A stone archway surrounded by lush greenery and trees.

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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 AED 1,106
AED 1,200 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 AED 980
AED 1,078 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 AED 1,058
AED 1,164 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 AED 350
AED 381 total
includes taxes & fees
3 Nov - 4 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 AED 579
AED 636 total
includes taxes & fees
20 Oct - 21 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, (185 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 AED 593
AED 627 total
includes taxes & fees
26 Oct - 27 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 AED 502
AED 545 total
includes taxes & fees
27 Oct - 28 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 AED 446
AED 491 total
includes taxes & fees
25 Oct - 26 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 AED 509
AED 554 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 AED 169
AED 287 total
includes taxes & fees
1 Nov - 2 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)
"Location and Friendly staff"
United States
David
The price is AED 661
AED 727 total
includes taxes & fees
2 Nov - 3 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 AED 649
AED 707 total
includes taxes & fees
26 Oct - 27 Oct
Windham Hill Inn
A living room with a sectional sofa, a coffee table, a dining table with chairs, and a door labeled "CHEERS".

13. The Wilmington Inn

The Wilmington Inn
3.5 star property
Wilmington
10.0 out of 10, Exceptional, (209 reviews)
"Wonderful property. Great locations. Breakfast was the best of any on our trip!"
United States
Jay
The price is AED 915
AED 1,036 total
includes taxes & fees
8 Nov - 9 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 AED 634
AED 697 total
includes taxes & fees
28 Oct - 29 Oct
Big Bears Lodge
A table with various food items and a bottle of wine, overlooking a lush garden.

15. Private bedroom in the Green River Bridge Inn. A full breakfast is included.

Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Guilford
The price is AED 1,010
AED 1,296 total
includes taxes & fees
21 Oct - 22 Oct
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
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

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent
"Absolutely beautiful, I enjoyed this stay"
Haley 1-night trip
Posted 4 hours ago
Riverside Hotel, an Ascend Collection Hotel

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.