𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 West Chesterfield (2026)

A stone archway surrounded by lush greenery and trees.

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Go beyond your typical stay in West Chesterfield

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Pool

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Family friendly

Hot tub

Cottage

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Our top choices for West Chesterfield hotels

Hotel

Breakfast included

Pet friendly

Reserve now, pay later

Cabin

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

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

A spacious bedroom with a large bed, a desk, and a television.

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

1. Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

Pauline

S$222

includes taxes & fees

27 Sept - 28 Sept

A large, two-story house with a snow-covered driveway and surrounding trees.

A cozy living room with a fireplace, leather chairs, a sofa, and a table with wine glasses.

An outdoor dining area with tables and chairs, umbrellas, and a view of a forested landscape.

A bedroom with a large bed, a blue armchair, a wooden desk, and a view through a glass door.

2. Chesterfield Inn

West Chesterfield

Wayne

S$588

includes taxes & fees

31 Aug - 1 Sept

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

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

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

A hotel lobby with a reception desk, seating area, and a wall with framed pictures.

3. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Morgan

S$165

includes taxes & fees

6 Sept - 7 Sept

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

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.

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

4. Hampton Inn Brattleboro

Brattleboro

Timothy

S$157

includes taxes & fees

8 Sept - 9 Sept

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

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.

A spacious lobby with a large flat-screen TV, modern seating, and a large window with a cityscape view.

5. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Marnie

S$236

includes taxes & fees

20 Sept - 21 Sept

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

A reception area with a stone counter, wooden reception desk, and a red carpet.

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

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

6. The Covered Bridge Inn

Brattleboro

VINCENT JOEL

S$97

includes taxes & fees

7 Sept - 8 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 cozy reading area with wooden chairs, a table with newspapers, and potted plants.

A swimming pool with lounge chairs and a covered umbrella.

7. Black Mountain Inn

Brattleboro

Robert

S$166

includes taxes & fees

31 Aug - 1 Sept

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

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

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.

8. Latchis Hotel

Brattleboro

Stark

S$159

includes taxes & fees

30 Aug - 31 Aug

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

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

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

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

9. Colonial Motel

Brattleboro

James

S$115

includes taxes & fees

30 Aug - 31 Aug

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 motel with a parking lot, a covered walkway, and a staircase leading to the entrance.

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

10. The Putney Inn

Putney

JANE

S$152

includes taxes & fees

1 Sept - 2 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.

An indoor swimming pool with lounge chairs and a sign indicating no lifeguard on duty and no diving.

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

11. Hampton Inn & Suites Keene

Keene

Christopher

S$208

includes taxes & fees

2 Sept - 3 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 modern kitchen with wooden cabinets, a coffee machine, a fruit juice dispenser, and a refrigerator.

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

12. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Ingrid

S$185

includes taxes & fees

8 Sept - 9 Sept

A large white building with a stone wall and a lawn covered in fallen leaves.

A room with two single beds, a desk, and a radiator.

A large white house with a dark roof, surrounded by snow-covered ground and trees.

A pathway leading to a gazebo in a park with a pond and trees.

13. Colonel Williams Inn

Brattleboro

Robert

S$214

includes taxes & fees

31 Aug - 1 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 wooden interior with a fireplace, a staircase, and a dining area.

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

14. Vikings Villages Resort

Guilford

Juli

S$222

includes taxes & fees

20 Sept - 21 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 covered outdoor area with a wooden deck, white railings, and string lights.

A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.

15. Best Western Plus Keene Hotel

Keene

Julia

S$205

includes taxes & fees

30 Aug - 31 Aug

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

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

A bathroom with a toilet, sink, and bathtub.

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

16. Travelodge by Wyndham Brattleboro VT

Brattleboro

Jessica

S$102

includes taxes & fees

16 Sept - 17 Sept

A bedroom with a geometric-patterned headboard, a bed with a textured white duvet, two pillows, a bedside table with a clock, and a potted plant.

A flat-screen TV mounted on a wall displaying a streaming service interface.

A large, single-story building with a central entrance and a covered walkway.

A grassy area with picnic tables and a clock tower.

17. Windmill Motel Restaurant

Bernardston

Dan

S$172

includes taxes & fees

28 Aug - 29 Aug

18. Otherland Hotel

Newfane

Omar

S$241

includes taxes & fees

30 Aug - 31 Aug

A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

A spacious living area with a staircase, a red door, and a large window.

A long wooden table with red placemats and multiple wine glasses arranged for a tasting.

A serene pond with a statue in the center, surrounded by lush greenery and trees.

19. Four Columns Inn

Newfane

John

S$199

includes taxes & fees

1 Sept - 2 Sept

A historic brick building with a porch and a sign reading "Burrell House."

A covered outdoor seating area with tables and chairs, overlooking a residential street with houses and a road.

A kitchen with a microwave, coffee maker, and a KUPPST refrigerator. There are two stools and a small shelf with a vase.

A hallway with a white radiator, a wooden staircase, and a door with decorative glass panels.

20. The Burrell House

Keene

Justin

S$178

includes taxes & fees

1 Sept - 2 Sept

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Stay near popular West Chesterfield attractions

Madame Sherri Forest

8.0/10 (4 reviews)

Explore the great outdoors at Madame Sherri Forest, a lovely green space in West Chesterfield. Wander around the forests or experience the area's entertainment venues.

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Wantastiquet Mountain

9.0/10 (2 reviews)

Find out about the history of West Chesterfield when you spend time at Wantastiquet Mountain. While you're in the area, stroll along the riverfront.

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Madame Sherris Castle Ruins

10.0/10 (3 reviews)

You can learn about the history of West Chesterfield with a visit to Madame Sherris Castle Ruins. Wander around the forests or experience the area's entertainment venues.

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United States Navy Seabee Bridge

9.8/10 (9 reviews)

Learn about the local history of West Chesterfield with a stop at United States Navy Seabee Bridge. Stroll along the riverfront or experience the area's entertainment venues.

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Actors Theatre Playhouse

10.0/10 (1 review)

You can get tickets for a performance at Actors Theatre Playhouse on your trip to West Chesterfield. Amble around the area's riverfront or seek out its ski slopes.

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Learn more about West Chesterfield

Paddle along the Connecticut River in a kayak or canoe to spot wildlife and enjoy peaceful New Hampshire scenery. Hike the nearby trails of Pisgah State Park for forest adventures, or visit Madame Sherri's Castle ruins in Chesterfield for a glimpse of local history.

See all hotels in West Chesterfield

A stone structure with an arched entrance, surrounded by a forested area with a dirt path.

Top West Chesterfield Hotel Reviews

Hampton Inn Brattleboro

8/10 Good

"Very clean. Good full breakfast."

Vikings Villages Resort

10/10 Excellent

"Viking Village was such a unique and enjoyable stay! It was impeccable, every detail (and there were a lot of very fine ones) was perfectly executed. Very comfortable, quiet, and felt much more luxurious than we are used to as budget travelers. Every amenity was quality and in working condition, we especially appreciated the fireplace. Beautiful scenery and wildlife. No notes, everything was perfect!"

Best Western Plus Keene Hotel

8/10 Good

"Clean room breakfast was good"

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"It was good!"

The Inn At Crumpin Fox

10/10 Excellent

"Loved this place! Coffee and fruit available in the common room super early (4:30am)! Very nice staff! Will stay here again for sure."

Windmill Motel Restaurant

10/10 Excellent

"Beautifully restored. Modern electronics, including security."

Colonial Motel

8/10 Good

"X"

The Putney Inn

8/10 Good

"I would recommend the Putney inn"

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."

More cheap stays in West Chesterfield

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

S$133

16 Sept - 17 Sept

includes taxes & fees

7/10 Good! (1,006 reviews)

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

S$157

8 Sept - 9 Sept

includes taxes & fees

8.2/10 Very good! (1,001 reviews)

Latchis Hotel

50 Main Street Brattleboro VT

S$159

30 Aug - 31 Aug

includes taxes & fees

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

S$165

6 Sept - 7 Sept

includes taxes & fees

8.6/10 Excellent! (849 reviews)

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH

S$185

8 Sept - 9 Sept

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

Holiday Inn Express Hotel & Suites Brattleboro by IHG

100 Chickering Drive Brattleboro VT

S$236

20 Sept - 21 Sept

includes taxes & fees

8.8/10 Excellent! (1,012 reviews)

Frequently asked questions

Where is the best place to stay in West Chesterfield?

Based on our traveller data, Riverside Hotel, an Ascend Collection Hotel is one of the top choices for your stay. This hotel offers free parking and a 24-hour fitness centre. Two other options for your visit to the area are Keene Elm City Hotel, an Ascend Collection Hotel and Days Inn by Wyndham Keene NH. See all available top hotels, or vacation rentals in West Chesterfield.

If I need to cancel my hotel reservation in West Chesterfield, will I receive a refund?

Yes! Most room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in West Chesterfield.

How is it to stay in West Chesterfield?

Visitors to West Chesterfield will definitely enjoy the riverfront. Tourists can also enjoy the city's entertainment choices, theatres and forests. In West Chesterfield, there are 3 hotels and other accommodation options to choose from. Find out more about West Chesterfield.

What should I do while I'm visiting West Chesterfield?

Landmarks like Wantastiquet Mountain, United States Navy Seabee Bridge and Madame Sherris Castle Ruins might be worth a visit. Natural beauty is on display at Madame Sherri Forest, Connecticut River and West River. Additionally, you might want to add Actors Theatre Playhouse to your itinerary. Take a look at what more there is to see and do in Expedia's West Chesterfield guide.

What's the seasonal weather in West 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 West Chesterfield are January, March, November and February, with each month seeing an average of 23 cm of snowfall.

West Chesterfield Hotels from S$97

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in West Chesterfield

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for West Chesterfield hotels

1. Riverside Hotel, an Ascend Collection Hotel

2. Chesterfield Inn

3. Comfort Inn & Suites Brattleboro I-91

4. Hampton Inn Brattleboro

5. Holiday Inn Express Hotel & Suites Brattleboro by IHG

6. The Covered Bridge Inn

7. Black Mountain Inn

8. Latchis Hotel

9. Colonial Motel

10. The Putney Inn

11. Hampton Inn & Suites Keene

12. Keene Elm City Hotel, an Ascend Collection Hotel

13. Colonel Williams Inn

14. Vikings Villages Resort

15. Best Western Plus Keene Hotel

16. Travelodge by Wyndham Brattleboro VT

17. Windmill Motel Restaurant

18. Otherland Hotel

19. Four Columns Inn

20. The Burrell House

Stay near popular West Chesterfield attractions

Madame Sherri Forest

Wantastiquet Mountain

Madame Sherris Castle Ruins

United States Navy Seabee Bridge

Actors Theatre Playhouse

Learn more about West Chesterfield

Top West Chesterfield Hotel Reviews

Hampton Inn Brattleboro

Vikings Villages Resort

Best Western Plus Keene Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

The Inn At Crumpin Fox

Windmill Motel Restaurant

Colonial Motel

The Putney Inn

Fairfield Inn & Suites by Marriott Keene Downtown

More cheap stays in West Chesterfield

Days Inn by Wyndham Keene NH

Hampton Inn Brattleboro

Latchis Hotel

Comfort Inn & Suites Brattleboro I-91

Keene Elm City Hotel, an Ascend Collection Hotel

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Frequently asked questions

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