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The best B&Bs in Chester

Check out our pick of great B&Bs in Chester

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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The units in the bed and breakfast are equipped with a coffee machine. Featuring a private bathroom with a walk-in shower and a hair dryer, units at the bed and breakfast also have free WiFi. At the bed and breakfast, the units are fitted with bed linen and towels.

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.

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9.5
Exceptional
75 reviews
Price from
RUB 13,633
per night

This Victorian bed and breakfast in Chester, Vermont boasts a gourmet breakfast and uniquely styled guest rooms. Okemo Ski Mountain is 20 minutes’ drive away.

Taterhill Golf Club is 10 miles from the B&B. Enjoy a winter sleigh ride at Taylor Farm, located 20 minutes’ drive away.

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
Superb
10 reviews
Price from
RUB 39,908
per night

The rooms are fitted with air conditioning, a flat-screen TV with satellite channels, a fridge, a coffee machine, a shower, free toiletries and a wardrobe. The units have a private bathroom, a hairdryer and bed linen.

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

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8
Very good
49 reviews
Price from
RUB 13,043
per night

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. This recently renovated bed and breakfast is located 45 km from Mount Equinox and 22 km from Dorsey Park. Featuring family rooms, this property also provides guests with an outdoor fireplace.

The bed and breakfast offers certain units with garden views, and all units come with a private bathroom. At the bed and breakfast, some units are allergy-free.

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.

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8.4
Very good
67 reviews
Price from
RUB 21,370
per night

Located on the Village Green shopping district, this Vermont inn boasts free property-wide Wi-fi, an enhanced continental breakfast, and on-site restaurant. Guests can also relax and stay warm beside the lobby fireplace.

The host are super friendly and welcoming. You can tell that they are proud of their Inn. It was a old beautiful Inn with a lot of history.

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7.5
Good
272 reviews
Price from
RUB 12,556
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
RUB 11,564
per night

Looking for a B&B?

For travellers who enjoy beauty in the simple things, a bed and breakfast (B&B) is the perfect place for a getaway. Hosts welcome guests into their homes and provide a private room and complimentary breakfast. Bathrooms may be shared by other guests, and there is often shared space with the host.
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Most booked B&Bs in Chester this month

B&Bs that guests love in Chester

  • Avg. price/night: RUB 16,450
    7.5
    Scored 7.5
    Good
    Rated good
     · 272 reviews
    Quaint, homemade muffins.
    Christine
    Solo traveller
  • Avg. price/night: RUB 16,450
    7.5
    Scored 7.5
    Good
    Rated good
     · 272 reviews
    Great location in town. Pretty old building.
    Michael
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 75 reviews
    Nate and the staff were incredibly friendly and helpful. Breakfast was delicious and creative each morning! We very much enjoyed the chance to speak with other guests each morning at breakfast as well. The location was very charming, and the grounds surrounding were beautiful.
    E
    ETHAN
    Young couple
  • Avg. price/night: RUB 16,450
    7.5
    Scored 7.5
    Good
    Rated good
     · 272 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.
    David
    Solo traveller
  • Avg. price/night: RUB 16,450
    7.5
    Scored 7.5
    Good
    Rated good
     · 272 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: RUB 21,370
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 67 reviews
    Super cool historic bed and breakfast! Amazing staff! The food was great too! Love to support a small business that is ran like this
    A
    Anonymous
    Family with young children
  • Avg. price/night: RUB 16,450
    7.5
    Scored 7.5
    Good
    Rated good
     · 272 reviews
    quaint friendly
    Joanne
    Young couple
  • Avg. price/night: RUB 16,450
    7.5
    Scored 7.5
    Good
    Rated good
     · 272 reviews
    This was a very cute bed and breakfast, the perfect stay for a quick weekend ski trip! The room was small but was only here for one night so it worked perfect. The staff was very friendly too!
    Waechter
    Group
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 75 reviews
    Quaint New England farmhouse set in an excellent rural location. Very clean and comfortable with hosts who couldn’t do enough for you without being too intrusive.
    Chris
    Young couple
  • Avg. price/night: RUB 16,450
    7.5
    Scored 7.5
    Good
    Rated good
     · 272 reviews
    Great location in the centre of town. Breakfast was very good and the staff were warm, welcoming and very helpful. We will for sure stay here again next time we visit Chester :)
    James
    Young couple