Chesterfield Hotels from S$113

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Our top choices for Chesterfield hotels

Inn at Valley Farms

Inn at Valley Farms
2.0 star property
Walpole
10.0 out of 10, Exceptional, (14 reviews)
"Picturesque, family run bed and breakfast."
United States
Jay
The price is S$214
includes taxes & fees
15 Jan - 16 Jan
Inn at Valley Farms

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very good, (978 reviews)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is S$167
includes taxes & fees
15 Jan - 16 Jan
Keene Elm City Hotel, an Ascend Collection Hotel

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (935 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is S$208
includes taxes & fees
20 Jan - 21 Jan
Hampton Inn Brattleboro

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,002 reviews)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is S$113
includes taxes & fees
16 Jan - 17 Jan
Days Inn by Wyndham Keene NH

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very good, (843 reviews)
"Room was very clean and the hotel staff were very friendly! Hotel is attached to a movie theater which is great!"
United States
Jaime
The price is S$166
includes taxes & fees
21 Jan - 22 Jan
Latchis Hotel

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,007 reviews)
"The hotel was very clean. Staff was extremely friendly and helpful."
United States
Stephanie
The price is S$216
includes taxes & fees
29 Jan - 30 Jan
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,002 reviews)
"Very comfortable and clean."
United States
Christina
The price is S$251
includes taxes & fees
21 Jan - 22 Jan
Courtyard by Marriott Keene Downtown

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,000 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is S$194
includes taxes & fees
18 Jan - 19 Jan
Best Western Plus Keene Hotel

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (758 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is S$176
includes taxes & fees
29 Jan - 30 Jan
Comfort Inn & Suites Brattleboro I-91

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
Keene
8.8 out of 10, Excellent, (759 reviews)
"Everything was clean, comfortable and the staff quite conversational"
United States
Diane
The price is S$244
includes taxes & fees
21 Jan - 22 Jan
Fairfield Inn & Suites by Marriott Keene Downtown

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (156 reviews)
"It was wonderful & staff was great! I loved staying here!"
United States
Leticia
The price is S$312
includes taxes & fees
20 Jan - 21 Jan
Vikings Villages Resort

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
"Easy check in and good parking"
United States
nicholas
The price is S$119
includes taxes & fees
18 Jan - 19 Jan
The Covered Bridge Inn

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (635 reviews)
"Scenic balcony. Friendly staff. We had a lovely stay. "
United States
Travis
The price is S$225
includes taxes & fees
21 Jan - 22 Jan
Riverside Hotel, an Ascend Collection Hotel

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (363 reviews)
"Room is very clean , breakfast is good and fresh .coffee serve well all time . Will back to stay again . "
United States
Raymond
The price is S$239
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn & Suites Keene

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156 reviews)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House

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 S$332
includes taxes & fees
20 Jan - 21 Jan
Inn on Putney Road

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 S$205
includes taxes & fees
27 Jan - 28 Jan
Colonel Williams Inn

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 S$191
includes taxes & fees
20 Jan - 21 Jan
The One Cat B&B

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (477 reviews)
"Room looked good. Wish they have shampoo. Only one soap. Nice shower pressure. Would visit again "
United States
Miles
The price is S$156
includes taxes & fees
20 Jan - 21 Jan
Black Mountain Inn

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,002 reviews)
"Great location and service "
United States
Paul
The price is S$198
includes taxes & fees
18 Jan - 19 Jan
Colonial Motel And Spa
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Stay near popular Chesterfield attractions

Learn more about Chesterfield

Tucked along the Connecticut River, this charming New England town offers peaceful kayaking and hiking trails through Pisgah State Park. Spend summer days swimming at Spofford Lake, where local families gather for picnics and the annual Old Home Day celebrations.

Chesterfield featuring autumn colours, forests and a ruin

Top Chesterfield Hotel Reviews

More cheap stays in Chesterfield

Frequently asked questions

Where is the best place to stay in Chesterfield?
The Covered Bridge Inn, located 4.4 mi (7.1 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 The White House Inn and Comfort Inn & Suites Brattleboro I-91. 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 is staying in Chesterfield like?
Visitors can enjoy all that Chesterfield has to offer, including the shopping and restaurants. There are 533 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 Sherris Castle Ruins 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.

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