Top 10 Chester Hotel Deals

See all 50 Hotels in Chester
Motel in the Meadow
Motel in the Meadow

936 VT Route 11 West, Chester 05143

2.5 out of 5.0
4 out of 5 (20 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 …

C$104
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 …

C$175
Fullerton Inn
Fullerton Inn

40 The Common, Chester 05143

2.5 out of 5.0
3.5 out of 5 (8 reviews)

Situated in Chester, this inn is within a 10-minute walk of DaVallia Art & Accents and Vermont Institute of Contemporary Arts …

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The Karass Inn
The Karass Inn

225 Pleasant Street, Chester 05143

3.0 out of 5.0
4.9 out of 5 (9 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 …

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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 …

C$177
Hugging Bear Inn and Shoppe
Hugging Bear Inn and Shoppe

244 Main Street, Chester 05143

2.5 out of 5.0
4.2 out of 5 (44 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 (58 reviews)

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

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Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
10.6 km from Chester
3.5 out of 5.0
4.1 out of 5 (312 reviews)

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

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The Black Bear Lodge
The Black Bear Lodge
24.3 km from Chester
3.0 out of 5.0
3.5 out of 5 (420 reviews)

Located near the slopes, this Stratton Mountain resort is in the mountains, within a 5-minute walk of Stratton Mountain Resor …

C$154
Liftline Lodge
Liftline Lodge
24.6 km from Chester
2.0 out of 5.0
2.7 out of 5 (75 reviews)

Conveniently located near the ski slopes, this Stratton Mountain hotel is within 2 mi (3 km) of Stratton Mountain Summit …

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Chester Hotel Guide

Planning to spend some time in Central Vermont- Killington? Hoping to book somewhere to stay in the Chester area? Within a 0.1-kilometre (0.06-mile) radius of its central area, you can find 5 Expedia-listed accommodation options.

Visitors hoping to find a great place to stay close to the center of Chester, should check out the latest offers at the Hugging Bear Inn and Shoppe and Rose Arbour Bed & Breakfast.

14 kilometres (8 miles) away from the heart of Chester, is the Castle Hill Resort And Spa. Alternatively, the Mountain Lodge at Okemo Mountain Resort is located 18 kilometres (11 miles) away. Some other places to stay are the Jackson Gore Inn and the The Andrie Rose Inn.

For those keen to see more of the forests and mountains that are a big feature in this part of the world, you might also plan some extra nights in other places in Central Vermont. Spend your time snowboarding, skiing and cross-country skiing or see the region's attractions. Comfortable hotels are available.

45 kilometres (29 miles) from Chester you'll find Killington, where visitors can enjoy Killington Ski Resort and Green Mountain National Golf Course. Should you wish to visit Killington, check out the Killington Grand Resort Hotel and Mountain Green Ski & Golf Resort. Or, you could stay in Rutland, 50 kilometres (30 miles) to the northwest of Chester, where you'll find the Hampton Inn Rutland and Best Western Inn & Suites Rutland-Killington. If you stay in Rutland, a couple of places to add to your itinerary are the Pine Hill Park and Vermont State Fairgrounds.

Get your sports fix with a journey to Verizon Wireless Arena, which is 95 kilometres (60 miles) to the east of Chester. Book accommodation near the action at the Hilton Garden Inn Manchester Downtown or the Radisson Hotel Manchester Downtown.

Now that you have learnt a little about accommodation options in Chester, take the time to check out Expedia's Chester travel guide for more great information on the many great attractions here.

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