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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Chesterfield bed & breakfast

Porch
Harvest Barn Inn

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (245 reviews)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
Harvest Barn Inn
Land view from property
Four Columns Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (18 reviews)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn
Free daily continental breakfast
The Carriage Barn Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (167 reviews)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is AU$202
includes taxes & fees
11 Jan - 12 Jan
The Carriage Barn Inn
Front of property
The One Cat B&B

The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (78 reviews)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
United States
Cara
The price is AU$213
includes taxes & fees
12 Jan - 13 Jan
The One Cat B&B
Front of property
Colonel Williams Inn

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (342 reviews)
"Absolutely stunning bed and breakfast! The room and facilities were clean and welcoming. We really enjoyed the decorations and details of the house. The breakfast was delicious! Will definitely be coming back next time we are in town for ski! Highly recommended staying at Colonel Williams! "
United States
Ekaterina
The price is AU$244
includes taxes & fees
10 Feb - 11 Feb
Colonel Williams Inn
Free daily full breakfast
Centennial House

Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (173 reviews)
"great proprietors beautiful vintage home excellent breakfast"
United States
JAMES
The price is AU$297
includes taxes & fees
1 Feb - 2 Feb
Centennial House
Exterior
Deerfield Valley Inn

Deerfield Valley Inn

Deerfield Valley Inn
3.0 star property
West Dover
9.6 out of 10, Exceptional, (95 reviews)
"Staff was great and the location is very close to the ski area. Cozy atmosphere at hotel."
Canada
Shane
Deerfield Valley Inn
Exterior
Inn on Putney Road

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56 reviews)
"wonderful atmosphere, great breakfast, friedly staff, great location"
United States
Kurt
The price is AU$385
includes taxes & fees
11 Jan - 12 Jan
Inn on Putney Road
Room, 1 Queen Bed, Garden View | Mountain view
Windham Hill Inn

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.4 out of 10, Very good, (38 reviews)
"Did not use"
United States
Douglas
The price is AU$289
includes taxes & fees
12 Jan - 13 Jan
Windham Hill Inn
Exterior
The Engel House

The Engel House

The Engel House
3.0 star property
Jacksonville
9.2 out of 10, Wonderful, (17 reviews)
"The perfect Vermont Bed and Breakfast. "
United States
Lee
The Engel House
Front of property – evening/night
Chesterfield Inn

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104 reviews)
"Great stay"
United States
Wayne
The price is AU$498
includes taxes & fees
13 Jan - 14 Jan
Chesterfield Inn
Exterior
Deerhill Inn

Deerhill Inn

Deerhill Inn
3.5 star property
West Dover
9.6 out of 10, Exceptional, (226 reviews)
"Super clean and well appointed room. Lovely greeting "
United States
Kathleen
The price is AU$316
includes taxes & fees
12 Jan - 13 Jan
Deerhill Inn
Outdoor dining
Private bedroom in the Green River Bridge Inn. A full breakfast is included.

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

Private bedroom in the Green River Bridge Inn. A full breakfast is included.
Guilford
The price is AU$518
includes taxes & fees
16 Jan - 17 Jan
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

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"Clean. Friendly staff. Corn Chowder in the lobby!"
Margaret 1-night trip
Posted 4 days ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Find out more about Chesterfield

Chesterfield B&B information

Number of reviews
1,345
Accommodation
29 B&B
Lowest Price
AU$202
Highest Price
AU$518

Frequently asked questions

Searching for B&Bs in Chesterfield?
Whether you're on a family holiday and want a small, cosy place to stay, or you're travelling solo and hoping to get some tips from locals, a B&B might be the right choice for your trip. 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 a good option for your stay?
With attentive service, an atmosphere suited to mingling with other guests and delectable breakfasts, B&Bs offer a one-of-a-kind setting.
What are the top B&Bs in Chesterfield?
Here are some well-liked B&Bs in the surrounding area: Four Columns Inn: 15 rooms. 11.6 mi (18.7 km) from the heart of Chesterfield. Enjoy the unique decor and bar/lounge. Colonel Williams Inn: 9 rooms. Located 12.4 mi (20 km) from the core of Chesterfield. Enjoy the local cuisine breakfast and library.
When should I stay at a B&B in Chesterfield?
When you're dreaming of a escape to Chesterfield, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Chesterfield are January, March, November and February, with each month seeing an average of 23 cm 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 could visit 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) away from the city centre. Otherwise, you can search for flights to Manchester, NH (MHT-Manchester-Boston Regional), which is 52.3 mi (84.2 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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