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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured B&B in Chesterfield

Colonel Williams Inn
Stunning hotel set amidst a serene autumn landscape.

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (310)
"Excellent. Wonderful breakfast. "
The price is AU$245
includes taxes & fees
17 Aug - 18 Aug
Colonel Williams Inn
Centennial House
Enjoy meals in a beautifully lit dining area with arched windows and a view of the outdoors.

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (159)
"Lovely property and innkeepers, I was in the area for an event and hope to come back. "
The price is AU$295
includes taxes & fees
11 Aug - 12 Aug
Centennial House
The Carriage Barn Inn
Enjoy a meal with a view from this dining table near a window.

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 AU$287
includes taxes & fees
7 Sept - 8 Sept
The Carriage Barn Inn
Harvest Barn Inn
Enjoy a serene lake view from the balcony, where two Adirondack chairs await.

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."
The price is AU$272
includes taxes & fees
20 Aug - 21 Aug
Harvest Barn Inn
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 AU$339
includes taxes & fees
10 Aug - 11 Aug
Green River Bridge Inn
Inn on Putney Road
Classic two-story house with a gabled roof and symmetrical facade, surrounded by a well-maintained garden and a white fence.

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 AU$498
includes taxes & fees
10 Aug - 11 Aug
Inn on Putney Road
Deerfield Valley Inn
Surrounded by snow-covered trees, this serene winter scene offers a peaceful retreat.

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (54)
"I liked that it was right on the scenic route"
Deerfield Valley Inn
Windham Hill Inn
Guests can enjoy a serene view of the surrounding landscape from this outdoor deck.

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 AU$304
includes taxes & fees
12 Aug - 13 Aug
Windham Hill Inn
Chesterfield Inn
Cozy living room with a rustic fireplace, large windows, and classic furnishings.

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (104)
"Great stay"
The price is AU$502
includes taxes & fees
12 Aug - 13 Aug
Chesterfield Inn
The One Cat B&B
Stroll through the serene garden, surrounded by vibrant blooms and a whimsical cat-themed sign.

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 AU$344
includes taxes & fees
24 Aug - 25 Aug
The One Cat B&B
The Engel House
Guests can enjoy a warm welcome on the porch with outdoor seating.

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
Relax in this stylish room with two armchairs, a coffee table, and a large window overlooking a charming view.

Four Columns Inn

3.0 star property
8.8 out of 10, Excellent, (3)
"Friendliest Staff Ever!"
Four Columns Inn
Deerhill Inn
Stunning two-story house with a front porch and stone wall, set amidst a lush lawn.

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 AU$314
includes taxes & fees
18 Aug - 19 Aug
Deerhill Inn
The Brattleboro
Hiking

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
Deerfield Valley Inn - Suite Room
Cozy living room with a fireplace, sofa, and armchair, perfect for relaxing after a day outdoors.

Deerfield Valley Inn - Suite Room

Deerfield Valley Inn - Suite Room
Deluxe Room with Fireplace Room 2
Relax in a warm and inviting space with a large bed, comfortable armchair, and cozy fireplace.

Deluxe Room with Fireplace Room 2

Deluxe Room with Fireplace Room 2
Deluxe Room with Fireplace Room 1
Enjoy a comfortable stay in this well-appointed space with a large bed, ceiling fan, and fireplace.

Deluxe Room with Fireplace Room 1

Deluxe Room with Fireplace Room 1
Deerfield Valley Inn - Deluxe Room with Fireplace Room 4
Classic bedroom with a large bed, bedside tables, and a ceiling fan.

Deerfield Valley Inn - Deluxe Room with Fireplace Room 4

Deerfield Valley Inn - Deluxe Room with Fireplace Room 4
Deerfield Valley Inn - Budget Club Room 3
Cozy bedroom with a sloped ceiling, featuring a central bed with a patterned bedspread and bedside table.

Deerfield Valley Inn - Budget Club Room 3

Deerfield Valley Inn - Budget Club Room 3
Deerfield Valley Inn - Deluxe Room with Fireplace Room 8
Classic bedroom with a large bed, nightstands, and a sofa, set against a dark floral wallpaper backdrop.

Deerfield Valley Inn - Deluxe Room with Fireplace Room 8

Deerfield Valley Inn - Deluxe Room with Fireplace Room 8
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 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: Green River Bridge Inn: 4 rooms. 12.6 mi (20.2 km) from the heart of Chesterfield. Enjoy the snack bar/deli and patio area. Centennial House: 5 rooms. 13.2 mi (21.2 km) from the city centre. Enjoy the free full breakfast and unique decor. The Carriage Barn Inn: 4 rooms. Situated 10.2 mi (16.4 km) from the heart of Chesterfield. Harvest Barn Inn: 7 rooms. 18.1 mi (29.1 km) from the city centre. Enjoy the free full breakfast and patio area. 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.