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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
7 Rab. I - 9 Rab. I
In one month
21 Rab. I - 23 Rab. I
In two months
18 Rab. II - 20 Rab. II

Compare 26 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, (174)
"Caroline and Steven are wonderful hosts. Friendly and clean. Great location!"
The price is SAR 625
SAR 688 total
includes taxes & fees
27 Feb - 28 Feb
Big Bears Lodge
The Nutmeg
Exterior

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (370)
"The Nutmeg was one of our best finds in VT. Our host Shelly was caring, efficient, kind and hospitable. The Inn has easy sitting rooms for quiet time, game time or admiring her art and fresh flowers. Our Rooms were on the first floor and spacious. Breakfast was superb, healthy and farm fresh. We will be back."
The price is SAR 614
SAR 676 total
includes taxes & fees
27 Mar - 28 Mar
The Nutmeg
Deerfield Valley Inn
Front of property

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (45)
"Amazing stay. We really recommend this place for anyone with Pet. Thanks"
The price is SAR 784
SAR 965 total
includes taxes & fees
25 Feb - 26 Feb
Deerfield Valley Inn
The Wilmington Inn
Front of property

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 SAR 813
SAR 921 total
includes taxes & fees
27 Mar - 28 Mar
The Wilmington Inn
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (295)
"The owners were so kind. My boyfriend and I woke up a little late for breakfast the second day of our ski trip, and one of the hosts still made us a beautiful spread. Truly it was some of the best French toast I’ve had in years! The Christmas decorations were charming and sweet, not to mention the property itself is beautiful. They also had this amazing studio Ghibli gingerbread house that they made themselves! It’s located about 25 minutes from Mount snow. The rooms themselves are spacious and...
The price is SAR 526
SAR 573 total
includes taxes & fees
27 Mar - 28 Mar
Colonel Williams Inn
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (214)
"Never disappoints!"
The price is SAR 731
SAR 804 total
includes taxes & fees
25 Feb - 26 Feb
Deerhill Inn
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (205)
"We had a wonderful weekend stay at the Inn! The 3 course breakfast was fantastic, the bed was comfortable, the shower was amazing, and the space was homey and cute. We would absolutely stay again!"
The price is SAR 634
SAR 691 total
includes taxes & fees
7 Mar - 8 Mar
Harvest Barn Inn
The Carriage Barn Inn
Exterior

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (144)
"I was in town for the Harris Hill Ski Jump Challenge in Brattleboro, VT and decided to stay in Keene, NH a town I always wanted to visit. I couldn't have picked a better location. What a lovely place and a brisk 5-minute walk got me into town with a great bakery, running store and restaurants. I'll be back, so much more to do and see. Even got an afternoon of skiing in at Granite Gorge."
The price is SAR 637
SAR 691 total
includes taxes & fees
25 Feb - 26 Feb
The Carriage Barn Inn
Centennial House
Breakfast area

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (150)
"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 SAR 761
SAR 804 total
includes taxes & fees
28 Feb - 1 Mar
Centennial House
Windham Hill Inn
Exterior

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 SAR 679
SAR 740 total
includes taxes & fees
27 Feb - 28 Feb
Windham Hill Inn
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (44)
"Great stop on our way out of N Vermont. Nice warm room on a cold night."
The price is SAR 880
SAR 968 total
includes taxes & fees
4 Mar - 5 Mar
Inn on Putney Road
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 SAR 629
SAR 686 total
includes taxes & fees
25 Feb - 26 Feb
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 SAR 1,153
SAR 1,251 total
includes taxes & fees
26 Feb - 27 Feb
Chesterfield Inn
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 One Cat B&B
Four Columns Inn
Garden

Four Columns Inn

3.0 star property
8.8 out of 10, Excellent, (3)
"Friendliest Staff Ever!"
Four Columns Inn
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
Deluxe Room with Fireplace Room 2
Room

Deluxe Room with Fireplace Room 2

Deluxe Room with Fireplace Room 2
Deerfield Valley Inn - Suite Room
Room

Deerfield Valley Inn - Suite Room

Deerfield Valley Inn - Suite Room
Deerfield Valley Inn - Deluxe Room with Fireplace Room 4
Room

Deerfield Valley Inn - Deluxe Room with Fireplace Room 4

Deerfield Valley Inn - Deluxe Room with Fireplace Room 4
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

Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

7.0 out of 10, Good, (6)
"Dining shopping not too far, but not walkable. The amount we paid was more than double the advertised price, yet we were still asked to perform a laundry list of cleaning tasks before exiting the unit (vacuuming, folding blankets, emptying and taking out gargage, etc.). I realize there is likely a management fee, but most VRBO properties do not require anything more than making sure doors and windows are secure, sink is clear, thermostats set at certain temps, etc. The property is also in...
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!
Exterior

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

10.0 out of 10, Exceptional, (44)
"Clean, ideal location, great communication."
The price is SAR 394
SAR 1,331 total
includes taxes & fees
24 Mar - 25 Mar
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!
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, (45)
"A great little cabin close to Mt. Snow. Accurate description. Fire place didn’t work. Would stay here again. "
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 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. Deerfield Valley Inn: 9 rooms. Located 17.2 mi (27.7 km) from the core of West Chesterfield. Enjoy the unique décor and fireplace in the lobby.
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.