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Top hotels and accommodation in Chesterfield

Free daily on-the-go breakfast
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, (1000)
"Friendly, efficient staff and a very clean and nice room"
United States
Margaret
Travelling for leisure and business
The price is AU$252
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
8.6 out of 10, Excellent, (737)
"Room was clean and well maintained"
United States
John
Travelling with family
The price is AU$191
includes taxes & fees
18 Dec - 19 Dec
Comfort Inn & Suites Brattleboro I-91
Sun deck
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (628)
"Clean, well decorated, comfortable and spacious rooms."
United States
Juan
Travelling with partner
The price is AU$249
includes taxes & fees
6 Jan - 7 Jan 2026
Riverside Hotel, an Ascend Collection Hotel
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very good, (1000)
"Nice clean place, great staff and one of the best breakfast rooms I have found."
United States
Raymond
Travelling for leisure and business
The price is AU$227
includes taxes & fees
9 Dec - 10 Dec
Best Western Plus Keene Hotel
Seasonal outdoor pool
Farm Road Estate

Farm Road Estate

3.0 star property
West Dover
10.0 out of 10, Exceptional, (77)
"the room/bed everything is so comfortable and the place is beautiful."
United States
Julienne
Farm Road Estate
Interior detail
The White House Inn

The White House Inn

3.5 star property
Wilmington
9.2 out of 10, Wonderful, (260)
"super comfortable bed, nice linens."
United States
agata
Travelling with family
The price is AU$274
includes taxes & fees
4 Jan - 5 Jan 2026
The White House Inn
Free breakfast
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very good, (924)
"Rooms were clean and comfortable"
United States
Sharon
Travelling with family
The price is AU$237
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Brattleboro
Reception
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (352)
"Clean rooms, polite staff and nice dinning area"
United States
Nchabanu
The price is AU$241
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn & Suites Keene
Exterior
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, (755)
"Amazing staff and a very clean and unique room."
United States
Christopher
Travelling for business
The price is AU$294
includes taxes & fees
1 Jan - 2 Jan 2026
Fairfield Inn & Suites by Marriott Keene Downtown
Front of property
Colonel Williams Inn

Colonel Williams Inn

3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (340)
"Our room was very comfortable and clean."
United States
Rose
Travelling for leisure
The price is AU$240
includes taxes & fees
17 Dec - 18 Dec
Colonel Williams Inn
Front of property
Black Mountain Inn

Black Mountain Inn

2.0 star property
Brattleboro
7.4 out of 10, Good, (474)
"My room was clean, comfortable and it was very nice to be able to have my dog!"
United States
Ashley
The price is AU$169
includes taxes & fees
9 Dec - 10 Dec
Black Mountain Inn
Porch
Harvest Barn Inn

Harvest Barn Inn

3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (244)
"Bellows Falls has a lot of great shops, restaurants, and a vibrant art community."
United States
Jim
Travelling for leisure and business
Harvest Barn Inn
Indoor pool
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, (958)
"Perfect spot for a quick overnight- clean and conveniently located!"
United States
Danielle
Travelling with family
The price is AU$178
includes taxes & fees
28 Dec - 29 Dec
Keene Elm City Hotel, an Ascend Collection Hotel
Deluxe Chalet
Vikings Villages Resort

Vikings Villages Resort

2.0 star property
Guilford
10.0 out of 10, Exceptional, (153)
"Clean room, friendly staff, easy access."
United States
Michael
Travelling for leisure
The price is AU$357
includes taxes & fees
9 Dec - 10 Dec
Vikings Villages Resort
Exterior
The Burrell House

The Burrell House

2.5 star property
Keene
9.6 out of 10, Exceptional, (155)
"Easy check in and out, great location, clean and beautiful room!"
United States
Alexandra
Travelling with partner
The Burrell House
Exterior
Deerhill Inn

Deerhill Inn

3.5 star property
West Dover
9.6 out of 10, Exceptional, (224)
"the room was very clean, beautiful and comfortable"
United States
Danaly
Travelling with family
The price is AU$333
includes taxes & fees
21 Dec - 22 Dec
Deerhill Inn
Free daily full breakfast
Centennial House

Centennial House

3.5 star property
Northfield
9.6 out of 10, Exceptional, (173)
"we enjoyed the large bathroom with big bathtub"
United States
Kristi
Travelling with family
The price is AU$314
includes taxes & fees
26 Dec - 27 Dec
Centennial House
Front of property
The Inn At Crumpin Fox

The Inn At Crumpin Fox

2.5 star property
Bernardston
9.2 out of 10, Wonderful, (343)
"The rooms were lovely, clean, and comfortable."
United States
Michael
Travelling solo
The price is AU$220
includes taxes & fees
9 Dec - 10 Dec
The Inn At Crumpin Fox
Reception
Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

3.0 star property
Keene
8.8 out of 10, Excellent, (1003)
"Always clean and comfortable room with friendly and helpful staff."
United States
Shannon
Travelling with partner
The price is AU$294
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Keene Downtown
Exterior
Inn on Putney Road

Inn on Putney Road

4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56)
"A 15 minute walk excellent to restaurants and art galleries."
United States
Gianfranco
Travelling solo
The price is AU$389
includes taxes & fees
1 Jan - 2 Jan 2026
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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Stay near popular Chesterfield attractions

Asbury United Methodist Church

You can learn about the history of Chesterfield when you stop by Asbury United Methodist Church. Amble around the area's riverfront or seek out its ski slopes.
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Chesterfield Town Hall

After visiting Chesterfield Town Hall, make a plan to see the other sights and activities in Chesterfield. Make some time to visit the shops while you're in the area.
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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.

See all hotels in Chesterfield
Chesterfield featuring autumn colours, building ruins and forests

Top Chesterfield Hotel Reviews

Recent Reviews in Chesterfield

The White House Inn

The White House Inn

10/10 Excellent
"Retro and sweet. Nice staff. No elevator. "
Christine 2-night trip
Posted 6 days ago
The White House Inn

More cheap accommodation in Chesterfield

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
The price is AU$157 per night from 31 Dec to 1 Jan
AU$157
31 Dec - 1 Jan 2026
includes taxes & fees
7/10 Good! (1,005 reviews)

Frequently asked questions

Where is the best place to stay in Chesterfield?
Hampton Inn Brattleboro, located 4.2 mi (6.7 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 Best Western Plus Keene Hotel. See all available top hotels, or vacation rentals in Chesterfield.
What are some of the best holiday rentals that Chesterfield has to offer?
Beautiful Custom Built Timber Frame Home, Sleeps 11: This holiday home rental outside of Chesterfield is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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 is staying in Chesterfield like?
Visitors can enjoy all that Chesterfield has to offer, including the shopping and restaurants. There are 518 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 Chesterfield Gorge Natural Area 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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