Top 10 Chester Hotel Deals

See all 51 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 (13 reviews)

Situated in Chester, this motel is within 3 mi (5 km) of DaVallia Art & Accents, Vermont Institute of Contemporary Arts, an …

C$102
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 within a 10-minute walk of DaVallia Art & Accents and Vermont Institute of …

C$145
Holiday Inn Express Springfield
Holiday Inn Express Springfield
8 km from Chester
2.5 out of 5.0
4.3 out of 5 (192 reviews)

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

C$144
Swiss Inn & Restaurant
Swiss Inn & Restaurant
15.7 km from Chester
2.5 out of 5.0
3.9 out of 5 (126 reviews)

Situated in Londonderry, this inn is 0.5 mi (0.8 km) from Taylor Farm and 2 mi (3.2 km) from West River Farmers Market. Vikin …

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Three Mountain Inn
Three Mountain Inn
17.8 km from Chester
3.5 out of 5.0
4.5 out of 5 (2 reviews)

Situated in Jamaica, this inn is within 1 mi (2 km) of Hot Glass Works and Jamaica State Park. Ball Mountain Dam and Ball …

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Wiley Inn
Wiley Inn
21.3 km from Chester
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 6 mi (10 km …

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The Lodge at Bromley
The Lodge at Bromley
23.2 km from Chester
3.5 out of 5.0
4.1 out of 5 (40 reviews)

This family-friendly Peru hotel is located in the mountains, 0.2 mi (0.3 km) from Bromley Mountain Ski Resort, and within 9 m …

C$145
Snapdragon Inn
Snapdragon Inn
24.9 km from Chester
3.5 out of 5.0
4.6 out of 5 (9 reviews)

Situated in Windsor, this bed & breakfast is within a 10-minute walk of Old Constitution House, South Congregational Church …

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Salt Ash Inn
Salt Ash Inn
27.8 km from Chester
3.0 out of 5.0
2.6 out of 5 (58 reviews)

Situated in Plymouth, this guesthouse is within 1 mi (2 km) of Calvin Coolidge Homestead and Calvin Coolidge Historic Site. …

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Marbledge Lodge
Marbledge Lodge
29.1 km from Chester
2.5 out of 5.0
4.3 out of 5 (41 reviews)

Situated in the mountains, this motel is within 6 mi (10 km) of Emerald Lake State Park, Emerald Lake State Park, and Lye …

C$131

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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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