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Chester – 13 hotels and places to stay

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Chester Inn

Chester

Situated in Chester, 40 km from Stratton Mountain, Chester Inn features accommodation with a shared lounge, free private parking and a tennis court.

R
Rosalie
From
Australia
Comfortable, old style furnishings
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 124 reviews
Price from
US$179
1 night, 2 adults

Stone Hearth Inn and Eatery

Chester

Located in Chester and only 37 km from Stratton Mountain, Stone Hearth Inn and Eatery provides accommodation with mountain views, free WiFi and free private parking.

K
Kate
From
United States
The quad room was a great solution for a family - everyone had their own bed! And we really appreciated that dinner was available at the Eatery. It was delicious and there weren't many other dining options in the area.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 83 reviews
Price from
US$230.25
1 night, 2 adults

The Weston Hotel

Weston (Near Chester)

Situated in Weston, 25 km from Stratton Mountain, The Weston Hotel features accommodation with a fitness centre, free private parking, a shared lounge and a terrace.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 10 reviews
Price from
US$450
1 night, 2 adults

Best Western Springfield Hotel

Springfield (Near Chester)

Situated in Springfield and with Bellows Falls Amtrak Station reachable within 17 km, Best Western Springfield Hotel features a fitness centre, non-smoking rooms, free WiFi throughout the property and...

R
Robin
From
Netherlands
Nice pool and great breakfast
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 244 reviews
Price from
US$152.10
1 night, 2 adults

Dream Weaver

Ludlow (Near Chester)

Featuring a restaurant, Dream Weaver is located in Ludlow in the Vermont region, 40 km from Killington Mountain and 43 km from Stratton Mountain.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 25 reviews
Price from
US$249
1 night, 2 adults

The Upper Pass Lodge

Londonderry (Near Chester)

Situated in Londonderry, 22 km from Stratton Mountain, The Upper Pass Lodge features accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge.

A
Alan
From
United Kingdom
Vince was pleasant. Towels and bedding clean and provided. Area was good. Comfortable bed.
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 132 reviews
Price from
US$110.60
1 night, 2 adults

Champagne Supernova

Ludlow (Near Chester)

Set in Ludlow, Champagne Supernova offers a restaurant, 40 km from Killington Mountain and 43 km from Stratton Mountain.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 13 reviews
Price from
US$234
1 night, 2 adults

Main and Mountain

Ludlow (Near Chester)

Situated in Ludlow, within 41 km of Killington Mountain and 43 km of Stratton Mountain, Main and Mountain features accommodation with a bar and free WiFi throughout the property as well as free...

C
Caroline
From
United Kingdom
Nice comfortable room but expensive for an unmanned hotel.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 42 reviews
Price from
US$307.80
1 night, 2 adults

The Governor's Inn

Ludlow (Near Chester)

Featuring a terrace and views of mountain, The Governor's Inn is a bed and breakfast situated in a historic building in Ludlow, 41 km from Killington Mountain.

B
Bobby
From
New Zealand
Immaculate presentation ,a real pride and attention to detail
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 84 reviews
Price from
US$190
1 night, 2 adults

The Pointe at Castle Hill Resort & Spa

Ludlow (Near Chester)

Nestled in the Green Mountains of Vermont, this resort boasts a full service spa and wellness centre, as well as an on-site restaurant. Skiing at Okemo Mountain is just 4 miles away.

S
SANDRINA
From
United States
Staff super friendly and accommodating. Towels in bathroom very nice, thick and soft. Bed comfortable. Location by mountains is beautiful. Heated water spa pool and hot tub was great. Overall great experience and deal!
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 257 reviews
Price from
US$189
1 night, 2 adults
See all 13 hotels in Chester

Budget hotels in Chester and nearby

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Peaceful Brookside Getaway about 10 Mi to Okemo Slopes! is set in Chester, 16 km from Dorsey Park, 32 km from Bellows Falls Amtrak Station, as well as 34 km from Mount Ascutney.

Located 43 km from Mount Tom, 15 km from Dorsey Park and 30 km from Bellows Falls Amtrak Station, Private Chester Home with Deck, Mins to Skiing! provides accommodation situated in Chester.

Scored out of 10, guest rating 6.0
Pleasant - What previous guests thought, 1 review

Located in Springfield, 49 km from Mount Tom and 19 km from Bellows Falls Amtrak Station, Vermont Ski and Stay offers a garden and air conditioning.

Hotels located in the centre of Chester

Located in Chester, 49 km from Gifford Woods State Park and 13 km from Dorsey Park, Chester Farmhouse on 100 Acres, 15 Min to Okemo!

What guests said about Chester:

8.0

Chester is a cute town with a number of charming B&Bs and...

Chester is a cute town with a number of charming B&Bs and shops. There are a number of decent restaurants in/around Chester, though not much of a "fine dining" selection. There are a number of outdoorsy things to do, like hiking in warm weather and skiing in winter.
Guest review by
Arthur
United States
6.0

Chester seemed like a nice historic town with a laid back...

Chester seemed like a nice historic town with a laid back approach to life. We did not visit any other sites there because we had a wedding up the road. I would probably not stay at the Inn again due to no tv, no air conditioning and no elevator.
Guest review by
Jennifer

See reviews by guests who stayed at hotels in Chester

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Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 162 reviews
Hotel was well placed for our tour of New England. Lovely, big entrance area with comfortable seating and imposing fireplace. Restaurant served very good food from an extensive menu with very pleasant staff. Breakfast was reasonably good if you were not too late (see below). Hotel was easy to find with good parking directly outside.
Guest review by
Malcolm
United Kingdom
Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 162 reviews
The hotel looked wonderful from outside, decorated with lights, basically one of the most beautiful houses in the town. Spacious lobby with lots of tips for Vermont-based activities. Staff was kind to us. There is a perfect Pie Shop and Cafe next door.
Guest review by
Matej
Czech Republic
Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 162 reviews
An old-style hotel and helpful and friendly staff. Generous breakfast spread.. l would have liked to have tried the restaurant for dinner but train arrival in Bellows Falls did not allow.
Guest review by
Linda
United States
Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 162 reviews
The traditional style hotel is centrally located in the quiet little town. The staff were very nice, and helpful. I enjoyed my evening meal in the restaurant. I would stay there again.
Guest review by
David
Canada
Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 162 reviews
The hotel is conveniently located.
Guest review by
Jocelyne
United States