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Check prices for these dates

Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec

B&B in Chesterfield

Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (329)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
The price is SAR 538
SAR 591 total
includes taxes & fees
15 Oct - 16 Oct
Colonel Williams Inn
Four Columns Inn
Dining

Four Columns Inn

3.0 star property
9.2 out of 10, Wonderful, (5)
"So much charm! This place was absolutely outstanding. Already trying to figure out how we can come back for a longer stay."
Four Columns Inn
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (237)
"Breakfast was amazing! Hosts were super friendly and we are looking forward to returning there again! "
Harvest Barn Inn
Green River Bridge Inn
Exterior

Green River Bridge Inn

3.0 star property
8.6 out of 10, Excellent, (8)
"The area is beautiful and the inn is lovely. I would highly recommend to anyone visiting the area. "
The price is SAR 799
SAR 871 total
includes taxes & fees
3 Nov - 4 Nov
Green River Bridge Inn
Centennial House
Free daily full breakfast

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (168)
"The property was wonderful and the hosts exceptional❤️"
The price is SAR 797
SAR 843 total
includes taxes & fees
22 Oct - 23 Oct
Centennial House
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
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (157)
"Very quiet and peaceful but at the same time it's right down the street from Main Street. Joe the owner was so nice! "
The price is SAR 783
SAR 850 total
includes taxes & fees
21 Oct - 22 Oct
The Carriage Barn Inn
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (55)
"Outstanding breakfast in a charming home. A 15 minute walk excellent to restaurants and art galleries."
The price is SAR 1,001
SAR 1,101 total
includes taxes & fees
2 Nov - 3 Nov
Inn on Putney Road
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 SAR 681
SAR 742 total
includes taxes & fees
21 Oct - 22 Oct
Windham Hill Inn
The One Cat B&B
Exterior

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (77)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
The price is SAR 910
SAR 1,000 total
includes taxes & fees
5 Nov - 6 Nov
The One Cat B&B
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (104)
"Great stay"
The price is SAR 1,129
SAR 1,225 total
includes taxes & fees
2 Nov - 3 Nov
Chesterfield Inn
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (69)
"We had a lovely time staying here. "
Deerfield Valley Inn
Deerhill Inn
Exterior

Deerhill Inn

3.5 star property
9.6 out of 10, Exceptional, (222)
"An excellent stay! Warm and accommodating and helpful in every way. Wonderful breakfast too!"
The price is SAR 753
SAR 829 total
includes taxes & fees
20 Oct - 21 Oct
Deerhill Inn
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Outdoor dining

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

The price is SAR 1,031
SAR 1,323 total
includes taxes & fees
6 Nov - 7 Nov
Private bedroom in the Green River Bridge Inn. A full breakfast is included.
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

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Excellent staff at front desk and Lori who serves breakfast is wonderful "
Ed 3-night trip
Posted 1 day ago
Best Western Plus Keene Hotel

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 well-liked B&Bs in the surrounding area: Harvest Barn Inn: 7 rooms. 18.1 mi (29.1 km) from the downtown core. Enjoy the free full breakfast and patio area. Colonel Williams Inn: 9 rooms. Situated 12.4 mi (20 km) from the heart of Chesterfield. Enjoy the local cuisine breakfast and library. Four Columns Inn: 15 rooms. 11.6 mi (18.7 km) from the heart of downtown.Green River Bridge Inn: 4 rooms. Located 12.6 mi (20.2 km) from the core of Chesterfield. Enjoy the deli and patio area.
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.