Chesterfield Hotels from €62 - Fully Refundable Options

Top 10 trending Chesterfield hotels

"Retreat like, very quiet with beautiful surroundings!"

includes taxes & fees

12 Aug - 13 Aug

"The bed was super comfortable and the sheets were very soft and also comfortable. "

includes taxes & fees

12 Aug - 13 Aug

"Very comfortable and affordable room for late night traveling and just needing a place to rest before hitting the road again. "

includes taxes & fees

15 Aug - 16 Aug

1 bedroom, premium bedding, individually decorated

"Really enjoyed everything about my stay"

includes taxes & fees

14 Aug - 15 Aug

"Good room, great breakfast options "

includes taxes & fees

17 Aug - 18 Aug

"Lovely, and very peaceful stay nestled beside the Connecticut River"

includes taxes & fees

20 Aug - 21 Aug

"Quiet, comfortable and dog friendly. Pleasant host at check in"

includes taxes & fees

12 Aug - 13 Aug

"Great place for a quick stay with my son on the way to Maine. "

includes taxes & fees

17 Aug - 18 Aug

"Always a pleasure to stay at the Colonial"

includes taxes & fees

12 Aug - 13 Aug

In-room safe, desk, blackout curtains, iron/ironing board

"Great stay"

includes taxes & fees

31 Aug - 1 Sept

"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. "

includes taxes & fees

12 Aug - 13 Aug

"Very enjoyable stay"

"I liked that it was right on the scenic route"

"Great place for a quick over night stay. "

includes taxes & fees

4 Sept - 5 Sept

"Loved our stay from the seamless staff checkin to the large, quiet room, to the ease of the parking lot to a great breakfast. Who could ask for more. Keene is a sweet area to window shop & find great dining & cocktail experiences. "

includes taxes & fees

31 Aug - 1 Sept

"Staff were friendly, room clean and comfortable "

includes taxes & fees

18 Aug - 19 Aug

"Great hotel with friendly staff"

includes taxes & fees

1 Sept - 2 Sept

"Beautiful location and gorgeous property. "

includes taxes & fees

6 Sept - 7 Sept

"The folks were nice and accommodating. The breakfast was absolutely fantastically delicious. We would recommend this B&B to all our family and friends."

includes taxes & fees

13 Aug - 14 Aug

"Lovely property and innkeepers, I was in the area for an event and hope to come back. "

includes taxes & fees

13 Aug - 14 Aug

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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

Latchis Hotel

10/10 Excellent

"Excellent location! Clean and good parking. Could have better lighting for reading in room."

Hampton Inn Brattleboro

10/10 Excellent

"Hotel Review: Hampton Inn – A Seamless Stay with Exceptional Service I recently stayed at the Hampton Inn and was thoroughly impressed by the level of service and hospitality from start to finish. From the moment I walked in, the front desk staff made me feel genuinely welcome. Check-in was quick, and they even offered complimentary bottled water and local dining recommendations, which was a thoughtful touch. The room was spotless, well-stocked, and comfortable — exactly what you’d hope for after a long day of travel. The housekeeping team clearly takes pride in their work. I also appreciated the small details, like plenty of charging ports, crisp bedding, and a quiet HVAC system. What truly stood out, though, was the service. Every staff member I interacted with was friendly, helpful, and professional. Whether it was a late-night request for extra towels or early morning coffee in the lobby, they handled everything with a smile and prompt attention. Breakfast was fresh and well-organized, with a good mix of hot and cold options. The dining area was clean and constantly replenished, even during peak hours — another example of the staff going above and beyond. Overall, this Hampton Inn exceeded expectations. It’s a great value with top-tier customer service that rivals more expensive hotels. I wouldn’t hesitate to stay here again or recommend it to anyone traveling through the area."

Best Western Plus Keene Hotel

10/10 Excellent

"We were completely stunned with how wonderful this hotel was from top to bottom. The staff was very friendly and accommodating (they let us have a 1 hour late check out with no charge), the breakfast was fantastic (best I’d ever had in a hotel that offers it free), it was extremely clean, and the attention to detail was amazing. This hotel should have reviews over 9.0!"

Vikings Villages Resort

10/10 Excellent

"We stayed in August air-conditioning was as cold as you wanted it to be and we like it cold! Inside it was quiet couldn’t hear any outside noise outside. It was peaceful and serene. Beautiful places to sit and enjoy the outside and the sheep honestly one of the nicest places I’ve stayed at in a very long time Five star quality space all around we kept remarking about the cabin how nice the build was and the materials used. Highly recommend. Also close to Brattleboro for dinner and shopping and a nice lake for swimming and an adorable ice cream store 2 miles away."

More cheap stays in Chesterfield

The Covered Bridge Inn

1043 Putney Road, Brattleboro, VT

€142

15 Aug - 16 Aug

includes taxes & fees

7.8/10 Good! (1,001 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Near an Attraction

More top Chesterfield Hotels

See a list of all hotels 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 Hampton Inn Brattleboro and Keene Elm City Hotel, Ascend Hotel Collection. 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 503 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.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Chesterfield Hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chesterfield

Check prices for these dates

Filter by

Top 10 trending Chesterfield hotels

The Inn At Crumpin Fox

The Inn At Crumpin Fox

Black Mountain Inn

Black Mountain Inn

The Covered Bridge Inn

The Covered Bridge Inn

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Riverside Hotel, Ascend Hotel Collection

Riverside Hotel, Ascend Hotel Collection

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

Colonial Motel And Spa

Colonial Motel And Spa

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

Windham Hill Inn

Windham Hill Inn

The Putney Inn

The Putney Inn

Deerfield Valley Inn

Deerfield Valley Inn

Hampton Inn Brattleboro

Hampton Inn Brattleboro

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

The White House Inn

The White House Inn

Inn on Putney Road

Inn on Putney Road

Centennial House

Centennial House

Learn more about Chesterfield

Top Chesterfield Hotel Reviews

Latchis Hotel

More cheap stays in Chesterfield

More cheap stays in Chesterfield

The Covered Bridge Inn

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Near an Attraction

Hotels Near Chesterfield, New Hampshire

More top Chesterfield Hotels

Expedia's Latest Trends

Frequently asked questions