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4 Aug - 5 Aug
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8 Aug - 10 Aug
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Top 10 trending Chesterfield hotels

The Inn At Crumpin Fox
Front of property

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 €164
includes taxes & fees
13 Aug - 14 Aug
The Inn At Crumpin Fox
The Covered Bridge Inn
Exterior detail

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1006)
"Was great for the price "
The price is €171
includes taxes & fees
8 Aug - 9 Aug
The Covered Bridge Inn
Black Mountain Inn
Front of property

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (450)
"Staff was friendly and helpful. Beds were comfortable, room was clean, comfortable, and quiet."
The price is €107
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)
"Great place!"
The price is €133
includes taxes & fees
24 Aug - 25 Aug
Best Western Plus Keene Hotel
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Free daily on-the-go breakfast

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 €179
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1002)
"Always a pleasure to stay at the Colonial"
The price is €133
includes taxes & fees
6 Aug - 7 Aug
Colonial Motel And Spa
Riverside Hotel, Ascend Hotel Collection
Sun deck

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (585)
"It was like staying in a page of Better Homes & Gardens :)"
The price is €142
includes taxes & fees
11 Aug - 12 Aug
Riverside Hotel, Ascend Hotel Collection
Travelodge by Wyndham Brattleboro VT
Reception

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 €68
includes taxes & fees
6 Aug - 7 Aug
Travelodge by Wyndham Brattleboro VT
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout curtains, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1005)
"Great stay"
The price is €99
includes taxes & fees
24 Aug - 25 Aug
Days Inn by Wyndham Keene NH
Comfort Inn & Suites Brattleboro I-91
Lobby

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 €132
includes taxes & fees
6 Aug - 7 Aug
Comfort Inn & Suites Brattleboro I-91
Deerfield Valley Inn
Exterior

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
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (726)
"Friendly, helpful staff. Old hotel in good condition. "
The price is €145
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn & Suites by Marriott Keene Downtown
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 €178
includes taxes & fees
7 Aug - 8 Aug
Windham Hill Inn
Hampton Inn Brattleboro
Free breakfast

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 €115
includes taxes & fees
4 Sept - 5 Sept
Hampton Inn Brattleboro
The Putney Inn
Exterior

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
Indoor pool

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very good, (870)
"Staff are very nice. Free breakfast appreciated!"
The price is €117
includes taxes & fees
10 Aug - 11 Aug
Keene Elm City Hotel, Ascend Hotel Collection
Hampton Inn & Suites Keene
Reception

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 €147
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn & Suites Keene
The White House Inn
Interior detail

The White House Inn

3.5 star property
9.2 out of 10, Wonderful, (216)
"Beautiful location and gorgeous property. "
The price is €274
includes taxes & fees
8 Aug - 9 Aug
The White House Inn
Centennial House
Free daily full breakfast

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (158)
"Lovely property and innkeepers, I was in the area for an event and hope to come back. "
The price is €165
includes taxes & fees
6 Aug - 7 Aug
Centennial House
Inn on Putney Road
Exterior

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 €280
includes taxes & fees
6 Aug - 7 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 tranquil scenes, forest scenes and autumn colours

Top Chesterfield Hotel Reviews

Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

10/10 Excellent
"The hotel was very easy to get to, the staff was very friendly and helpful! The room was clean, well-kept and perfectly sized for my needs! The shower was amazing!"
Brandi 3-night trip
Posted 1 day ago
Keene Elm City Hotel, Ascend Hotel Collection

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.

What are some of the best holiday rentals that Chesterfield has to offer?

Lovely 2nd Floor Apartment: This holiday home rental outside of Chesterfield offers a garden, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. See all 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.