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Top 10 Hotels in Chester

See all 7 Hotels in Chester
The Karass Inn

The Karass Inn

225 Pleasant Street, Chester 05143

3.0 out of 5.0
4.8 out of 5 (12 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 …

$119
Inn Victoria

Inn Victoria

321 Main St, Chester 05143

4.0 out of 5.0
4.7 out of 5 (18 reviews)

Situated in Chester, this bed & breakfast is 0.3 mi (0.5 km) from Vermont Institute of Contemporary Arts and within 9 mi (1 …

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Motel in the Meadow

Motel in the Meadow

936 VT Route 11 West, Chester 05143

2.5 out of 5.0
4.1 out of 5 (25 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 …

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Fullerton Inn

Fullerton Inn

40 The Common, Chester 05143

2.5 out of 5.0
3.9 out of 5 (14 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 …

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Hugging Bear Inn and Shoppe

Hugging Bear Inn and Shoppe

244 Main Street, Chester 05143

2.5 out of 5.0
4.3 out of 5 (48 reviews)

Situated in Chester, this bed & breakfast is 0.3 mi (0.4 km) from Vermont Institute of Contemporary Arts and within 9 mi (1 …

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Chester House Inn

Chester House Inn

266 Main St, Chester 5143

3.0 out of 5.0
4.2 out of 5 (30 reviews)

Situated in Chester, this bed & breakfast is 0.3 mi (0.4 km) from Vermont Institute of Contemporary Arts and within 9 mi (1 …

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Rose Arbour Bed & Breakfast

Rose Arbour Bed & Breakfast

55 School Street, Chester 05143

2.5 out of 5.0
3.9 out of 5 (60 reviews)

Situated in the historical district, this bed & breakfast is 0.2 mi (0.4 km) from Vermont Institute of Contemporary Arts an …

$85
Holiday Inn Express Springfield

Holiday Inn Express Springfield

5 mi from Chester
2.5 out of 5.0
4.3 out of 5 (208 reviews)

Situated in a rural location, this hotel is within a 15-minute walk of Baltimore Covered Bridge and Eureka Schoolhouse. The …

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The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

6.5 mi from Chester
2.5 out of 5.0
3.9 out of 5 (173 reviews)

Conveniently near skiing facilities, this Londonderry motel is located in the mountains within 3 mi (5 km) of Magic Mountai …

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Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

6.6 mi from Chester
3.5 out of 5.0
4.1 out of 5 (315 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

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Where to stay in Chester

Chester Hotel Guide

Top Chester Accommodations

Don't wait to book your hotel room if you're on your way to Chester and want to stay close to the action. You will discover 5 accommodation solutions within 3 miles of the dynamic center.

The Hugging Bear Inn and Shoppe and Rose Arbour Bed & Breakfast are perfect if you’re hoping to rest your head just a short commute from the heart of the city.

If you are on the hunt for more accommodation options, the Castle Hill Resort And Spa and the Mountain Lodge at Okemo Mountain Resort are 8 miles and 11 miles from the center of Chester. 12 miles out of town sits the Jackson Gore Inn. The Andrie Rose Inn is also in this area, 10 miles away.

Springfield and Ludlow are two more places to take a look at in Central Vermont- Killington. Springfield is 7 miles to the east of Chester, while Ludlow is 10 miles to the northwest. Springfield accommodations include the Holiday Inn Express Springfield and Hartness House Inn. The Winterplace at Okemo Mountain and Solitude Village on Okemo Mt. Resort are some of the hotels in Ludlow.

If you are really into sports and love watching local games, you might choose to head to Thompson Arena. Those sports fans wanting to stay close to the action can choose between the Hanover Inn Dartmouth and the Six South St Hotel.

Before you head out the door to Chester, take the time to have a look through Expedia's travel guide, where you can find the inside scoop on the extensive attractions this fascinating place has in store for you.