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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

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
23 Mar - 24 Mar
Big Bears Lodge
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (302)
"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 515
AED 561 total
includes taxes & fees
30 Mar - 31 Mar
Colonel Williams Inn
The Nutmeg
TV

The Nutmeg

3.5 star property
9.4 out of 10, Exceptional, (379)
"We had another wonderful stay at The Nutmeg. It’s very comvenient for Mount Snow skiing and close to some good bars and restaurants. It’s is also very welcoming, cozy and has excellent breakfast. We will be back! "
The price is AED 507
AED 558 total
includes taxes & fees
31 Mar - 1 Apr
The Nutmeg
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (216)
"Never disappoints!"
The price is AED 753
AED 828 total
includes taxes & fees
23 Mar - 24 Mar
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 658
AED 745 total
includes taxes & fees
23 Mar - 24 Mar
The Wilmington Inn
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (48)
"Accommodating staff. Nice old Inn convenient to Mt. Snow and restaurants. Had a great stay. Would stay here again."
The price is AED 312
AED 444 total
includes taxes & fees
1 Apr - 2 Apr
Deerfield Valley Inn
Windham Hill Inn
Romantic Room, 1 King Bed | 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
6 Apr - 7 Apr
Windham Hill Inn
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (208)
"Nice and comfortable great breakfast"
The price is AED 579
AED 631 total
includes taxes & fees
25 Mar - 26 Mar
Harvest Barn Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (145)
"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 AED 567
AED 615 total
includes taxes & fees
1 Apr - 2 Apr
The Carriage Barn Inn
Centennial House
Exterior detail

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 AED 789
AED 834 total
includes taxes & fees
24 Mar - 25 Mar
Centennial House
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 AED 862
AED 948 total
includes taxes & fees
23 Mar - 24 Mar
Inn on Putney Road
Four Columns Inn
Deluxe Room | Living area | 20-inch TV with cable channels

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 572
AED 624 total
includes taxes & fees
3 Apr - 4 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
13 Apr - 14 Apr
Chesterfield Inn
The One Cat B&B
Exterior detail

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 826
AED 909 total
includes taxes & fees
1 Apr - 2 Apr
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, 5min. to M.Snow Room Entire Inn
Private kitchen

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
Interior

Deerfield Valley Inn - Suite Room

Deerfield Valley Inn - Suite Room
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 - Standard Room 7
1 bedroom, iron/ironing board, WiFi, bed sheets

Deerfield Valley Inn - Standard Room 7

Deerfield Valley Inn - Standard Room 7
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

Seasons On Mount Snow - Ski-in/Ski-out
Indoor pool, a heated pool

Seasons On Mount Snow - Ski-in/Ski-out

9.8 out of 10, Exceptional, (164)
"Wonderful host / fantastic location "
The price is AED 643
AED 830 total
includes taxes & fees
24 Mar - 25 Mar
Seasons On Mount Snow - Ski-in/Ski-out
The Jelly Mill-A River Retreat
Exterior

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (45)
"The Jelly Mill is a lovely, welcoming cottage in the S. VT town of Guilford, nestled in the hills below the bigger town of Brattleboro. The location feels 'out of the way' - no big roads (or even paved roads), stores, 'hustle or bustle' anywhere close by - but Brattleboro has all that stuff and is only 20-30 minutes away. For 'last minute' items a charming, smaller grocery / sandwich shop is closer by. The property itself is very clean, with an up to date kitchen and glitch-free speedy Wi-Fi...
The Jelly Mill-A River Retreat
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Outdoor dining

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

8.8 out of 10, Excellent, (46)
"The cabin is cozy and sweet- we have a dog and small family and wanted to ski at Mt Snow. Cabin is short 20 minute drive to ski. Super cute town of Wilmington just a few minutes away. Go to Dots or Alpen Glow! Shaws grocery 2 minutes away. House has Pottery Barn vibes. Decent sized kitchen sitting and dining area. 2Bedroom 2 bath. This is not a house for a large crew but for a family getaway it was perfect. Street is quiet and residential. Neighbors seem really friendly. We would love to come...
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. Colonel Williams Inn: 9 rooms. Situated 10.3 mi (16.6 km) from the heart of West Chesterfield. Enjoy the local cuisine breakfast and library. Deerhill Inn: 14 rooms. Located 17.1 mi (27.5 km) from the core of West Chesterfield. Enjoy the free full breakfast and designer toiletries.
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 West River and Connecticut 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.