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The best inns in Chester

Check out our selection of great inns in Chester

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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Inn Victoria features rooms decorated in antique furnishings and plush bedding. They all include free Wi-Fi access and a flat-screen cable TV. Select rooms have a fireplace, a spa bath, or private deck with a hot tub.

Breakfast was completely homemade and amazing. Dan and Penny are exceptional hosts. I would definitely stay there again. Dan’s Dangerous Donuts and the blueberry pancakes were magnificent. The room was super comfortable and had a soft bed and a great deck to relax on. The shower was awesome. And they provided great recommendations for dinner and sightseeing. I would love to return!

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9
Wonderful
10 reviews
Price from
$410
per night

Situated in Chester, 40 km from Stratton Mountain, Chester Inn features accommodation with a shared lounge, free private parking and a tennis court. The property is set 46 km from Mount Equinox, 21 km from Bellows Falls Amtrak Station and 21 km from Dorsey Park. The accommodation offers a shared kitchen and free WiFi throughout the property.

location was convenient, owner was upfront on telling me there were construction issues with the facility

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8
Very Good
47 reviews
Price from
$85
per night

Classic New England cuisine can be found in Fullerton Inn Restaurant Monday through Saturday. A wide variety of soups, salads, sandwiches, wraps and burgers are available for lunch Wednesdays through Saturdays. Several dinner menus are available, and can be enjoyed in the tavern or outside during summer season. The restaurant offers 10 different local beers on draught.

The location was very convenient. when we stay at a B&B breakfast is usually home-cooked. I understand the pandemic has caused changes. the breakfast provided was sufficient. I liked the feel of being at home here!

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7.5
Good
273 reviews
Price from
$129
per night

Situated in Springfield, 50 km from Stratton Mountain, Wild Trails Farm features accommodation with a garden, free private parking, a terrace and water sports facilities. Located around 20 km from Bellows Falls Amtrak Station, the inn with free WiFi is also 29 km away from Dorsey Park. Guests can use the sauna and the spa centre, or enjoy mountain views.

This place was utterly amazing. The facility was perfect in every little detail, quiet, with an incredible view.The staff was helpful and kind in every moment.

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9.6
Exceptional
10 reviews
Price from
$118.80
per night

Looking for an inn?

Perfect for rustic breaks in the countryside, an Inn is a small property with basic hotel services and typically traditional decor. Inns are fully licensed and have a bar providing food and drinks in the evening – distinguishing them from country or guest houses.
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Inns That Guests Love in Chester

  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 75 reviews
    The facilities were great and the room was very clean. The family that ran the inn was very friendly and more than accommodating. We will definitely be staying again in the future!
    Zachary
    Young couple
  • Avg. price/night: $140.61
    7.5
    Scored 7.5
    Good
    Rated good
     · 273 reviews
    Beautiful old inn. The innkeeper AJ was so nice- he called me due to the snow storm to see if I was still coming and was shoveling another guest’s car out when I arrived. What a nice person.
    Amy
    Solo traveler
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 75 reviews
    We had a great 2-night stay while we visited Okemo to ski. The Inn was exceptionally clean and well-kept, and the breakfast each morning was varied and delicious! We will definitely return next season.
    Carly
    Young couple
  • Avg. price/night: $239.31
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 67 reviews
    Food was great. Vickey was a wonderful, helpful inn keeper. No daily maid service in room. Have to ask for fresh towels, coffee pods, etc.comfortable common areas
    Charles
    Family with young children
  • Avg. price/night: $239.31
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 67 reviews
    This 1800s era building was beautifully renovated by its new owner while maintaining its antique charm. The inn-keeper was lovely. The food was phenomenal and the hearty breakfast kept me fueled for a full day of snowboarding at Okemo. I hope I get to go back again soon. It was a very nice experience.
    J
    Jocelyn
    Solo traveler
  • Avg. price/night: $239.31
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 67 reviews
    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.
    Kate
    Family with young children
  • Avg. price/night: $140.61
    7.5
    Scored 7.5
    Good
    Rated good
     · 273 reviews
    Classic Vermont country inn. Loved the old feel of the place. Nice people staying there.
    HANNON
    Young couple
  • Avg. price/night: $140.61
    7.5
    Scored 7.5
    Good
    Rated good
     · 273 reviews
    The Fullerton is a lovely, quiet, friendly inn. I like it very much, and will patronize it when in the area.
    Cynthia
    Solo traveler
  • Avg. price/night: $140.61
    7.5
    Scored 7.5
    Good
    Rated good
     · 273 reviews
    Thr inn is very quaint , but I thought it was clean and comfortable. The Tavern and porch area were very t pleasant. I was hoping our plans would give us time to dine there but that didn't happen, but there were a lot of people who did , so I'm thinking the food was great. There is also a nice back deck with high top tables that looked delightful.
    Doreen
    Young couple
  • Avg. price/night: $140.61
    7.5
    Scored 7.5
    Good
    Rated good
     · 273 reviews
    The continental breakfast included some fresh pastries. The attached restaurant was also a good value, and the three berry pie was delicious! Loved the old style historic inn, and the small village center! Hopefully, it can thrive.
    gregory
    Family with young children