Search B&B in Chester

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Browse Select Chester B&B

Front of property
Stone Hearth Inn and Eatery
Stone Hearth Inn and Eatery
3.0 star property
9.2 out of 10, Wonderful, (102)
"Good breakfast and dinner options. Great location for hiking."
United States
Paul
The price is ฿6,848
฿7,464 total
includes taxes & fees
19 Nov - 20 Nov
Stone Hearth Inn and Eatery
Lounge
Bromley View Inn
Bromley View Inn
3.5 star property
9.0 out of 10, Wonderful, (395)
"Great place and close to everything "
United States
Debra
Bromley View Inn
Porch
Harvest Barn Inn
Harvest Barn Inn
3.0 star property
9.8 out of 10, Exceptional, (240)
"Breakfast was amazing! Hosts were super friendly and we are looking forward to returning there again! "
United States
Suzanne
Harvest Barn Inn
Restaurant
Four Columns Inn
Four Columns Inn
3.0 star property
9.6 out of 10, Exceptional, (8)
"Lovely staff, amazing ambiance!"
United States
Julie
Four Columns Inn
Kayaking
Blue Gentian Lodge at Magic Mountain
Blue Gentian Lodge at Magic Mountain
2.5 star property
9.2 out of 10, Wonderful, (110)
"Lovely pleasant stay. "
United States
Heather
The price is ฿5,868
฿6,455 total
includes taxes & fees
25 Oct - 26 Oct
Blue Gentian Lodge at Magic Mountain
Free daily continental breakfast
The Carriage Barn Inn
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (162)
"Great BB. Very charming and cozy! Will definitely stay again! "
United States
Maria
The price is ฿5,928
฿6,432 total
includes taxes & fees
20 Nov - 21 Nov
The Carriage Barn Inn
Front of property
The Jackson
The Jackson
4.0 star property
9.8 out of 10, Exceptional, (237)
"Excellent Vintage style B&B. "
United States
Yinghua
The Jackson
Front of property
Colonel Williams Inn
Colonel Williams Inn
3.0 star property
9.8 out of 10, Exceptional, (335)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
The price is ฿5,163
฿5,680 total
includes taxes & fees
3 Nov - 4 Nov
Colonel Williams Inn
Front of property
The Inn at Ormsby Hill
The Inn at Ormsby Hill
3.5 star property
9.8 out of 10, Exceptional, (143)
"Lovely place to stay Jack and Maryann excellent hosts"
United States
Lenny
The price is ฿5,868
฿6,455 total
includes taxes & fees
2 Nov - 3 Nov
The Inn at Ormsby Hill
Exterior
The One Cat B&B
The One Cat B&B
2.5 star property
9.6 out of 10, Exceptional, (78)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
United States
Cara
The price is ฿8,196
฿9,015 total
includes taxes & fees
6 Nov - 7 Nov
The One Cat B&B
Exterior
Deerfield Valley Inn
Deerfield Valley Inn
3.0 star property
9.6 out of 10, Exceptional, (76)
"Very private, very quiet, pet friendly, great staff"
United States
Blendell
Deerfield Valley Inn
Mountain view
Windham Hill Inn
Windham Hill Inn
4.0 star property
8.4 out of 10, Very good, (36)
"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "
United States
Brandon
The price is ฿6,196
฿6,754 total
includes taxes & fees
27 Oct - 28 Oct
Windham Hill Inn
Property grounds
The Inn at Manchester
The Inn at Manchester
3.5 star property
10.0 out of 10, Exceptional, (273)
"Beautiful area, great staff"
United States
Matthew
The price is ฿4,868
฿5,355 total
includes taxes & fees
3 Nov - 4 Nov
The Inn at Manchester
Garden
Big Bears Lodge
Big Bears Lodge
3.0 star property
9.0 out of 10, Wonderful, (185)
"The owners were wonderful: kind, interesting to talk to, and very hospitable."
United States
Margaret
The price is ฿5,467
฿6,013 total
includes taxes & fees
27 Oct - 28 Oct
Big Bears Lodge
Economy Room | 1 bedroom, individually decorated, individually furnished, free WiFi
The Vesper
The Vesper
3.0 star property
9.0 out of 10, Wonderful, (40)
"Cute B&B, great location! Easy walk to coffee house and downtown area. We really enjoyed our stay!"
United States
Roger
The price is ฿5,532
฿6,086 total
includes taxes & fees
28 Oct - 29 Oct
The Vesper
Exterior
Inn on Putney Road
Inn on Putney Road
4.0 star property
9.8 out of 10, Exceptional, (55)
"Outstanding breakfast in a charming home. A 15 minute walk excellent to restaurants and art galleries."
United States
Gianfranco
The price is ฿8,750
฿9,625 total
includes taxes & fees
2 Nov - 3 Nov
Inn on Putney Road
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

10/10 Excellent
"Beautiful property, wonderful views, loved our room, loved the huge indoor heated pool and the outdoor jacuzzi. Bar staff, food and drinks were fantastic at the on site bar/restaurant The Falcon, shout out to Maddie for being awesome. Bummer the steal house was closed the entirety of our stay (Sun-Weds), but what are ya gonna do. Would recommend, and would love to return next autumn. "
Mary 3-night trip
Posted 5 days ago
The Equinox Golf Resort & Spa

Find out more about Chester

Chester B&B information

Number of reviews
2,422
Accommodation
34 B&B
Lowest Price
฿5,355
Highest Price
฿9,625

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.
What are the top B&Bs in Chester?
Below is a B&B in the surrounding area: Bromley View Inn: 16 rooms. 17.8 mi (28.6 km) from the city centre. Enjoy the unique decor and fireplace in reception.
How many bed & breakfasts should I expect to find in Chester?
Expedia has 5 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 Grafton Historical Society or Vermont Country Store 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.