Search hotels in Chester, VT

The Weston Hotel

Weston (Near Chester)

Located in Weston, 16 miles from Stratton Mountain, The Weston Hotel has accommodations with a fitness center, free private parking, a shared lounge and a terrace.

Godfrey

From

Libya

The room was a slice of paradise in Vermont. From the linens to the bathroom and all amenities this hotel pulled out all the stops. The service was above and beyond, greeting us daily, making sure we had everything we needed and even surprising us with some delicious AM biscuits on our final morning. Will be coming back very soon!

Scored out of 10, guest rating 9.8

Exceptional - What previous guests thought, 9 reviews

Price from

$450

1 night, 2 adults

Springfield (Near Chester)

Best Western Springfield Hotel

Located within 11 miles of Bellows Falls Amtrak Station and 17 miles of Mount Ascutney, Best Western Springfield Hotel has rooms in Springfield.

Michelle

From

United States

Friendly staff, exceptionally clean and quiet. Even with a wedding party on the first floor. We never heard any noise

Scored out of 10, guest rating 8.7

Excellent - What previous guests thought, 247 reviews

Price from

$152.10

1 night, 2 adults

Dream Weaver

Featuring a restaurant, Dream Weaver is located in Ludlow in the Vermont region, 25 miles from Killington Peak and 27 miles from Stratton Mountain.

Sarah

From

United States

Looked just like photo. Great, walkable neighborhood. Close to maple sugar house, cheese factory, apple cider donuts, Okemo mountain, buttermilk falls and deer leap overlook. Perfect for a two-night visit for fall foliage and seasonal treats!

Scored out of 10, guest rating 8.3

Very Good - What previous guests thought, 24 reviews

Price from

$225

1 night, 2 adults

Londonderry (Near Chester)

The Upper Pass Lodge

Located in Londonderry, 14 miles from Stratton Mountain, The Upper Pass Lodge has accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge.

Russell

From

United States

Everyone very friendly. We had our dog with us, for the 2nd year in a row. All are accepted there. Good food at the restaurant and even had our dog with us in the bar area.

Scored out of 10, guest rating 7.7

Good - What previous guests thought, 131 reviews

Price from

$110.60

1 night, 2 adults

Champagne Supernova

Champagne Supernova is located in Ludlow, just 25 miles from Killington Peak and 27 miles from Stratton Mountain. The apartment has access to a restaurant.

Gary

From

United States

Convenient location and easy check in

Scored out of 10, guest rating 9.4

Wonderful - What previous guests thought, 13 reviews

Price from

$211

1 night, 2 adults

The Governor's Inn

The Governor's Inn offers accommodations in Ludlow, 26 miles from Killington Peak and 27 miles from Stratton Mountain.

AgataW

From

United States

Great hosts, very nice to chat with. Very clean rooms. Fantastic breakfast.

Scored out of 10, guest rating 9.6

Exceptional - What previous guests thought, 87 reviews

Price from

$190

1 night, 2 adults

The Pointe at Castle Hill Resort & Spa

In the Green Mountains of Vermont, this resort has a full service spa and health club, as well as an on-site restaurant. Skiing at Okemo Mountain is just 4 miles away.

Kenneth

From

United States

Location was great, we didn't have breakfast. We came to VT to to have Thanksgiving with family and really liked the hotel.

Scored out of 10, guest rating 8.1

Very Good - What previous guests thought, 263 reviews

Price from

$189

1 night, 2 adults

Okemo Mountain Lodge

Okemo Mountain Lodge offers accommodations in Ludlow, 25 miles from Killington Peak and 27 miles from Stratton Mountain. The apartment has access to a restaurant.

Michael

From

United States

Being able to be so close to the mountain was awesome. The condo was very accommodating, cozy and clean. I would definitely book this trip again.

Scored out of 10, guest rating 8.1

Very Good - What previous guests thought, 43 reviews

Price from

$234

1 night, 2 adults

Main and Mountain

Located in Ludlow, within 25 miles of Killington Peak and 27 miles of Stratton Mountain, Main and Mountain has accommodations with a bar and free WiFi throughout the property as well as free private...

Aaron

From

Aruba

Great location—staff was very helpful and the rooms were clean & comfortable. We would definitely stay there again!

Scored out of 10, guest rating 8.9

Excellent - What previous guests thought, 42 reviews

Price from

$307.80

1 night, 2 adults

See all 12 hotels in Chester

Best hotels with breakfast in Chester and nearby

Private Chester Home with Deck, Mins to Skiing!

Hotel in Chester

Breakfast options

Private Chester Home with Deck, Mins to Skiing! offers accommodations in Chester, 27 miles from Mount Tom and 9.1 miles from Dorsey Park.

Vermont Ski and Stay

Hotel in Springfield

Breakfast options

Vermont Ski and Stay is located in Springfield, just 30 miles from Mount Tom and 12 miles from Bellows Falls Amtrak Station. This property offers access to a balcony and free private parking.

From $421.36 per night

Hotels located in the center of Chester

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

Hotel in Chester

Central location

Chester Farmhouse on 100 Acres, 15 Min to Okemo! offers accommodations in Chester, 7.9 miles from Dorsey Park and 21 miles from Bellows Falls Amtrak Station.

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

See all

Fullerton Inn & Restaurant

Scored out of 10, guest rating 6.6

Pleasant - What previous guests thought, 165 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

Fullerton Inn & Restaurant

Scored out of 10, guest rating 6.6

Pleasant - What previous guests thought, 165 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

Fullerton Inn & Restaurant

Scored out of 10, guest rating 6.6

Pleasant - What previous guests thought, 165 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

Fullerton Inn & Restaurant

Scored out of 10, guest rating 6.6

Pleasant - What previous guests thought, 165 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

Chester Inn