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Check prices for these dates

Next weekend
25 Sept - 27 Sept
In two weeks
2 Oct - 4 Oct
In one month
16 Oct - 18 Oct
In two months
13 Nov - 15 Nov

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, (124 reviews)
"Wonderful staff and restaurant"
United States
John
The price is RM853
RM929 total
includes taxes & fees
22 Sept - 23 Sept
Stone Hearth Inn and Eatery
Kayaking

2. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (124 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
The price is RM649
RM714 total
includes taxes & fees
21 Sept - 22 Sept
Blue Gentian Lodge at Magic Mountain
Porch

3. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (281 reviews)
"Beautiful views of the river excellent breakfast"
United States
Michael
The price is RM756
RM824 total
includes taxes & fees
23 Sept - 24 Sept
Harvest Barn Inn
Mountain view

4. Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (45 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 RM759
RM827 total
includes taxes & fees
20 Oct - 21 Oct
Windham Hill Inn
Land view from property

5. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (55 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
United States
Raymond
The price is RM639
RM697 total
includes taxes & fees
22 Sept - 23 Sept
Four Columns 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 RM1,339
RM1,460 total
includes taxes & fees
13 Oct - 14 Oct
Echo Lake Inn
Free WiFi

7. Doveberry Inn

Doveberry Inn
2.0 star property
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Great location… very clean"
United States
Veronica
The price is RM597
RM657 total
includes taxes & fees
19 Oct - 20 Oct
Doveberry Inn
Front of property

8. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (359 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 RM643
RM707 total
includes taxes & fees
22 Sept - 23 Sept
Colonel Williams Inn
Exterior

9. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (133 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 RM391
RM543 total
includes taxes & fees
21 Sept - 22 Sept
Deerfield Valley Inn
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, (381 reviews)
"Super clean, great location and really reasonable per night."
United States
Reagan
The price is RM863
RM1,092 total
includes taxes & fees
21 Sept - 22 Sept
The Inn at Manchester
Restaurant

11. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (318 reviews)
"Love staying in this beautiful hotel had very comfy beds and made us feel like we were in the heart of New England"
United States
Laura
The price is RM1,322
RM1,455 total
includes taxes & fees
22 Sept - 23 Sept
The Jackson
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 RM643
RM697 total
includes taxes & fees
21 Sept - 22 Sept
The Carriage Barn Inn
Garden

13. 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 RM704
RM775 total
includes taxes & fees
21 Sept - 22 Sept
Big Bears Lodge
Front of property – evening/night

14. 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 RM2,020
RM2,222 total
includes taxes & fees
21 Sept - 22 Sept
Woodbridge Inn
Interior

15. The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (78 reviews)
"Room great breakfast fantastic Location a 10"
United States
Keith
The price is RM1,148
RM1,263 total
includes taxes & fees
21 Sept - 22 Sept
The Vesper
Interior

16. 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 RM1,758
RM1,934 total
includes taxes & fees
21 Sept - 22 Sept
Deer Brook Inn
Property entrance

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 RM1,225
RM1,347 total
includes taxes & fees
23 Sept - 24 Sept
The One Cat B&B
Front of property – evening/night

18. Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (106 reviews)
"Great stay"
United States
Wayne
The price is RM1,229
RM1,334 total
includes taxes & fees
18 Oct - 19 Oct
Chesterfield Inn
Front of property – evening/night

19. The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (172 reviews)
"It is a wonderful property inside and out. Great rooms, breakfasts and and very friendly people."
United States
Victoria
The price is RM1,465
RM1,612 total
includes taxes & fees
21 Sept - 22 Sept
The Inn at Ormsby Hill
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

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"Awesome clean place friendly staff"
Kim 2-night trip
Posted 15 hours ago
Hampton Inn and Suites Manchester

Find out more about Chester

Chester B&B information

Number of reviews
2,715
Accommodation
36 B&B
Lowest Price
RM543
Highest Price
RM2,222

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, Bonnie's Bundles Dolls and DaVallia Art & Accents 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 Bonnie's Bundles Dolls and DaVallia Art & Accents. 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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