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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, 118 reviews
Price from
US$179
1 night, 2 adults

Stone Hearth Inn and Eatery

Chester

Located in Chester and only 38 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, 95 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 9.8
Exceptional - What previous guests thought, 9 reviews
Price from
US$450
1 night, 2 adults

Best Western Springfield Hotel

Springfield (Near Chester)

Situated within 17 km of Bellows Falls Amtrak Station and 28 km of Mount Ascutney, Best Western Springfield Hotel features rooms in Springfield.

R
Robin
From
Netherlands
Nice pool and great breakfast
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 253 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 8.3
Very good - What previous guests thought, 24 reviews
Price from
US$225
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 7.8
Good - What previous guests thought, 130 reviews
Price from
US$124.60
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$211
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, 89 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, 273 reviews
Price from
US$189
1 night, 2 adults

Okemo Mountain Lodge

Ludlow (Near Chester)

Set in Ludlow, Okemo Mountain Lodge offers a restaurant and mountain views, 41 km from Killington Mountain and 44 km from Stratton Mountain.

M
Matan
From
Israel
Great hotel with great atmosphere and amenities. We loved the staff and it is a great place to start your day of excursions in the area.
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 43 reviews
Price from
US$233
1 night, 2 adults
See all 13 hotels in Chester

Hotels located in the centre of Chester

Budget hotels in Chester and nearby

  • 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.

    From US$121.19 per night

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
  • 10.0

    Good walking town, nice green with picnic tables.

    Good walking town, nice green with picnic tables. They have a self guided tour of the historic buildings and a well-maintained cemetery. There is a large antique store, bakery, ice rink and scenic train ride in the immediate area. The stone house village is a short drive and a must see to appreciate. The town has a nice pub within walking distance of the Inns and a tavern about one mile down the street. There are also two great restaurants within a 10 minute drive and skiing with 25 minutes.
    Guest review by
    Barbara
    United States

See reviews by guests who stayed at hotels in Chester

See all
  • From US$159 per night
    Scored out of 10, guest rating 6.6
    Pleasant - What previous guests thought, 168 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
  • From US$159 per night
    Scored out of 10, guest rating 6.6
    Pleasant - What previous guests thought, 168 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
  • From US$159 per night
    Scored out of 10, guest rating 6.6
    Pleasant - What previous guests thought, 168 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
  • From US$174.40 per night
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 118 reviews
    The town of Chester was really cute. The room was very clean. The coffee bar in the kitchen was well stocked and and there was a nice room to play games or do puzzles.
    Guest review by
    Nikol
    United States
  • From US$159 per night
    Scored out of 10, guest rating 6.6
    Pleasant - What previous guests thought, 168 reviews
    The hotel is conveniently located.
    Guest review by
    Jocelyne
    United States