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Search B&B in West Chesterfield

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Compare 27 B&B in West Chesterfield with updated reviews, rates, and availability.

Big Bears Lodge
Front of property

Big Bears Lodge

3.0 star property
8.8 out of 10, Excellent, (156)
"So close to Mount snow it’s a great place to stay "
The price is AED 612
AED 674 total
includes taxes & fees
5 Jan - 6 January 2025
Big Bears Lodge
The Wilmington Inn
Front of property

The Wilmington Inn

3.5 star property
10.0 out of 10, Exceptional, (165)
"Quaint site and property. Very helpful staff. We liked the game room and the breakfast. The room was small, but everything else made up for that fact. "
The price is AED 724
AED 820 total
includes taxes & fees
8 Jan - 9 January 2025
The Wilmington Inn
Deerfield Valley Inn
Front of property

Deerfield Valley Inn

3.0 star property
9.8 out of 10, Exceptional, (38)
"no frills, but convenient, clean, attentive staff, "
The price is AED 621
AED 784 total
includes taxes & fees
5 Jan - 6 January 2025
Deerfield Valley Inn
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.6 out of 10, Exceptional, (284)
"Great New England hospitality!....delicious breakfast and comfortable bedding. The location was great - between the small town of Wilmington, Mt. Snow and Brattleboro. Victoria and Brian could not have been more accommodating and friendly! Would definitely stay again when in the area. "
The price is AED 492
AED 536 total
includes taxes & fees
26 Dec - 27 Dec
Colonel Williams Inn
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (197)
"No Complaints, Excellent breakfast "
The price is AED 579
AED 631 total
includes taxes & fees
6 Jan - 7 January 2025
Harvest Barn Inn
The Nutmeg
Exterior

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (354)
"Quant lovely peaceful inn. Staff was amazing, I forgot ski poles and they lent me theirs. Common areas were terrific. Rooms are a little dated but it is an old inn. "
The price is AED 562
AED 618 total
includes taxes & fees
7 Jan - 8 January 2025
The Nutmeg
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (211)
"The innkeepers were such nice, friendly, helpful people, going out of their way to see that we had a delicious breakfast before our early departure. We loved everything about this inn! "
The price is AED 716
AED 788 total
includes taxes & fees
1 Jan - 2 January 2025
Deerhill Inn
The Carriage Barn Inn
Exterior

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (142)
"Lovely old BnB, easy to find, very convenient Very clean room Great continental breakfast Loved ease of walking to downtown, many stores and restaurants Informative and very friendly and helpful owner"
The price is AED 561
AED 609 total
includes taxes & fees
31 Dec - 1 January 2025
The Carriage Barn Inn
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (43)
"Great stop on our way out of N Vermont. Nice warm room on a cold night."
The price is AED 862
AED 948 total
includes taxes & fees
1 Jan - 2 January 2025
Inn on Putney Road
Centennial House
Breakfast area

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (147)
"Lovely bed & breakfast!!! We appreciate the hospitality and delicious breakfast. "
The price is AED 731
AED 773 total
includes taxes & fees
26 Dec - 27 Dec
Centennial 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 1,129
AED 1,225 total
includes taxes & fees
7 Jan - 8 January 2025
Chesterfield Inn
Four Columns Inn
Garden

Four Columns Inn

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

Windham Hill Inn

3.0 star property
8.2 out of 10, Very Good, (32)
"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 760
AED 829 total
includes taxes & fees
7 Jan - 8 January 2025
Windham Hill Inn
The Engel House
Exterior

The Engel House

3.0 star property
9.2 out of 10, Wonderful, (11)
"The "
The price is AED 483
AED 527 total
includes taxes & fees
1 Jan - 2 January 2025
The Engel House
The One Cat B&B
Property entrance

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (74)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
The price is AED 735
AED 808 total
includes taxes & fees
26 Dec - 27 Dec
The One Cat B&B
Brook Bound Inn - Main Lodge - King Bedroom - 2nd floor - Room 202
Miscellaneous

Brook Bound Inn - Main Lodge - King Bedroom - 2nd floor - Room 202

10.0 out of 10, Exceptional, (1)
"Amazing place to stay!!! Looking forward to next time. "
The price is AED 1,010
AED 1,299 total
includes taxes & fees
25 Dec - 26 Dec
Brook Bound Inn - Main Lodge - King Bedroom - 2nd floor - Room 202
The Brattleboro
Room

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, 5min. to M.Snow Room Entire Inn
Exterior

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

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

Deerfield Valley Inn - Suite Room

Deerfield Valley Inn - Suite Room
Deerfield Valley Inn - Deluxe Room with Fireplace Room 5
Room

Deerfield Valley Inn - Deluxe Room with Fireplace Room 5

Deerfield Valley Inn - Deluxe Room with Fireplace Room 5
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

Dog-friendly chalet cabin with valley view, deck, and private hot tub

Dog-friendly chalet cabin with valley view, deck, and private hot tub

7.6 out of 10, Good, (19)
"Absolutely loved my stay at this tiny getaway house! The space was cozy, well-designed, and had everything I needed for a relaxing escape. The peaceful surroundings and thoughtful touches made it truly special. Perfect for unplugging and recharging. Can’t wait to come back for another retreat!" "
Dog-friendly chalet cabin with valley view, deck, and private hot tub
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
In the guest house yard.

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (19)
"My husband and I decided to rent out this property for our reception and could not have been more pleased. The property was perfect for our intimate wedding. It was rustic, quiet, and had a ton of fun activities. The entire home was full of character and each room was unique. The two houses on the property were clean and taken care of, just older so do not expect modern and new. I personally love older rustic locations, especially ones that you know have been lived in and loved. I gave the...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (43)
"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
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 well-liked B&Bs in the 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. Deerfield Valley Inn: 9 rooms. Situated 17.2 mi (27.7 km) from the heart of West Chesterfield. Enjoy the unique décor and fireplace in the lobby. The Wilmington Inn: 10 rooms. 18.3 mi (29.5 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries. Colonel Williams Inn: 9 rooms. Located 10.3 mi (16.6 km) from the core of West Chesterfield. Enjoy the local cuisine breakfast and library.
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 Sherris Castle Ruins and Connecticut River if you’re hoping to see some of the area’s natural features. You might put United States Navy Seabee Bridge and Madame Sherri Forest 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.