Search B&B in Chester

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Compare 47 B&B in Chester with updated reviews, rates, and availability.

The Inn at Manchester
3.5 star property
10.0 out of 10, Exceptional, (190)
"We had an excellent stay! Friendly and helpful check in, beautiful room, and delicious breakfasts. We also enjoyed some time in the bar room. If we are ever in the area again, we would definitely stay here again!"
The price is AED 606
AED 667 total
includes taxes & fees
6 Jun - 7 Jun
The Inn at Manchester
The Vesper
3.0 star property
8.0 out of 10, Very Good, (1)
" Goof"
The price is AED 643
AED 707 total
includes taxes & fees
16 Jun - 17 Jun
The Vesper
Stone Hearth Inn and Eatery
2.0 star property
9.2 out of 10, Wonderful, (50)
"My fiance and I had an amazing stay here. Vicki and her staff are incredible and attentive to their guests. The food is beyond amazing one of the best meals we have had. We highly recommend this cute and quaint spot and definitely will be making many trips back! "
The price is AED 856
AED 933 total
includes taxes & fees
6 Jun - 7 Jun
Stone Hearth Inn and Eatery
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Harvest Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (171)
"I had a wonderful stay. Kaelan was an awesome host. great breakfast as well!"
The price is AED 625
AED 681 total
includes taxes & fees
13 Jun - 14 Jun
Harvest Barn Inn
The Jackson House Inn
4.0 star property
10.0 out of 10, Exceptional, (167)
"Fantastic homemade breakfast and cookies at night. The rooms were very clean and comfortable. The staff was fantastic! Will be staying again. Book directly and save money."
The price is AED 966
AED 1,062 total
includes taxes & fees
3 Jun - 4 Jun
The Jackson House Inn
Bromley View Inn
3.5 star property
9.2 out of 10, Wonderful, (312)
"Its a nice adventure to experience how a new way to accomodate the clients by self-serve from checking in to checking out. The room is clean and comfortable."
Bromley View Inn
Woodbridge Inn
3.0 star property
9.6 out of 10, Exceptional, (57)
"Very nice experience. The people running the bed and breakfast were very nice "
Woodbridge Inn
Stay At Jimmy's
3.0 star property
10.0 out of 10, Exceptional, (1)
"Our short but sweet stay was great. Check in was smooth and the breakfast bundles were a nice touch. The rooms are newly designed and felt like such a getaway!"
The price is AED 915
AED 1,006 total
includes taxes & fees
2 Jun - 3 Jun
Stay At Jimmy's
Big Bears Lodge
3.0 star property
8.8 out of 10, Excellent, (149)
"Staff very accommodating! Loved the place."
The price is AED 591
AED 650 total
includes taxes & fees
2 Jun - 3 Jun
Big Bears Lodge
Deerfield Valley Inn
3.0 star property
10.0 out of 10, Exceptional, (3)
"I had an absolutely wonderful stay at Dearfield Valley Inn in West Dover, VT. The charming ambiance, attentive staff, and cozy rooms made for a delightful experience. The inn's picturesque surroundings added to the overall charm, creating a perfect getaway. I highly recommend it for anyone seeking a peaceful and memorable stay in Vermont."
The price is AED 312
AED 417 total
includes taxes & fees
27 Jun - 28 Jun
Deerfield Valley Inn
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (122)
"Great nights stay and very walkable to the center of town. The host Joe was awesome!"
The price is AED 781
AED 848 total
includes taxes & fees
6 Jun - 7 Jun
The Carriage Barn Inn
Deerhill Inn
3.5 star property
9.6 out of 10, Exceptional, (200)
"I would 100% stay here again! Incredibly caring, attentive, friendly hosts! We stayed in the Orchid room and it was beautiful. Whether it was remembering a small detail of one guest such as lactose intolerance or recommendations of things to do in town, the owners were always willing to help in any way they can. "
The price is AED 607
AED 668 total
includes taxes & fees
6 Jun - 7 Jun
Deerhill Inn
Colonel Williams Inn
3.0 star property
9.6 out of 10, Exceptional, (267)
"The owners are very friendly and hospitable. The property has a lot of history and it's charm makes you feel comfortable and at home. Wonderful stay and would highly recommend!"
The price is AED 500
AED 545 total
includes taxes & fees
1 Jul - 2 Jul
Colonel Williams Inn
Inn on Putney Road
4.0 star property
9.8 out of 10, Exceptional, (39)
"The Inn is charming and beautifully furnished. The gardens are beautiful. The innkeeper and staff were gracious and our room was decked out with complimentary Vermont treats. The breakfast was lavish - muffins, fruit, eggs, potatoes, sausage, freshly ground coffee and fresh-squeezed juice. We only did a quick overnight visit but next time it would be fun to stay longer to take advantage of the game room and the many books."
The price is AED 984
AED 1,083 total
includes taxes & fees
2 Jul - 3 Jul
Inn on Putney Road
Echo Lake Inn
2.5 star property
8.6 out of 10, Excellent, (90)
"Lovely inn. Went to VT to see the total eclipse "
The price is AED 703
AED 766 total
includes taxes & fees
5 Jun - 6 Jun
Echo Lake Inn
The One Cat B&B
2.5 star property
9.6 out of 10, Exceptional, (68)
"A wonderful B&B that could use a thorough cleaning. Cute, full of books, great owners and their two cats!"
The price is AED 727
AED 800 total
includes taxes & fees
6 Jun - 7 Jun
The One Cat B&B
The Inn at Ormsby Hill
3.5 star property
9.6 out of 10, Exceptional, (105)
"Great breakfast; grounds were beautiful; great innkeepers! Would recommend to others"
The price is AED 1,062
AED 1,168 total
includes taxes & fees
9 Jun - 10 Jun
The Inn at Ormsby Hill
The Buckmaster Inn
3.0 star property
10.0 out of 10, Exceptional, (50)
"it was the most charming, cleanest, best breakfast we've ever had going to b&bs 6-12 times a year for over 20 years. it looked like the kind you see in magazines but never in real life."
The Buckmaster Inn
Golden Stage Inn B&B
3.5 star property
10.0 out of 10, Exceptional, (22)
"We chose this bed and breakfast based on others’ reviews- and you should, too! Our room was lovely and homey and had everything you’d want or need available. Mike and Julie are spectacularly thoughtful hosts. We felt welcomed, cared for, and a little bit spoiled :) during our three day stay. Will absolutely stay here again on our next visit to VT! "
Golden Stage Inn B&B
Chesterfield Inn
4.0 star property
9.0 out of 10, Wonderful, (100)
"A true find!"
The price is AED 1,106
AED 1,200 total
includes taxes & fees
6 Jun - 7 Jun
Chesterfield Inn
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See all available properties in Chester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Chester

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (30)
"My family really enjoyed this Lake House. The beautiful views of the lake were breathtaking. The house had everything we needed for preparing meals. The kitchen was functional and generally well equipped. The beds in the house were particularly comfortable. We enjoyed early morning coffee on the deck with perfect views of the lake. The location was great. Lots of wonderful hiking trials in close proximity. My only suggestion to the owners is to give the house a good deep cleaning. Nonetheless,...
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (32)
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very Good, (69)
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"
The price is AED 1,140
AED 1,366 total
includes taxes & fees
13 Jun - 14 Jun
Long Trail House at Stratton Mountain Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Searching for B&Bs in Chester?
If you’re looking for something a little different than your standard hotel experience, a bed and breakfast might be the perfect option for your vacation. When you want to explore some attractions in town, DaVallia Art & Accents and Bonnie’s Bundles Dolls are worth a stop.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, opportunities to mingle with other guests, and hearty breakfasts, B&Bs provide a unique setting.
How many Bed & Breakfasts should I expect to find in Chester?
Expedia has 7 B&Bs for your stay in Chester.
What's the best time of year to stay at a B&B in Chester?
When you’re dreaming of a escape to Chester, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to do in Chester?
If you like to experience a new place through your taste buds, you’ll be sure to enjoy Chester for its coffeehouses and restaurants. If you’re looking to find something to do during your travels, you might consider checking out DaVallia Art & Accents and Bonnie’s Bundles Dolls. You might also consider a trip to sites like Vermont Country Store or Baltimore Covered Bridge if you have time to see more of the area.
How can I get to and around Chester?
You can map out your trip in and around Chester ahead of time with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) away from the city center. Otherwise, look for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.

Recent reviews of Chester hotels
Expedia verified reviews