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B&B in Chesterfield

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (155)
"This historic property is very nice. Beds are comfortable. The hosts are very welcoming and communication was very good. Breakfast was outstanding! I highly recommend this property and hope to return for another visit someday. "
The price is AED 639
AED 675 total
includes taxes & fees
16 Jul - 17 Jul
Centennial House

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (152)
"Loved our stay. Beautifully decorated and I was able to play the house guitar in common room which was a unique touch I really enjoyed. Would gladly stay here again."
The price is AED 585
AED 634 total
includes taxes & fees
28 Jul - 29 Jul
The Carriage Barn Inn

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (221)
"Very accommodating and wonderful people! Hoping to return!"
Harvest Barn Inn

Green River Bridge Inn

3.0 star property
10.0 out of 10, Exceptional, (2)
"Such a peaceful, beautiful area and inn! The host is wonderful and an amazing cook. The quintessential Vermont inn with an international flair. Can’t wait to go back!"
The price is AED 744
AED 811 total
includes taxes & fees
15 Jul - 16 Jul
Green River Bridge Inn

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (48)
"The folks were nice and accommodating. The breakfast was absolutely fantastically delicious. We would recommend this B&B to all our family and friends."
The price is AED 974
AED 1,072 total
includes taxes & fees
15 Jul - 16 Jul
Inn on Putney Road

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (307)
"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 503
AED 549 total
includes taxes & fees
14 Aug - 15 Aug
Colonel Williams Inn

Deerfield Valley Inn

3.0 star property
9.4 out of 10, Exceptional, (51)
"Overall great spot!"
Deerfield Valley Inn

Windham Hill Inn

4.0 star property
8.4 out of 10, Very Good, (36)
"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "
The price is AED 694
AED 757 total
includes taxes & fees
15 Jul - 16 Jul
Windham Hill Inn

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (103)
"Great stay"
The price is AED 1,106
AED 1,200 total
includes taxes & fees
15 Jul - 16 Jul
Chesterfield Inn

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (75)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
The price is AED 802
AED 882 total
includes taxes & fees
17 Jul - 18 Jul
The One Cat B&B

The Engel House

3.0 star property
9.4 out of 10, Exceptional, (13)
"The perfect Vermont Bed and Breakfast. "
The Engel House

Four Columns Inn

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

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

The price is AED 808
AED 1,037 total
includes taxes & fees
21 Jul - 22 Jul
Private bedroom in the Green River Bridge Inn. A full breakfast is included.

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (219)
"Never disappoints!"
The price is AED 700
AED 770 total
includes taxes & fees
15 Jul - 16 Jul
Deerhill Inn

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

Deluxe Room with Fireplace Room 2

Deluxe Room with Fireplace Room 2

Deerfield Valley Inn - Deluxe Room with Fireplace Room 4

Deerfield Valley Inn - Deluxe Room with Fireplace Room 4

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

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

Deerfield Valley Inn - Deluxe Room with Fireplace Room 5

Deerfield Valley Inn - Deluxe Room with Fireplace Room 5

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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Frequently asked questions

Searching for B&Bs in Chesterfield?
Whether you're on a family vacation and want a small, cozy place to stay, or you're a solo traveler hoping to meet fellow tourists, a B&B can be a good choice for many different types of travelers. When you want to explore some attractions in town, Asbury United Methodist Church and Pisgah State Park are worth a stop.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to mingle with other guests, and tasty breakfasts, B&Bs all have a truly one-of-a-kind setting.
What are the top B&Bs in Chesterfield?
Here are some B&Bs in the area: Centennial House: 5 rooms. 13.2 mi (21.2 km) from the heart of Chesterfield. Enjoy the free full breakfast and unique décor. The Carriage Barn Inn: 4 rooms. 10.2 mi (16.4 km) from the downtown core. Harvest Barn Inn: 7 rooms. Situated 18.1 mi (29.1 km) from the heart of Chesterfield. Enjoy the free full breakfast and patio area. Inn on Putney Road: 6 rooms. Located 4.8 mi (7.7 km) from the core of Chesterfield. Enjoy the free full breakfast and onsite spa services.
What's the best time of year to book my B&B in Chesterfield?
When you're dreaming of a trip to 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 Chesterfield are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.
What is there to do in Chesterfield?
When you want to explore some things to do in town, Asbury United Methodist Church and Pisgah State Park are some notable sights to visit. You might check out Chesterfield Town Hall if you have time to see more of the area.
How can I get to and around Chesterfield?
You can plan your excursions in and around Chesterfield ahead of time with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 31.6 mi (50.9 km) from the city center. Otherwise, look for flights into Manchester-Boston Regional Airport (MHT), which is 52.3 mi (84.2 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.