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Our top choices for Chesterfield bed & breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (171 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is AU$207
includes taxes & fees
15 Apr - 16 Apr
The Carriage Barn Inn

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (257 reviews)
"Staff were wonderful, food was excellent, environment was peaceful, everything was clean and in decent condition."
United States
Charles
The price is AU$192
includes taxes & fees
14 Apr - 15 Apr
Harvest Barn Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful location and nice staff."
United States
Cynthia
The price is AU$197
includes taxes & fees
12 Apr - 13 Apr
Four Columns Inn

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (350 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is AU$228
includes taxes & fees
26 Apr - 27 Apr
Colonel Williams Inn

The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (79 reviews)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
United States
Cara
The price is AU$385
includes taxes & fees
13 Apr - 14 Apr
The One Cat B&B

Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (115 reviews)
"Great location Host Oz cooked up a great breakfast Room was fine for one person "
United States
michael
The price is AU$150
includes taxes & fees
3 May - 4 May
Deerfield Valley Inn

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (57 reviews)
"Room was super clean and the hosts are excellent. "
United States
Joe
The price is AU$388
includes taxes & fees
12 Apr - 13 Apr
Inn on Putney Road

Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (174 reviews)
"great proprietors beautiful vintage home excellent breakfast"
United States
JAMES
The price is AU$244
includes taxes & fees
7 May - 8 May
Centennial House

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.4 out of 10, Very good, (40 reviews)
"We had a fantastic room! Staff was very friendly and accommodating. Though we visited during peak foliage season, we’ll be trying to book again in the near future to try out the pool."
United States
J
The price is AU$262
includes taxes & fees
22 Apr - 23 Apr
Windham Hill Inn

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (105 reviews)
"Great stay"
United States
Wayne
The price is AU$461
includes taxes & fees
20 Apr - 21 Apr
Chesterfield Inn

Deerhill Inn

Deerhill Inn
3.5 star property
West Dover
9.6 out of 10, Exceptional, (228 reviews)
"Such a quaint Bed & Breakfast! The Innkeepers are so friendly and welcoming. Each room is individually decorated making it cozy and inviting with fireplaces in each room! So many details! Wonderful homemade breakfast included! Will definitely be back!!!"
United States
carlene
Deerhill Inn

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$483
includes taxes & fees
22 Apr - 23 Apr
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

Find out more about Chesterfield

Chesterfield B&B information

Number of reviews
1,148
Accommodation
27 B&B
Lowest Price
AU$150
Highest Price
AU$483

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 B&Bs in the area: Four Columns Inn: 15 rooms. 11.6 mi (18.7 km) from the heart of Chesterfield. Enjoy the unique decor and on-site dining. Colonel Williams Inn: 9 rooms. 12.4 mi (20 km) from the city centre. Enjoy the local cuisine breakfast and library. Harvest Barn Inn: 7 rooms. 18.1 mi (29.1 km) from the city centre. Enjoy the free full breakfast and patio area.
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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