𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chesterfield from RM370 (2026) - Fully Refundable Options

A rural landscape with a grassy field, a dirt path, and a hill covered with autumn-colored trees.

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Our top choices for Chesterfield hotels

A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.

A spacious lobby with modern furniture, a large digital map display, and a high ceiling with geometric lighting.

A hotel entrance with a modern design, featuring a prominent entrance canopy and stone pillars.

A hotel room with two beds, a microwave, a coffee maker, and a small kitchenette.

1. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Marnie

RM684

RM752 total

includes taxes & fees

13 Sept - 14 Sept

A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

A lobby with wooden paneling, a fireplace, and two green armchairs.

A spacious lobby with a stone wall, a reception desk, and a large window.

A modern dining area with a large table and chairs, a kitchen in the background, and a stone accent wall.

2. Hampton Inn Brattleboro

Brattleboro

Timothy

RM494

RM544 total

includes taxes & fees

13 Sept - 14 Sept

A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

An indoor swimming pool with a tiled deck, safety signs, and a few chairs.

A hotel room with a sofa, a coffee table, a chair, a desk, and a lamp.

A hotel room with a bed, a sofa, a desk, and a chair. There are three framed pictures on the wall.

3. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Ellen

RM478

RM526 total

includes taxes & fees

13 Sept - 14 Sept

A hotel with a clock tower, a parking lot, and a well-maintained garden.

A building entrance with a white door, number 959, and a small porch area decorated with pumpkins, flowers, and scarecrows.

A swimming pool with lounge chairs and a covered umbrella.

A hotel room with a bed, two bedside lamps, a nightstand, a chair, and a small table.

4. Black Mountain Inn

Brattleboro

Robert

RM410

RM450 total

includes taxes & fees

7 Sept - 8 Sept

A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

A grassy field with a playground and trees in the background.

A two-story white house with a front porch and a garage, surrounded by lush greenery.

A hotel room with two beds, a desk, and a TV.

5. The Putney Inn

Putney

JANE

RM440

RM484 total

includes taxes & fees

6 Sept - 7 Sept

A dock extending into a lake with a grassy area in the foreground and trees in the background.

A living room with a sofa, armchair, and round table, a bedroom with a bed and nightstands, and large windows with curtains.

A spacious living room with a large window, a patterned rug, and multiple seating options including a sofa and armchairs.

A building with a large balcony overlooking a body of water, a bridge in the foreground, and trees with autumn foliage.

6. Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

Jason

RM650

RM705 total

includes taxes & fees

29 Sept - 30 Sept

A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.

A multi-story motel with a parking lot, several vehicles parked, and a tree in the foreground.

A sign for The Covered Bridge Inn with a welcome message.

A hotel room with two beds, a nightstand, a lamp, a painting of a cabin, and a door.

7. The Covered Bridge Inn

Brattleboro

VINCENT JOEL

RM489

RM538 total

includes taxes & fees

7 Sept - 8 Sept

A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.

A modern fitness center with cardio machines, weightlifting equipment, and a large mirror.

A hotel room with a bed, a desk, a chair, a wooden door, and a window.

An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.

8. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

David

RM691

RM750 total

includes taxes & fees

14 Sept - 15 Sept

A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.

A hotel room with a large bed, two smaller beds, a desk with a TV, a chair, and a view of the outdoors.

A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

A covered outdoor area with a wooden deck, white railings, and string lights.

9. Best Western Plus Keene Hotel

Keene

Julia

RM602

RM654 total

includes taxes & fees

14 Sept - 15 Sept

A cozy living room with a fireplace, a coffee station, and a view of the outside.

A hotel room with two beds, a desk, a chair, a television, a dresser, and a door leading to a bathroom.

A motel with multiple floors, each with balconies and windows.

A dining table with a vase of flowers, a chair, and a window with a view.

10. Colonial Motel

Brattleboro

James

RM336

RM370 total

includes taxes & fees

6 Sept - 7 Sept

The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.

A covered bridge with a stone foundation, surrounded by lush greenery and a well-maintained lawn.

A hotel lobby with a reception desk, seating area, and a large window.

A lobby with a central circular platform, a statue, and a fountain. There are paintings on the walls and a staircase to the left.

11. Latchis Hotel

Brattleboro

Stark

RM431

RM475 total

includes taxes & fees

9 Sept - 10 Sept

A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

A reception area with a 'Welcome to the Granite State' sign, a reception desk, and a well-organized suite shop.

A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.

A hotel suite shop with shelves stocked with snacks and sundries, a refrigerated display case, and a sign indicating 24-hour availability.

12. Hampton Inn & Suites Keene

Keene

sheri

RM643

RM698 total

includes taxes & fees

14 Sept - 15 Sept

A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.

A room with a chessboard, leather chairs, a large vase, and a bookshelf.

A living room with a fireplace, a pool table, and comfortable seating.

A cozy living room with a piano, leather sofa, armchair, and a globe on a coffee table.

13. Inn on Putney Road

Brattleboro

Karla

RM1,192

RM1,311 total

includes taxes & fees

8 Sept - 9 Sept

A reception area with a counter, a computer, and various informational posters on the wall.

A motel with a central staircase, multiple rooms, and a parking lot.

A reception desk with a computer, a clock, and a refrigerator.

A hotel room with a bed, bedside table, lamp, and a mirror.

14. Travelodge by Wyndham Brattleboro VT

Brattleboro

Jessica

RM335

RM368 total

includes taxes & fees

9 Sept - 10 Sept

A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

A rustic wooden cabin with a thatched roof, a stone wall, and a wooden staircase leading to a balcony.

A cozy room with a wooden wall, a red sofa, a small table with a bottle, a book, and a plant.

A wooden log cabin with a snow-covered entrance and a wooden fence in a snowy forest.

15. Vikings Villages Resort

Guilford

Cecil

RM690

RM804 total

includes taxes & fees

9 Sept - 10 Sept

A living room with a brick wall, two armchairs, a sofa, a coffee table, and a patterned rug.

A hotel room with a brick wall, a large bed with white bedding, a flat-screen TV, and a desk with a lamp.

A bar area with a dark wooden bar, multiple bar stools, and a large screen displaying the hotel name.

16. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

James

RM822

RM892 total

includes taxes & fees

14 Sept - 15 Sept

A blue house with a porch, a sign reading "The One Cat", and a garden with various plants and flowers.

A cozy living room with a television, books, and a comfortable couch.

A bedroom with a bed, a headboard with a birdcage design, a nightstand with a lamp, and a window with blue curtains.

A wooden desk with a variety of books and pamphlets, a small tiger figurine, and a mirror reflecting the room.

17. The One Cat B&B

Brattleboro

marjie

RM1,213

RM1,334 total

includes taxes & fees

18 Sept - 19 Sept

A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.

A hotel room with two beds, a desk, an orange chair, and a view of buildings through the window.

A modern hotel lobby with a central bar area, multiple seating arrangements, and a reception desk.

An indoor swimming pool with clear water, a glass railing, and a seating area with tables and chairs.

18. Courtyard by Marriott Keene Downtown

Keene

Deborah

RM805

RM873 total

includes taxes & fees

6 Sept - 7 Sept

A wooden table set with plates, cutlery, and a folded napkin.

A corner room with wooden flooring, a wooden table, and four chairs. Large windows with curtains are visible, offering a view of a green landscape and a red deck outside.

A cozy room with a wooden floor, a rocking chair, a blue armchair, a bookshelf, and a globe on a table.

A bench in front of an apple tree with ripe apples.

19. The Carriage Barn Inn

Keene

Jonathan

RM637

RM691 total

includes taxes & fees

7 Sept - 8 Sept

A hotel room with two beds, a TV, a desk, and a window with curtains.

A hotel gym with treadmills, an elliptical, dumbbells, and a stationary bike.

A Days Inn with a brick facade, a central entrance, and a parking lot.

A reception area with a black marble counter, wooden cabinets, and a 'Staff Only' door.

20. Days Inn by Wyndham Keene NH

Keene

Alex

RM378

RM410 total

includes taxes & fees

9 Sept - 10 Sept

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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.

See properties

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.

See properties

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

A stone archway in a forest with autumn leaves.

Top Chesterfield Hotel Reviews

The Inn At Crumpin Fox

10/10 Excellent

"The rooms where clean and quiet . Beautiful views. Only downside sight said breakfast. Didn't see anything except tea bags hot water coffee and creamer. No food. Otherwise enjoyed it."

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Very Clean!! Will most definitely stay here again when in Brattleboro, VT."

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"All around great stay. Thank you."

The Putney Inn

10/10 Excellent

"It’s a motel. It’s clean and the staff is friendly. It’s definitely not fancy, but it gets the job done."

The White House Inn

10/10 Excellent

"The patio and grounds were amazing! Room was cute, clean and quiet."

Travelodge by Wyndham Brattleboro VT

10/10 Excellent

"As a single tired woman traveling, I was a little leery of Brattleboro, the gent who checked me in was very pleasant, the room was fine for a one nighter! My only “bummer” was that the coffee wasn’t working. But there was enough food all around the area to accommodate that !"

Fairfield Inn & Suites by Marriott Keene Downtown

10/10 Excellent

"Right in the middle of town. Very comfortable. Nice breakfast in the morning. Liked the candy in the lobby."

Econo Lodge Brattleboro South

8/10 Good

"Ok"

More cheap stays in Chesterfield

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

RM378

RM410 total

9 Sept - 10 Sept

includes taxes & fees

Latchis Hotel

50 Main Street Brattleboro VT

RM431

RM475 total

9 Sept - 10 Sept

includes taxes & fees

The Putney Inn

57 Putney Landing Rd Putney VT

RM440

RM484 total

6 Sept - 7 Sept

includes taxes & fees

8.4/10 Very good! (1,001 reviews)

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

RM478

RM526 total

13 Sept - 14 Sept

includes taxes & fees

8.6/10 Excellent! (854 reviews)

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

RM494

RM544 total

13 Sept - 14 Sept

includes taxes & fees

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH

RM691

RM750 total

14 Sept - 15 Sept

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

Frequently asked questions

Where is the best place to stay in Chesterfield?

Latchis Hotel, located 5.1 mi (8.1 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 Colonial Motel and Keene Elm City Hotel, an Ascend Collection Hotel. 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 526 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 Pisgah State Park, Asbury United Methodist Church 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.

Chesterfield hotels from RM370

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chesterfield

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chesterfield hotels

1. Holiday Inn Express Hotel & Suites Brattleboro by IHG

2. Hampton Inn Brattleboro

3. Comfort Inn & Suites Brattleboro I-91

4. Black Mountain Inn

5. The Putney Inn

6. Riverside Hotel, an Ascend Collection Hotel

7. The Covered Bridge Inn

8. Keene Elm City Hotel, an Ascend Collection Hotel

9. Best Western Plus Keene Hotel

10. Colonial Motel

11. Latchis Hotel

12. Hampton Inn & Suites Keene

13. Inn on Putney Road

14. Travelodge by Wyndham Brattleboro VT

15. Vikings Villages Resort

16. Fairfield Inn & Suites by Marriott Keene Downtown

17. The One Cat B&B

18. Courtyard by Marriott Keene Downtown

19. The Carriage Barn Inn

20. Days Inn by Wyndham Keene NH

Stay near popular Chesterfield attractions

Asbury United Methodist Church

Chesterfield Town Hall

Learn more about Chesterfield

Top Chesterfield Hotel Reviews

The Inn At Crumpin Fox

Comfort Inn & Suites Brattleboro I-91

Keene Elm City Hotel, an Ascend Collection Hotel

The Putney Inn

The White House Inn

Travelodge by Wyndham Brattleboro VT

Fairfield Inn & Suites by Marriott Keene Downtown

Econo Lodge Brattleboro South

More cheap stays in Chesterfield

Days Inn by Wyndham Keene NH

Latchis Hotel

The Putney Inn

Comfort Inn & Suites Brattleboro I-91

Hampton Inn Brattleboro

Keene Elm City Hotel, an Ascend Collection Hotel

Frequently asked questions

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