Search B&B in Chester

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Browse Select Chester B&B

The Inn at Manchester
3.5 star property
10.0 out of 10, Exceptional, 192 reviews
"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 Rp2.684.550
per night
16 Jun - 17 Jun
The Inn at Manchester
The Vesper
3.0 star property
9.0 out of 10, Wonderful, 2 reviews
" Goof"
The price is Rp2.828.388
per night
25 Jun - 26 Jun
The Vesper
Stone Hearth Inn and Eatery
2.0 star property
9.2 out of 10, Wonderful, 51 reviews
"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 Rp3.792.537
per night
19 Jun - 20 Jun
Stone Hearth Inn and Eatery
Harvest Barn Inn
3.0 star property
9.6 out of 10, Exceptional, 171 reviews
"I had a wonderful stay. Kaelan was an awesome host. great breakfast as well!"
The price is Rp2.769.154
per night
25 Jun - 26 Jun
Harvest Barn Inn
Colonel Williams Inn
3.0 star property
9.6 out of 10, Exceptional, 267 reviews
"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 Rp2.262.710
per night
25 Jun - 26 Jun
Colonel Williams Inn
Stay At Jimmy's
3.0 star property
10.0 out of 10, Exceptional, 3 reviews
"Our stay at Jimmy’s met all our expectations that we had hoped for in Woodstock. The accommodation is conveniently situated close to the heart of town and once we had parked our car it was easy to walk to the restaurants and shops. The room was impeccably appointed and spotlessly clean. Our hosts were extremely hospitable and personally welcomed us upon our arrival. Our stay was short and sweet but we will return when next in Woodstock. We would highly recommend a stay at Jimmy’s. Wonderful (...
The price is Rp4.051.230
per night
16 Jun - 17 Jun
Stay At Jimmy's
Woodbridge Inn
3.0 star property
9.6 out of 10, Exceptional, 57 reviews
"Very nice experience. The people running the bed and breakfast were very nice "
Woodbridge Inn
Bromley View Inn
3.5 star property
9.2 out of 10, Wonderful, 312 reviews
"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
The Jackson House Inn
4.0 star property
10.0 out of 10, Exceptional, 167 reviews
"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 Rp4.635.323
per night
14 Jul - 15 Jul
The Jackson House Inn
Deerfield Valley Inn
3.0 star property
10.0 out of 10, Exceptional, 3 reviews
"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 Rp1.356.333
per night
30 Jun - 1 Jul
Deerfield Valley Inn
Deerhill Inn
3.5 star property
9.6 out of 10, Exceptional, 200 reviews
"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 Rp2.690.651
per night
16 Jun - 17 Jun
Deerhill Inn
The One Cat B&B
2.5 star property
9.6 out of 10, Exceptional, 70 reviews
"Marvelous house with comfortable rooms, that included a wide variety of books and games in the public rooms. Clean and lovely in all ways. Most flavorful breakfast I have eaten in a long time."
The price is Rp3.254.000
per night
17 Jun - 18 Jun
The One Cat B&B
Windham Hill Resort
3.0 star property
8.2 out of 10, Very good, 27 reviews
"We stayed in the 8-room converted barn. The room very large and a pleasant surprise featuring a great view, soaking tub in the living area, gas fireplace, and a very comfortable king bed. I would give Windham Hill Inn five stars, but I deducted a star because of a clogged bathroom sink, a difficult to control HVAC system, and live and dead bugs in the room. Although somewhat dated, the room was spectacular for the price. "
The price is Rp2.652.213
per night
16 Jun - 17 Jun
Windham Hill Resort
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, 125 reviews
"The property was very clean and comfortable, and we enjoyed meeting our host Joe and talking with him. We would stay here again if we return to Keene."
The price is Rp3.461.561
per night
16 Jun - 17 Jun
The Carriage Barn Inn
Echo Lake Inn
2.5 star property
8.6 out of 10, Excellent, 90 reviews
"Lovely inn. Went to VT to see the total eclipse "
The price is Rp3.277.525
per night
15 Jul - 16 Jul
Echo Lake Inn
Inn on Putney Road
4.0 star property
9.8 out of 10, Exceptional, 39 reviews
"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 Rp4.359.547
per night
18 Jun - 19 Jun
Inn on Putney Road
The Inn at Ormsby Hill
3.5 star property
9.8 out of 10, Exceptional, 106 reviews
"Property is stunning. Inn keepers are delightful and helpful. Room is clean, cozy, and bed is comfortable. Breakfast is delicious. "
The price is Rp4.597.170
per night
16 Jun - 17 Jun
The Inn at Ormsby Hill
The Buckmaster Inn
3.0 star property
10.0 out of 10, Exceptional, 50 reviews
"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 reviews
"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, 101 reviews
"Lots of things were lovely; fantastic room service food (unbelievably fresh and delicious, better than anywhere I’ve ever eaten in a hotel while traveling), beautiful serene natural setting, and wonderful design of the buildings plus COOKIES and tea in the afternoon. The service was also fantastic. The paint could use freshening and the bathroom grout needs redoing (or consider retiling). A piece of one window pane, a wood bit, fell off… so I stuck it back, obviously needs a proper repair. With...
The price is Rp4.899.548
per night
16 Jun - 17 Jun
Chesterfield Inn
Don't see what you're looking for?
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

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, 32 reviews
"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 reviews
"Amazing! Cannot get a better location! So close to everything! Quick walk to village shops and slopes. Very clean. Lots more room than I was expecting for two big 17 year old boys and parents. Kids had their own bedroom, bathroom and storage area on main floor, adult had master suite with own bathroom upstairs. Plenty of room in kitchen and family room. The only complaint is that hotels hot tubs and pool were over run with too many little kids. "
The price is Rp5.051.835
per night
1 Jul - 2 Jul
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.

Chester B&B information

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Frequently asked questions

Searching for B&Bs in Chester?
If you’re hoping for something a little different than your standard hotel experience, a bed and breakfast might be the perfect option for your trip. When you want to explore some attractions in town, DaVallia Art & Accents and Bonnie’s Bundles Dolls are worth a stop.
Are you considering an apartment for your stay?
With attentive service, opportunities to meet guests from other places and delectable breakfasts, B&Bs all have a unique setting.
How many bed & breakfasts should I expect to find in Chester?
Expedia has 7 B&Bs for your getaway in Chester.
What's the best time of year to stay at a B&B in Chester?
When you’re dreaming of a getaway to Chester, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.
What is there to do in Chester?
If you like to experience a new place through your taste buds, you’ll definitely enjoy Chester for its coffee shops and restaurants. If you’re looking to find something to do during your travels, you might consider visiting DaVallia Art & Accents and Bonnie’s Bundles Dolls. You might also consider a trip to sites such as 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 centre. You can also search 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, consider renting a car to explore more sights.

Chester Hotel Reviews
Expedia verified reviews