A stone archway surrounded by lush greenery and trees.

Search B&B in West Chesterfield

  • 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
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Our top choices for West Chesterfield bed & breakfast

A large, two-story house with a snow-covered driveway and surrounding trees.

1. 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
A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.

2. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (61 reviews)
"Helpful staff, wonderful breakfast and homey ambiance."
United States
Karla
The price is RM1,089
RM1,198 total
includes taxes & fees
3 Nov - 4 Nov
Inn on Putney Road
A blue house with a porch, a sign reading "The One Cat", and a garden with various plants and flowers.

3. 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
18 Oct - 19 Oct
The One Cat B&B
A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

4. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (61 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
United States
Raymond
The price is RM437
RM476 total
includes taxes & fees
2 Nov - 3 Nov
Four Columns Inn
A large white building with a stone wall and a lawn covered in fallen leaves.

5. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (362 reviews)
"Beautiful grounds, nice walking trails, comfortable bed, excellent breakfast."
United States
Amy
The price is RM643
RM707 total
includes taxes & fees
26 Oct - 27 Oct
Colonel Williams Inn
A two-story house with a red door, green shutters, and a snow-covered front yard.

6. Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (186 reviews)
"Excellent host making us feel very welcome. Very nice room and really lovely breakfast. Would certainly stay again if we are in the area."
United Kingdom
Alan
The price is RM733
RM774 total
includes taxes & fees
19 Oct - 20 Oct
Centennial House
A wooden table set with plates, cutlery, and a folded napkin.

7. The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (177 reviews)
"Clean,quiet, beautiful inn in the heart of downtown Keene,NH. Joe was friendly and accommodating and a hell of a great guy. A+++++++"
United States
Richard
The price is RM689
RM747 total
includes taxes & fees
18 Oct - 19 Oct
The Carriage Barn Inn
A bedroom with a bed, dresser, TV, and a chair.

8. Doveberry Inn

Doveberry Inn
3.0 star property
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Great location… very clean"
United States
Veronica
The price is RM496
RM546 total
includes taxes & fees
26 Oct - 27 Oct
Doveberry Inn
A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

9. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (292 reviews)
"The breakfasts were amazing and the hosts were super kind and helpful!"
United States
gail
The price is RM621
RM677 total
includes taxes & fees
1 Nov - 2 Nov
Harvest Barn Inn
A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

10. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (134 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 RM188
RM319 total
includes taxes & fees
11 Nov - 12 Nov
Deerfield Valley Inn
A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

11. The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (443 reviews)
"I was here for the weekend for my best friends wedding"
United States
Diana
The price is RM735
RM808 total
includes taxes & fees
15 Nov - 16 Nov
The Nutmeg
A wooden deck with a solar panel, surrounded by lush greenery and a hill in the background.

12. Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (47 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 RM721
RM786 total
includes taxes & fees
28 Oct - 29 Oct
Windham Hill Inn
An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

13. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (211 reviews)
"Wonderful property. Great locations. Breakfast was the best of any on our trip!"
United States
Jay
The price is RM1,016
RM1,152 total
includes taxes & fees
15 Nov - 16 Nov
The Wilmington Inn
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

14. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (220 reviews)
"Welcoming host with great customer service"
United States
Alfred
The price is RM704
RM775 total
includes taxes & fees
28 Oct - 29 Oct
Big Bears Lodge
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 West Chesterfield Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

8/10 Good
"Our room was amply sized to fit our family, including our pack-n-play fro our toddler. The provided breakfast was great the three morning we were there. The indoor pool was cold during our stay, and appeared to be undergoing some renovation. Otherwise it was a great stay."
Tim 3-night trip
Posted 4 hours ago
Comfort Inn & Suites Brattleboro I-91

Find out more about West Chesterfield

West Chesterfield B&B information

Number of reviews
1,977
Accommodation
16 B&B
Lowest Price
RM319
Highest Price
RM1,347

Frequently asked questions

Searching for B&Bs in West Chesterfield?
Whether you're passing through town and are looking for accommodation that's small and charming, or you're travelling solo and hoping to make some connections, B&Bs can be a great choice for many types of holidaymakers. While you're enjoying your trip to West Chesterfield, you might want to explore the theatre scene by watching a show at Actors Theatre Playhouse.
Are you interested in an apartment instead of a traditional hotel?
With attentive service, opportunities to meet guests from other places and of course a full breakfast to start the day, B&Bs all have a unique environment.
What are the top B&Bs in West Chesterfield?
Here are some well-liked B&Bs in the surrounding area: Chesterfield Inn: 15 rooms. 0.7 mi (1.1 km) from the heart of West Chesterfield. Enjoy the free cooked breakfast and massage services. Harvest Barn Inn: 7 rooms. 17.2 mi (27.6 km) from the city centre. Enjoy the free full breakfast and patio area. Centennial House: 5 rooms. Situated 14.6 mi (23.5 km) from the heart of West Chesterfield. Enjoy the free full breakfast and private garden. Deerfield Valley Inn: 9 rooms. 17.2 mi (27.7 km) from the city centre. Enjoy the unique decor and fireplace in reception. Four Columns Inn: 15 rooms. Located 9.2 mi (14.8 km) from the core of West Chesterfield. Enjoy the unique decor and on-site dining.
What's the best time of year to book my B&B in West Chesterfield?
When you're dreaming of a stay in West Chesterfield, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in West Chesterfield are January, March, November and February, with each month seeing an average of 23 cm of snowfall.
What is there to do in West Chesterfield?
Spend some time exploring Madame Sherri Forest and Madame Sherris Castle Ruins if you're hoping to see some of the area's natural features. You should put Connecticut River and Actors Theatre Playhouse on your list if you want to see more of the area.
How can I get to and around West Chesterfield?
Planning your excursions in and around West Chesterfield is easier with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 30.4 mi (48.9 km) from the city centre. You can also search for flights into Manchester, NH (MHT-Manchester-Boston Regional), which is 54.5 mi (87.7 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.

Explore a world of travel with Expedia