Most Popular Hotels in Chester

See all 4 Hotels in Chester
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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
4.2 out of 5 (43 reviews)

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

£95
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 within a 5-minute walk of DaVallia Art & Accents and Vermont …

£74
Kedron Valley Inn
Kedron Valley Inn

4778 South Road, South Woodstock 05071

3.5 out of 5.0
4.4 out of 5 (134 reviews)

Situated in a rural location, this inn is within 6 mi (10 km) of VINS Nature Center, Vermont Institute of Natural Science, an …

£104
Baymont Inn & Suites West Lebanon
Baymont Inn & Suites West Lebanon

45 Airport Road, West Lebanon 03784

2.0 out of 5.0
3.6 out of 5 (669 reviews)

Situated near the airport, this hotel is within 3 mi (5 km) of Main Street Museum, Briggs Opera House, and Cooler Gallery. Ne …

£62
Grafton Inn
Grafton Inn
4 mi from Chester
3.5 out of 5.0
4.7 out of 5 (62 reviews)

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

£193
Holiday Inn Express Springfield
Holiday Inn Express Springfield
5 mi from Chester
2.5 out of 5.0
4.3 out of 5 (187 reviews)

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

£97
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
3.7 out of 5 (130 reviews)

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

£50
Castle Hill Resort And Spa
Castle Hill Resort And Spa
6.5 mi from Chester
3.5 out of 5.0
4.2 out of 5 (29 reviews)

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

£253
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 (294 reviews)

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

£114
Mountain Lodge at Okemo Mountain Resort
Mountain Lodge at Okemo Mountain Resort
8.5 mi from Chester
3.0 out of 5.0
3.9 out of 5 (82 reviews)

Offering ski-in/ski-out access, this hotel in Ludlow is in the mountains, within 1 mi (2 km) of Dorsey Park and Okemo Mountai …

£180

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Pocket Guide: Chester

Visiting Chester

Luxury-minded travelers will find upscale places to stay in Chester, though all visitors are sure to appreciate the skiing, restaurants, and mountains. Visitors can also indulge in everything this welcoming, cosy city has to offer, including its tours, bars, and snowboarding.
  • There are 6 Chester hotels
  • December is the most expensive month to travel here, while June tends to be the cheapest
  • Closest major airport is in Rutland, VT (RUT-Rutland Southern Vermont Regional), 25.6 mi (41.2 km) from the city centre

Sightseeing around Chester

  • Skiing, taking a tour, and snowboarding are top activities, while sights to visit include Okemo Mountain Ski Resort, Magic Mountain Ski Resort, and Viking Nordic Center
  • Its historic sites and churches are notable and landmarks to visit include Eureka Schoolhouse, Baltimore Covered Bridge, and The Fort at No.4 Open Air Museum
  • The mountains and hiking trails highlight the natural beauty, and Grafton Ponds Outdoor Center, Lowell Lake State Park, and Dorsey Park are some places worth a visit

Staying in Chester

When looking for a holiday accommodation at an affordable price, consider that Chester has 6 hotels and other accommodation types to choose from. There are 5 bed & breakfasts ranging from GBP 88 to GBP 127 per night. You might like one of these highly rated smaller hotels or specialty properties for a romantic getaway, a cosy spot, or a boutique stay:
  • Inn Victoria, averaging GBP 130/night
  • Hugging Bear Inn and Shoppe, averaging GBP 139/night
Inn Victoria, a 4-star favourite with Expedia travellers, has a 5 out of 5 user rating. Also Hugging Bear Inn and Shoppe has a 4.4 rating by guests.

Dressing for Chester

  • Between January and March, you can expect average temperatures of 9°C during the day and -13°C at night
  • From April to June, the average during the day is 27°C, while the average at night is -3°C
  • July through September has daytime averages of 27°C with nighttime averages of 5°C
  • In October–December, you can expect daytime averages of 18°C and nighttime averages of -11°C
  • Average annual rainfall for Chester is 1114 millimetres
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