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The best B&Bs in Chester

Check out our selection of great B&Bs in Chester

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Chester Inn, hotel in Chester

Located in Chester, 25 miles from Stratton Mountain, Chester Inn has accommodations with a shared lounge, free private parking and a tennis court.

Location and condition of the property were good. Staff was helpful and courteous.
Scored 8.1
8.1
Rated very good
Very Good
78 reviews
Price from
$139
1 night, 2 adults
Stone Hearth Inn and Eatery, hotel in Chester

Stone Hearth Inn and Eatery offers accommodations in Chester, 24 miles from Stratton Mountain and 28 miles from Mount Equinox. Private parking is available on site at this recently renovated property....

It was so cute, decorated lovely for fall, perfect representation of Vermont. The breakfast was so delicious and made fresh to order in the morning. You can appreciate the attention to detail and care Vicky and her family put into the B&B. Would highly recommend!
Scored 8.6
8.6
Rated excellent
Excellent
82 reviews
Price from
$235.78
1 night, 2 adults
The Governor's Inn, hotel in Chester

The Governor's Inn is located in Ludlow, within walking distance of quaint village shops and restaurants. The property has an on-site restaurant, a concierge service and a shared TV lounge.

The food was delicious. The innkeepers were very kind.
Scored 9.7
9.7
Rated exceptional
Exceptional
98 reviews
Price from
$175
1 night, 2 adults
The Hartness House, hotel in Chester

Housed in a restored 1904 Victorian mansion that was once home to James Hartness, the Governor of Vermont, this inn is located in Springfield, Vermont.

Easy check in process, friendly staff
Scored 7.7
7.7
Rated good
Good
43 reviews
Price from
$234.66
1 night, 2 adults
Rodeway Inn, hotel in Chester

This hotel is located along the Connecticut River, a 5 minutes’ drive from Bellow Falls. The inn features a seasonal outdoor pool, free Wi-Fi and a refrigerator in every room.

It was in the state I was traveling to.
Scored 6.2
6.2
Rated pleasant
Pleasant
44 reviews
Price from
$89.10
1 night, 2 adults
Echo Lake Inn, hotel in Chester

Just 5 miles from skiing at Okemo Mountain, this Ludlow, Vermont bed and breakfast features an on-site restaurant and a seasonal outdoor pool. Echo Lake is a short walk away.

Breakfast was great, staff was friendly and the atmosphere was quiet - not much going on. But, we spent our days elsewhere so didn't need to be entertained at the Inn.
Scored 8.2
8.2
Rated very good
Very Good
85 reviews
Price from
$219
1 night, 2 adults
Windham Hill Inn, hotel in Chester

Windham Hill Inn is located 30 minutes’ drive from Stratton Mountain Skiing. Surrounded by the Green Mountains, the hotel also has an on-site clay tennis court and an outdoor swimming pool.

The rooms were charming and the scenery is lovely.
Scored 7.0
7.0
Rated good
Good
27 reviews
Price from
$172.50
1 night, 2 adults
Inn Victoria, hotel in Chester

This Victorian bed and breakfast in Chester, Vermont boasts a gourmet breakfast and uniquely styled guest rooms. Okemo Ski Mountain is a 20 minute 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!
Scored 9.6
9.6
Rated exceptional
Exceptional
7 reviews
Franklyn Farm Inn, hotel in Chester

Offering quiet street views, Franklyn Farm Inn in Chester features accommodations, a garden, and a shared lounge. With garden views, this accommodation provides a patio.

I throughly enjoyed my stay at your bed and breakfast. Traveling from Pennsylvania to Vermont for my granddaughter’s wedding and staying at a bed & breakfast for the first time and not knowing what to expect made me very nervous but your welcome was beyond expectation. Your warm hospitality and wonderful breakfast made me feel relaxed and welcome. If I travel to Vermont in the future I will definitely stay at Franklin Farm. Johnetta Madden
Scored 9.5
9.5
Rated exceptional
Exceptional
80 reviews
Golden Stage Inn, hotel in Chester

Featuring free WiFi, full breakfast and afternoon treats, Golden Stage Inn offers accommodations in Proctorsville, 5.1 mi from Okemo Mountain in Ludlow.

property was immaculate and beds we’re comfortable
Scored 9.2
9.2
Rated wonderful
Wonderful
9 reviews
All B&Bs in Chester
Looking for a B&B?
For travelers 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 might be shared by other guests, and there's usually shared space with the host.

Most booked B&Bs in Chester this month

B&Bs That Guests Love in Chester

  • Avg. price/night: $140.61
    Scored 7.4
    7.4
    Rated good
    Good
     · 242 reviews
    Quaint, homemade muffins.
    Christine
    Solo traveler
  • Avg. price/night: $140.61
    Scored 7.4
    7.4
    Rated good
    Good
     · 242 reviews
    Great location in town. Pretty old building.
    Michael
    Young couple
  • Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 80 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: $140.61
    Scored 7.4
    7.4
    Rated good
    Good
     · 242 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 traveler
  • Avg. price/night: $140.61
    Scored 7.4
    7.4
    Rated good
    Good
     · 242 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: $269.97
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 82 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: $140.61
    Scored 7.4
    7.4
    Rated good
    Good
     · 242 reviews
    quaint friendly
    Joanne
    Young couple
  • Avg. price/night: $140.61
    Scored 7.4
    7.4
    Rated good
    Good
     · 242 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
  • Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 80 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: $140.61
    Scored 7.4
    7.4
    Rated good
    Good
     · 242 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