, Chester 05143

3.0 out of 5.0
5 out of 5 (1 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 …

CA$141
Holiday Inn Club Vacations Ascutney Mountain Resort
Holiday Inn Club Vacations Ascutney Mountain Resort

485 Hotel Road, Brownsville 05037

3.0 out of 5.0
4.2 out of 5 (279 reviews)

Situated in Brownsville, this resort is within 6 mi (10 km) of Mt Ascutney State Park, American Precision Museum, and Cornish …

CA$154
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 Resort …

CA$55
Vantage Point Villas
Vantage Point Villas

5 Village Lodge Road, Stratton Mountain 05155

3.0 out of 5.0
4.3 out of 5 (16 reviews)

Located near the slopes, this Stratton Mountain condo is in the mountains, within 1 mi (2 km) of Stratton Mountain Resort and …

CA$271
The Combes Family Inn
The Combes Family Inn

953 East Lake Rd, Ludlow 05149

2.0 out of 5.0
4.3 out of 5 (11 reviews)

Situated in a rural location, this bed & breakfast is 1.6 mi (2.5 km) from Camp Plymouth State Park and within 6 mi (10 km) o …

CA$141
The Inn at Weathersfield
The Inn at Weathersfield

1342 Vt Route 106, Perkinsville 05151

4.0 out of 5.0
5 out of 5 (1 reviews)

Situated in Perkinsville, this inn is within 12 mi (20 km) of Eureka Schoolhouse, Baltimore Covered Bridge, and The Fort at N …

CA$183
Mountain Lodge Slopeside Building A B by Okemo
Mountain Lodge Slopeside Building A B by Okemo

306 Mountain Road, Ludlow 05149

3.0 out of 5.0

Situated in Ludlow, this ski aparthotel is within 1 mi (2 km) of Dorsey Park and Okemo Mountain Ski Resort. Buttermilk Fall …

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Windham Hill Inn
Windham Hill Inn

311 Lawrence Drive, West Townshend 05359

4.0 out of 5.0
4.7 out of 5 (12 reviews)

Situated in the mountains, this romantic inn is within 12 mi (20 km) of Ball Mountain Dam, Ball Mountain State Park, and …

CA$320
Wiley Inn
Wiley Inn

2759 Route 11, Peru 05152

3.0 out of 5.0

Situated in a rural location, this bed & breakfast is 1.2 mi (2 km) from Bromley Mountain Ski Resort and within 9 mi (15 km …

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Chester Hotel Guide

Expedia.ca offers a selection of 55 hotels in Chester. You are sure to find cheap deals and discount rates among them with our Best Price Guarantee. No matter what type of hotel strikes your fancy, we will let you search for your preferred one to accommodate your travel needs.

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