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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 30 B&B in West Chesterfield with updated reviews, rates, and availability.

Big Bears Lodge
Outdoor spa tub

Big Bears Lodge

3.0 star property
9.0 out of 10, Wonderful, (179)
"It was very close to the ski resort. "
The price is AED 612
AED 674 total
includes taxes & fees
5 May - 6 May
Big Bears Lodge
The Nutmeg
TV

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (383)
"cute VT bed and breakfast w a delicious breakfast and excellent staff"
The price is AED 463
AED 509 total
includes taxes & fees
7 May - 8 May
The Nutmeg
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (303)
"The inn keepers are always super friendly and the place is kept well. The breakfast is delicious. Great for families who prefer quiet and quaint."
The price is AED 550
AED 599 total
includes taxes & fees
28 Apr - 29 Apr
Colonel Williams Inn
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.4 out of 10, Exceptional, (50)
"Nice quiet bed and breakfast. Staff was great. Walking distance to three restaurants. "
The price is AED 312
AED 444 total
includes taxes & fees
4 May - 5 May
Deerfield Valley Inn
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (219)
"Amazing property! Absolutely will return again"
The price is AED 753
AED 828 total
includes taxes & fees
8 May - 9 May
Deerhill Inn
The Wilmington Inn
Porch

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (174)
"We LOVED our stay at The Wilmington Inn and are looking forward to coming back for another visit. We stayed in the family suite and had plenty of room. The beds were very comfortable and loved the Vermont Country breakfast. Our hosts were wonderful!"
The price is AED 694
AED 787 total
includes taxes & fees
27 Apr - 28 Apr
The Wilmington Inn
Windham Hill Inn
Mountain view

Windham Hill Inn

3.0 star property
8.4 out of 10, Very Good, (33)
"The rustic charm of a beautifully renovated New England barn, with spacious rooms that provide quiet solitude and comfortable furnishings, wall to wall! The king size bed, the oversized bathroom with a giant jetted tub beneath a skylight…SO INCREDIBLY PEACEFUL!! And outdoors there are numerous trails and Adirondack chairs placed at scenic spots to take in the beauty of the land in front of you and to enjoy the star filled wide-open sky above at night, which we did and thoroughly enjoyed! We...
The price is AED 665
AED 725 total
includes taxes & fees
14 May - 15 May
Windham Hill Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (146)
"This is a great place to stay. Host, Joe, was very friendly and helpful. The room was clean and cozy , and nicely furnished. Common areas were very comfortable and welcoming. We will definitely come back! "
The price is AED 651
AED 706 total
includes taxes & fees
5 May - 6 May
The Carriage Barn Inn
Harvest Barn Inn
Exterior

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (209)
"Great accomodations. Kaelan & Blessing were wonderful hosts and very accommodating to my requests. The breakfasts were excellent - well-balanced, nutritious, and filling. A quaint, inn in a quiet location with a nice view. A very nice weekend stay at a very reasonable price. Would highly recommend, and would certainly stay there again."
The price is AED 608
AED 663 total
includes taxes & fees
30 Apr - 1 May
Harvest Barn Inn
Centennial House
Exterior detail

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (152)
"We had a great stay at Centennial House! Myself and my 14 year old son stayed for one night -- the bed was very comfortable and breakfast was fabulous!!"
The price is AED 710
AED 751 total
includes taxes & fees
12 May - 13 May
Centennial House
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (45)
"Excellent"
The price is AED 917
AED 1,008 total
includes taxes & fees
30 Apr - 1 May
Inn on Putney Road
Four Columns Inn
Room, 1 King Bed | Free WiFi, bed sheets

Four Columns Inn

3.0 star property
8.8 out of 10, Excellent, (3)
"Friendliest Staff Ever!"
Four Columns Inn
The Engel House
Exterior

The Engel House

3.0 star property
9.2 out of 10, Wonderful, (12)
"The perfect Vermont Bed and Breakfast. "
The price is AED 528
AED 575 total
includes taxes & fees
28 Apr - 29 Apr
The Engel House
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (101)
"Lots of things were lovely; fantastic room service food (unbelievably fresh and delicious, better than anywhere I’ve ever eaten in a hotel while traveling), beautiful serene natural setting, and wonderful design of the buildings plus COOKIES and tea in the afternoon. The service was also fantastic. The paint could use freshening and the bathroom grout needs redoing (or consider retiling). A piece of one window pane, a wood bit, fell off… so I stuck it back, obviously needs a proper repair. With...
The price is AED 1,106
AED 1,200 total
includes taxes & fees
5 May - 6 May
Chesterfield Inn
The One Cat B&B
Property entrance

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (75)
"Such nice innkeepers! And a bespoke breakfast to boot. I hope I'm back in Brattleboro soon so I can spend another night at the One Cat B&B. Next time I hope to meet the cat."
The price is AED 826
AED 909 total
includes taxes & fees
4 May - 5 May
The One Cat B&B
The Brattleboro
Seasonal outdoor pool

The Brattleboro

4.0 star property
10.0 out of 10, Exceptional, (5)
"Peaceful, comfortable, great views. We were made welcome and had wonderful beverage and snack options and the Breakfast were Superior. We will definitely return. "
The Brattleboro
Deerfield Valley Inn - Suite Room
Interior

Deerfield Valley Inn - Suite Room

Deerfield Valley Inn - Suite Room
Deerfield Valley Inn, 5min. to M.Snow Room Entire Inn
9 bedrooms, iron/ironing board, WiFi, bed sheets

Deerfield Valley Inn, 5min. to M.Snow Room Entire Inn

Deerfield Valley Inn, 5min. to M.Snow Room Entire Inn
Deerfield Valley Inn - Standard Room 6
1 bedroom, iron/ironing board, WiFi, bed sheets

Deerfield Valley Inn - Standard Room 6

Deerfield Valley Inn - Standard Room 6
Deerfield Valley Inn - Budget Club Room 3
1 bedroom, iron/ironing board, WiFi, bed sheets

Deerfield Valley Inn - Budget Club Room 3

Deerfield Valley Inn - Budget Club Room 3
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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Other property types in West Chesterfield

GAMERS HAVEN, River Wine Inn!
Game room

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great place with an elite game room. "
GAMERS HAVEN, River Wine Inn!
The Jelly Mill-A River Retreat
Exterior

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (49)
"This property was so clean and amazing. We heard the sounds of the creek across the road as soon as we pulled up. It was so peaceful and relaxing. The hosts were so kind and caring. Highly recommend if you are looking for a quiet and cozy place to stay. "
The Jelly Mill-A River Retreat
Wilmington Vacation Rental Near Hiking and Skiing!
TV, fireplace, books

Wilmington Vacation Rental Near Hiking and Skiing!

9.4 out of 10, Exceptional, (19)
"We had a great time at this cabin, and the town of Wilmington had great spots for food and it's own charm. We'd definitely stay again. "
Wilmington Vacation Rental Near Hiking and Skiing!
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.

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 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. Colonel Williams Inn: 9 rooms. 10.3 mi (16.6 km) from the heart of downtown. Enjoy the local cuisine breakfast and library. The Carriage Barn Inn: 4 rooms. Located 12.2 mi (19.6 km) from the core of West Chesterfield.
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 Actors Theatre Playhouse and West River 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.