A stone archway surrounded by lush greenery and trees.

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Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

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 P18,966
P20,578 total
includes taxes & fees
Oct 25 - Oct 26
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 P16,811
P18,492 total
includes taxes & fees
Nov 3 - Nov 4
Inn on Putney Road
A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

3. 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 P6,734
P7,340 total
includes taxes & fees
Nov 2 - Nov 3
Four Columns Inn
A blue house with a porch, a sign reading "The One Cat", and a garden with various plants and flowers.

4. 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 P18,894
P20,783 total
includes taxes & fees
Oct 22 - Oct 23
The One Cat B&B
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 P9,919
P10,911 total
includes taxes & fees
Oct 20 - Oct 21
Colonel Williams Inn
A wooden table set with plates, cutlery, and a folded napkin.

6. 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 P10,124
P10,984 total
includes taxes & fees
Nov 19 - Nov 20
The Carriage Barn Inn
A two-story house with a red door, green shutters, and a snow-covered front yard.

7. 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 P11,304
P11,948 total
includes taxes & fees
Oct 25 - Oct 26
Centennial House
A room with a large window overlooking a lake and forested hills. There are two wooden chairs on a balcony.

8. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (293 reviews)
"The breakfasts were amazing and the hosts were super kind and helpful!"
United States
gail
The price is P12,776
P13,926 total
includes taxes & fees
Oct 29 - Oct 30
Harvest Barn Inn
A bedroom with a bed, dresser, TV, and a chair.

9. 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 P7,652
P8,417 total
includes taxes & fees
Oct 25 - Oct 26
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.

10. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (138 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 P2,898
P4,919 total
includes taxes & fees
Nov 3 - Nov 4
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 P11,336
P12,470 total
includes taxes & fees
Nov 2 - Nov 3
The Nutmeg
An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

12. 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 P14,422
P16,341 total
includes taxes & fees
Nov 19 - Nov 20
The Wilmington Inn
A wooden deck with a solar panel, surrounded by lush greenery and a hill in the background.

13. 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
Windham Hill 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 P10,864
P11,951 total
includes taxes & fees
Oct 28 - Oct 29
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.
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Top West Chesterfield Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Excellent place to stay, clean seems new, has small pool and water bath (kind of like jacuzzi) clean room, staff is nice and friendly. Includes breakfast and all day coffee or hot water to make teas (that is a must for me) as I need to make me teas few times a day. Would recommend for sure. If it was cheaper than it would really be off the charts but I will not include that into the review."
Dzevad 2-night trip
Posted 12 hours ago
Hampton Inn Brattleboro

Find out more about West Chesterfield

West Chesterfield B&B information

Number of reviews
1,978
Accommodation
17 B&B
Lowest Price
P4,919
Highest Price
P20,783

Frequently asked questions

Searching for B&Bs in West Chesterfield?
Whether you're on a romantic holiday and are looking to stay somewhere quiet, or you're traveling solo and hoping to get some tips from locals, B&Bs can be a great choice for many travelers. While you're enjoying your trip to West Chesterfield, you might want to explore the theater scene by catching a show at Actors Theatre Playhouse.
Are you thinking about a B&B for your stay?
With attentive service, opportunities to interact with the owner, and of course a full breakfast to start the day, B&Bs provide a one-of-a-kind 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 downtown core. 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 yard. Deerfield Valley Inn: 9 rooms. 17.2 mi (27.7 km) from the heart of downtown. Enjoy the unique décor and fireplace in the lobby. Four Columns Inn: 15 rooms. Located 9.2 mi (14.8 km) from the core of West Chesterfield. Enjoy the unique décor and onsite dining.
When should I 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 temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in West Chesterfield are January, March, November, and February, with each month seeing an average of 9 inches 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 might 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 center. Otherwise, look for flights into Manchester-Boston Regional Airport (MHT), which is 54.5 mi (87.7 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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