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Check prices for these dates

Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept
In one month
25 Sept - 27 Sept
In two months
23 Oct - 25 Oct

Our top choices for Chester bed & breakfast

Front of property

1. Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (122 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is Rp3.701.998
Rp4.035.177 total
includes taxes & fees
3 Sept - 4 Sept
Stone Hearth Inn and Eatery
Lounge

2. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (470 reviews)
"Pleasant stay - excellent breakfast!"
Canada
William
The price is Rp1.355.254
Rp1.490.673 total
includes taxes & fees
30 Aug - 31 Aug
Bromley View Inn
Kayaking

3. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (123 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
The price is Rp2.641.025
Rp2.905.128 total
includes taxes & fees
30 Aug - 31 Aug
Blue Gentian Lodge at Magic Mountain
Porch

4. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (275 reviews)
"Beautiful views of the river excellent breakfast"
United States
Michael
The price is Rp3.081.676
Rp3.359.027 total
includes taxes & fees
31 Aug - 1 Sept
Harvest Barn Inn
Room, 1 Queen Bed, Garden View | Mountain view

5. Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (44 reviews)
"The view of mountains id stunning, as is the aroma of fresh air and the enchanting songbirds. We had a great time in the small but adequate swimming pool. It is easy to miss the turn onto Laurence Lane, so it would be good if a sign were to be installed there."
United States
Nadine
The price is Rp3.294.191
Rp3.590.731 total
includes taxes & fees
8 Sept - 9 Sept
Windham Hill Inn
Exterior

6. Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (102 reviews)
"Kat and everyone were very friendly and helpful, we had a wonderful stay"
United States
Michael
The price is Rp4.084.974
Rp4.452.621 total
includes taxes & fees
8 Sept - 9 Sept
Echo Lake Inn
Land view from property

7. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (53 reviews)
"Can’t go wrong with this place."
United States
John
The price is Rp2.775.422
Rp3.025.210 total
includes taxes & fees
30 Aug - 31 Aug
Four Columns Inn
Standard Double Room | Free WiFi

8. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
The price is Rp2.679.718
Rp2.947.689 total
includes taxes & fees
8 Sept - 9 Sept
Doveberry Inn
Restaurant

9. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (305 reviews)
"Everything was terrific! Great vibe & location."
United States
Brian
The price is Rp3.172.417
Rp3.489.659 total
includes taxes & fees
31 Aug - 1 Sept
The Jackson
Property grounds

10. The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (373 reviews)
"Great staff, great location and beautiful place!"
United States
Lori
The price is Rp2.472.359
Rp3.127.755 total
includes taxes & fees
9 Sept - 10 Sept
The Inn at Manchester
Front of property

11. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (358 reviews)
"A very historic and well maintained bed and breakfast. The owners are wonderful and the rooms were cozy. The hand made breakfast was a highlight"
United States
Robert
The price is Rp2.791.373
Rp3.070.687 total
includes taxes & fees
8 Sept - 9 Sept
Colonel Williams Inn
Free daily continental breakfast

12. The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (176 reviews)
"Perfectly clean and quaint. Friendly owner, great location"
United States
Jonathan
The price is Rp2.590.119
Rp2.810.279 total
includes taxes & fees
30 Aug - 31 Aug
The Carriage Barn Inn
Interior

13. The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (74 reviews)
"Room great breakfast fantastic Location a 10"
United States
Keith
The price is Rp3.101.875
Rp3.412.063 total
includes taxes & fees
31 Aug - 1 Sept
The Vesper
Interior

14. Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (7 reviews)
"Everything was fantastic, my room and the staff."
United States
Laurence
The price is Rp4.123.256
Rp4.535.582 total
includes taxes & fees
30 Aug - 31 Aug
Deer Brook Inn
Exterior

15. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (132 reviews)
"Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place"
United States
Patrick
The price is Rp1.558.382
Rp2.201.658 total
includes taxes & fees
13 Sept - 14 Sept
Deerfield Valley Inn
Garden

16. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (216 reviews)
"Clean and convenient, would stay again. "
United States
Todd
The price is Rp3.057.218
Rp3.363.116 total
includes taxes & fees
9 Sept - 10 Sept
Big Bears Lodge
Front of property

17. The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.8 out of 10, Exceptional, (81 reviews)
"Breakfast was fantastic Did not need any shops Hosts were super friendly We enjoyed our short stay"
United States
marjie
The price is Rp4.431.250
Rp4.874.374 total
includes taxes & fees
30 Aug - 31 Aug
The One Cat B&B
Front of property – evening/night

18. Woodbridge Inn

Woodbridge Inn
3.0 star property
Woodstock
9.6 out of 10, Exceptional, (67 reviews)
"Great place to stay"
United States
eric
The price is Rp8.772.885
Rp9.650.174 total
includes taxes & fees
7 Sept - 8 Sept
Woodbridge Inn
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.
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Top Chester Hotel Reviews

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Rooms were clean and comfortable ,staff was pleasant. Love the Manchester such a beautiful town."
Christina 2-night trip
Posted 5 hours ago
Kimpton Taconic Hotel by IHG

Find out more about Chester

Chester B&B information

Number of reviews
2,159
Accommodation
35 B&B
Lowest Price
Rp1.490.673
Highest Price
Rp9.650.174

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?
Here are some B&Bs in the surrounding area: Stone Hearth Inn and Eatery: 8 rooms. 1.5 mi (2.3 km) from the heart of Chester. Enjoy the free buffet breakfast and unique decor. Bromley View Inn: 16 rooms. Situated 17.8 mi (28.6 km) from the heart of Chester. 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 Vermont Country Store or Lowell Lake State Park 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.

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