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Check prices for these dates

Next weekend
Aug 29 - Aug 31
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Sep 5 - Sep 7
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Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

B&B in Chesterfield

The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (153)
"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 NT$5,313
NT$5,765 total
includes taxes & fees
Sep 2 - Sep 3
The Carriage Barn Inn
Centennial House
Free daily full breakfast

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (160)
"Lovely property and innkeepers, I was in the area for an event and hope to come back. "
The price is NT$5,740
NT$6,067 total
includes taxes & fees
Aug 24 - Aug 25
Centennial House
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (104)
"Great stay"
The price is NT$9,033
NT$9,801 total
includes taxes & fees
Aug 25 - Aug 26
Chesterfield Inn
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (223)
"A refurbished old Vermont home with a beautiful view of the Connecticut river. The young couple who own the home were delightful and very attentive. It was comfortable and very unique. I would certainly stay here again."
Harvest Barn Inn
The One Cat B&B
Exterior

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 NT$6,074
NT$6,682 total
includes taxes & fees
Aug 27 - Aug 28
The One Cat B&B
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (49)
"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 NT$8,841
NT$9,725 total
includes taxes & fees
Aug 19 - Aug 20
Inn on Putney Road
Green River Bridge Inn
Exterior

Green River Bridge Inn

3.0 star property
8.4 out of 10, Very Good, (7)
"The area is beautiful and the inn is lovely. I would highly recommend to anyone visiting the area. "
The price is NT$6,614
NT$7,209 total
includes taxes & fees
Aug 19 - Aug 20
Green River Bridge 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
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (313)
"I enjoyed my stay and found the room more than adequately furnished. Wished the bed could be firmer and they could supply meals other than just breakfast."
The price is NT$4,724
NT$5,197 total
includes taxes & fees
Aug 31 - Sep 1
Colonel Williams Inn
Windham Hill Inn
Mountain view

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 NT$5,669
NT$6,179 total
includes taxes & fees
Aug 19 - Aug 20
Windham Hill Inn
The Engel House
Exterior

The Engel House

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

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (219)
"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 NT$6,149
NT$6,764 total
includes taxes & fees
Aug 20 - Aug 21
Deerhill Inn
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (57)
"I liked that it was right on the scenic route"
Deerfield Valley Inn
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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Top Chesterfield Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Really good staff! "
Seb 1-night trip
Posted 15 hours ago
Comfort Inn & Suites Brattleboro I-91

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: Green River Bridge Inn: 4 rooms. 12.6 mi (20.2 km) from the heart of Chesterfield. Enjoy the deli and patio area. Colonel Williams Inn: 9 rooms. 12.4 mi (20 km) from the downtown core. Enjoy the local cuisine breakfast and library. Centennial House: 5 rooms. 13.2 mi (21.2 km) from the heart of downtown. Enjoy the free full breakfast and unique décor. 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.