A stone archway surrounded by lush greenery and trees.

Search Bed and Breakfast 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
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for West Chesterfield bed & breakfast

A grassy outdoor area with two Adirondack chairs under a tree, a small building, and a road in the background.

1. Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.4 out of 10, Exceptional, (106 reviews)
"Great stay"
United States
Wayne
The price is S$421
includes taxes & fees
17 Nov - 18 Nov
Chesterfield Inn
A traditional white building with black shutters, a stone pathway leading to the entrance, and a signboard advertising a breakfast buffet.

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 S$378
includes taxes & fees
17 Nov - 18 Nov
Inn on Putney Road
A large white building with a stone wall and a lawn covered in fallen leaves.

3. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (363 reviews)
"Beautiful grounds, nice walking trails, comfortable bed, excellent breakfast."
United States
Amy
The price is S$245
includes taxes & fees
22 Nov - 23 Nov
Colonel Williams Inn
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, (63 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
United States
Raymond
The price is S$213
includes taxes & fees
23 Nov - 24 Nov
Four Columns Inn
A wooden table set with plates, cutlery, and a folded napkin.

5. 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 S$168
includes taxes & fees
16 Dec - 17 Dec
The Carriage Barn Inn
A sign for the Centennial House, indicating it is a bed and breakfast with a historical theme, established in 1811.

6. Centennial House

Centennial House
3.5 star property
Northfield
9.8 out of 10, Exceptional, (195 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 S$234
includes taxes & fees
18 Nov - 19 Nov
Centennial House
A two-story house with a red roof and grey siding, a front porch, and a stack of firewood.

7. 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 S$170
includes taxes & fees
17 Nov - 18 Nov
Doveberry Inn
A stone fire pit surrounded by rocks, with a tree in the background and a building with a red roof to the left.

8. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (140 reviews)
"A very quaint, cozy inn set in West Dover, Vermont. We had a small room but it was clean and comfortable. We didn't choose to order breakfast while we were there but it smelled wonderful! Oz, the host, was professional, pleasant, and helpful."
United States
Ted
The price is S$109
includes taxes & fees
24 Nov - 25 Nov
Deerfield Valley 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, (297 reviews)
"Staff was excellent and river views were amazing"
United States
John
The price is S$221
includes taxes & fees
28 Nov - 29 Nov
Harvest Barn Inn
A wooden sign with an arrow pointing to the right, labeled "CHICKENS".

10. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (214 reviews)
"Wonderful property. Great locations. Breakfast was the best of any on our trip!"
United States
Jay
The price is S$260
includes taxes & fees
16 Nov - 17 Nov
The Wilmington 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, (444 reviews)
"The property was beautiful! Our check in was easy. The room was clean and bedding was very comfortable. Breakfast was also delicious."
United States
Susan
The price is S$245
includes taxes & fees
16 Dec - 17 Dec
The Nutmeg
A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

12. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (222 reviews)
"Welcoming host with great customer service"
United States
Alfred
The price is S$244
includes taxes & fees
29 Nov - 30 Nov
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

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"Clean room. Nice breakfast ladies. Complimentary Soup in the evening."
Davina 3-night trip
Posted 10 hours ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Find out more about West Chesterfield

West Chesterfield B&B information

Number of reviews
1,452
Accommodation
17 B&B
Lowest Price
S$109
Highest Price
S$421

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