Chesterfield Hotels from S$99

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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, (15 reviews)
"Picturesque, family run bed and breakfast."
United States
Jay
The price is S$197
includes taxes & fees
24 Feb - 25 Feb
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, (986 reviews)
"Staff were great place was clean and nice. "
United States
Alex
The price is S$143
includes taxes & fees
24 Feb - 25 Feb
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, (948 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is S$159
includes taxes & fees
1 Mar - 2 Mar
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, (1,000 reviews)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is S$111
includes taxes & fees
25 Feb - 26 Feb
Days Inn by Wyndham Keene NH

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (850 reviews)
"Great room, friendly & helpful staff, plus a great location in the community"
United States
Jude
The price is S$158
includes taxes & fees
15 Mar - 16 Mar
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, (1,001 reviews)
"Very clean room and super friendly staff!"
United States
Joanne
The price is S$211
includes taxes & fees
26 Feb - 27 Feb
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, (1,006 reviews)
"Really clean hotel, friendly staff and great location."
United States
Aaron
The price is S$248
includes taxes & fees
2 Mar - 3 Mar
Courtyard by Marriott Keene Downtown

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (767 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is S$165
includes taxes & fees
4 Mar - 5 Mar
Comfort Inn & Suites Brattleboro I-91

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (765 reviews)
"Everything was clean, comfortable and the staff quite conversational"
United States
Diane
The price is S$246
includes taxes & fees
6 Mar - 7 Mar
Fairfield Inn & Suites by Marriott Keene Downtown

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (170 reviews)
"Great place and very clean!!"
United States
Emil
The price is S$283
includes taxes & fees
24 Mar - 25 Mar
Vikings Villages Resort

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,004 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is S$153
includes taxes & fees
24 Feb - 25 Feb
Best Western Plus Keene Hotel

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (639 reviews)
"Scenic balcony. Friendly staff. We had a lovely stay. "
United States
Travis
The price is S$209
includes taxes & fees
25 Mar - 26 Mar
Riverside Hotel, an Ascend Collection Hotel

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 S$327
includes taxes & fees
4 Mar - 5 Mar
Inn on Putney Road

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (366 reviews)
"Clean, comfortable. "
United States
Jacklyn
The price is S$228
includes taxes & fees
22 Mar - 23 Mar
Hampton Inn & Suites Keene

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (158 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

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,003 reviews)
"Easy check in and good parking"
United States
nicholas
The price is S$99
includes taxes & fees
24 Feb - 25 Feb
The Covered Bridge Inn

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (349 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is S$200
includes taxes & fees
25 Feb - 26 Feb
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$201
includes taxes & fees
26 Feb - 27 Feb
The One Cat B&B

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (484 reviews)
"Instant check-in and check-out Very responsive and friendly staff. Clean and well maintained. Everything you need is provided. The room is spacious, and the beds are comfortable."
United States
Olga
The price is S$153
includes taxes & fees
25 Feb - 26 Feb
Black Mountain Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (169 reviews)
"Very helpful and welcoming host. "
United States
Bruce
The price is S$208
includes taxes & fees
4 Mar - 5 Mar
The Carriage Barn Inn
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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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?
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 Comfort Inn & Suites Brattleboro I-91 and Hampton Inn Brattleboro. 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 534 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, Chesterfield Town Hall and Pisgah State Park. You'll also find Spofford Lake and Actors Theatre Playhouse 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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