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5 Aug - 6 Aug
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Top 10 Chesterfield hotels and places to stay

The Inn At Crumpin Fox
Welcome to The Inn at Crumpin-Fox, set amidst a beautiful landscaped area with vibrant tulips.

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (308)
"Only place to stay if you’re playing Crumpin Fox CC. Perfect location for the course."
The price is ฿5,528
฿6,175 total
includes taxes & fees
6 Aug - 7 Aug
The Inn At Crumpin Fox
The Covered Bridge Inn
Experience the charm of The Covered Bridge Inn, nestled in a lush setting with a welcoming atmosphere.

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1006)
"Was great for the price "
The price is ฿5,819
฿6,401 total
includes taxes & fees
5 Sept - 6 Sept
The Covered Bridge Inn
Black Mountain Inn
Check the time from the central clock tower and enjoy a convenient entrance with a covered porch.

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (451)
"Staff was friendly and helpful. Beds were comfortable, room was clean, comfortable, and quiet."
The price is ฿3,657
฿4,023 total
includes taxes & fees
10 Aug - 11 Aug
Black Mountain Inn
Best Western Plus Keene Hotel
1 bedroom, premium bedding, individually decorated

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very good, (1007)
"Really enjoyed everything about my stay"
The price is ฿4,576
฿4,965 total
includes taxes & fees
24 Aug - 25 Aug
Best Western Plus Keene Hotel
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indulge in a variety of dishes, including cheese omelets and sandwiches, at our buffet.

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
8.8 out of 10, Excellent, (1002)
"Heated pool and view of the bay were great"
The price is ฿6,110
฿6,721 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Colonial Motel And Spa
Colonial Motel features a traditional design with a brick chimney and metal roof.

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1003)
"Always a pleasure to stay at the Colonial"
The price is ฿4,526
฿4,979 total
includes taxes & fees
18 Aug - 19 Aug
Colonial Motel And Spa
Riverside Hotel, Ascend Hotel Collection
Relax on the lakeside dock, surrounded by lush greenery and a tranquil atmosphere.

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (585)
"Quiet, clean, nice view."
The price is ฿4,919
฿5,337 total
includes taxes & fees
20 Aug - 21 Aug
Riverside Hotel, Ascend Hotel Collection
Travelodge by Wyndham Brattleboro VT
Welcome to our reception area, where friendly staff are available to assist with your stay. The reception desk offers a computer and telephone for your convenience.

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (687)
"Quiet, comfortable and dog friendly. Pleasant host at check in"
The price is ฿2,183
฿2,401 total
includes taxes & fees
6 Aug - 7 Aug
Travelodge by Wyndham Brattleboro VT
Days Inn by Wyndham Keene NH
Two double beds with blue bedding and a blue accent wall create a cozy atmosphere.

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1006)
"Great stay"
The price is ฿3,435
฿3,727 total
includes taxes & fees
24 Aug - 25 Aug
Days Inn by Wyndham Keene NH
Comfort Inn & Suites Brattleboro I-91
Relax in our inviting lobby, featuring a seating area with sofas and a reception desk with amenities.

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (664)
"Great place for a quick stay with my son on the way to Maine. "
The price is ฿4,535
฿4,988 total
includes taxes & fees
7 Aug - 8 Aug
Comfort Inn & Suites Brattleboro I-91
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
Fairfield Inn & Suites by Marriott Keene Downtown
Classic architecture meets modern comfort at this inviting hotel entrance.

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (727)
"Friendly, helpful staff. Old hotel in good condition. "
The price is ฿5,011
฿5,437 total
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn & Suites by Marriott Keene Downtown
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 ฿6,110
฿6,660 total
includes taxes & fees
10 Aug - 11 Aug
Windham Hill Inn
Hampton Inn Brattleboro
Enjoy a casual dining experience with a focus on comfort and convenience in our kitchen area.

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very good, (858)
"Great place for a quick over night stay. "
The price is ฿3,929
฿4,322 total
includes taxes & fees
4 Sept - 5 Sept
Hampton Inn Brattleboro
The Putney Inn
Welcome to The Putney Inn, a restaurant and motel with a warm and inviting sign.

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1008)
"Very enjoyable stay"
The Putney Inn
Keene Elm City Hotel, Ascend Hotel Collection
Relax by the pool surrounded by a spacious deck and lounge chairs.

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very good, (871)
"First time staying, won't be the last. "
The price is ฿4,044
฿4,388 total
includes taxes & fees
12 Aug - 13 Aug
Keene Elm City Hotel, Ascend Hotel Collection
Hampton Inn & Suites Keene
Welcome to the Granite State hotel, featuring a reception area and suite shop.

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (322)
"Keene NH Hampton was probaly the nicest Hampton I ever stayed at. Clean & friendly "
The price is ฿5,081
฿5,513 total
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn & Suites Keene
The White House Inn
Stunning chandelier suspended above a grand staircase with elegant white columns and arches.

The White House Inn

3.5 star property
9.2 out of 10, Wonderful, (216)
"Beautiful location and gorgeous property. "
The price is ฿8,601
฿10,313 total
includes taxes & fees
8 Aug - 9 Aug
The White House 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 ฿5,859
฿6,193 total
includes taxes & fees
6 Aug - 7 Aug
Centennial House
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 ฿9,528
฿10,481 total
includes taxes & fees
10 Aug - 11 Aug
Inn on Putney Road
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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Learn more about Chesterfield

This New Hampshire town sandwiched between Keen and Brattleboro has a large lake and tall mountain that make it stand out.

See all hotels in Chesterfield
Chesterfield which includes autumn leaves, forest scenes and tranquil scenes

Top Chesterfield Hotel Reviews

The Putney Inn

The Putney Inn

10/10 Excellent
"This hotel is very clean, and has a really helpful staff. Good shower, strong wi-fi. All for a very reasonable price."
Doug 2-night trip
Posted 4 days ago
The Putney Inn

Frequently asked questions

Where is the best place to stay in Chesterfield?

Colonial Motel And Spa, located 4.5 mi (7.3 km) from the heart of Chesterfield, is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Hampton Inn Brattleboro and Latchis Hotel. See all available top hotels, or vacation rentals in Chesterfield.

If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?

Yes! Most hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.

What are some accommodation options with pools in Chesterfield?

Colonial Motel And Spa: Features 2 indoor swimming pools, a children's pool and a sauna. Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel and Hampton Inn Brattleboro are a couple of other choices with an on-site pool. View all hotels with pools in Chesterfield.

What is staying in Chesterfield like?

Visitors can enjoy all that Chesterfield has to offer, including the shopping and restaurants. There are 507 hotels and other accommodation options in the surrounding area. Find out more about Chesterfield.

What should I see while I'm in Chesterfield?

Favourite places to visit include Asbury United Methodist Church, Pisgah State Park and Chesterfield Town Hall. You'll also find Spofford Lake and Madame Sherri Forest in the area. Take a look at what more there is to see and do in Expedia's Chesterfield guide.

What's the weather like in Chesterfield?

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.