A U.S. Post Office in Chesterfield, N.H. with stone walls and green shutters.

Hotels in Chesterfield

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Where to stay in Chesterfield?

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

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

$152

$165 total

includes taxes & fees

Nov 2 - Nov 3

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

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

2. Hampton Inn Brattleboro

Brattleboro

$118

$130 total

includes taxes & fees

Nov 1 - Nov 2

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

3. Comfort Inn & Suites Brattleboro I-91

Brattleboro

$112

$123 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

4. The Putney Inn

Putney

$90

$99 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

5. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

$143

$157 total

includes taxes & fees

Nov 1 - Nov 2

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

A bathroom with a toilet, sink, and bathtub.

6. Travelodge by Wyndham Brattleboro VT

Brattleboro

$63

$69 total

includes taxes & fees

Oct 5 - Oct 6

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

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.

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

7. The Covered Bridge Inn

Brattleboro

$105

$116 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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.

8. Chesterfield Inn

West Chesterfield

$301

$327 total

includes taxes & fees

Oct 18 - Oct 19

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 dining area with a round wooden table, white chairs, and a green wall.

9. Inn on Putney Road

Brattleboro

$267

$294 total

includes taxes & fees

Nov 1 - Nov 2

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 banquet hall with round tables, chairs, and a staircase.

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

10. Latchis Hotel

Brattleboro

$179

$197 total

includes taxes & fees

Oct 7 - Oct 8

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

A cozy reading area with wooden chairs, a table with newspapers, and potted plants.

11. Black Mountain Inn

Brattleboro

$137

$150 total

includes taxes & fees

Nov 1 - Nov 2

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

A bedroom with a large bed, a wooden desk, and three chairs. There are three windows with shutters.

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.

12. The Burrell House

Keene

$137

$153 total

includes taxes & fees

Oct 21 - Oct 22

A two-story house with a red door, green shutters, and a snow-covered front yard.

A red building with white trim, surrounded by lush greenery and fruit trees.

A hotel room with a bed, a chair, a desk, a radiator, and a window with curtains.

A group of women in formal attire standing in a garden with a house in the background.

13. Centennial House

Northfield

$179

$190 total

includes taxes & fees

Oct 5 - Oct 6

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

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

14. Colonial Motel

Brattleboro

$84

$93 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A long banquet table set up in a rustic barn with string lights and paper lanterns.

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

15. Colonel Williams Inn

Brattleboro

$158

$173 total

includes taxes & fees

Oct 6 - Oct 7

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.

16. Days Inn by Wyndham Keene NH

Keene

$92

$100 total

includes taxes & fees

Oct 27 - Oct 28

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

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.

A two-story building with a porch, a sign indicating guest rooms, and an American flag.

17. The Carriage Barn Inn

Keene

$190

$206 total

includes taxes & fees

Oct 15 - Oct 16

A modern bedroom with two beds, wooden headboards, a bench, a small table, and a large window with a view of greenery.

A person performing yoga on a wooden deck overlooking a river with trees in the background.

A living room with a sofa, a coffee table, a red chair, a lamp, and a patterned rug.

A store interior with shelves stocked with various products, a refrigerated display case, and a wall sign.

18. Otherland Hotel

Newfane

$131

$174 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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.

19. Vikings Villages Resort

Guilford

$192

$223 total

includes taxes & fees

Oct 12 - Oct 13

A gym with treadmills, elliptical machines, and stationary bikes.

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

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

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

20. Hampton Inn & Suites Keene

Keene

$140

$152 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Go beyond your typical stay in Chesterfield

Top landmarks in Chesterfield

Asbury United Methodist Church

If you're planning a bit of sightseeing during your trip, head to Asbury United Methodist Church— just one of the monuments in central Chesterfield.

See properties

Chesterfield Town Hall

Chesterfield Town Hall is worth a visit when in central Chesterfield.

See properties

Learn more about Chesterfield

Chesterfield is well-known for its attractions such as Asbury United Methodist Church and Pisgah State Park.

See all hotels in Chesterfield

Check out reviews of Chesterfield hotels guests love

Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

10/10 Exceptional

James

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

10/10 Exceptional

Anthony

Vikings Villages Resort

Guilford

10/10 Exceptional

Diego

Centennial House

Northfield

10/10 Exceptional

My husband and I have never stayed at a B&B. We were looking for a nearby weekend get-away and found The Centennial House on an on-line search. The Hosts Joan & Steve were very hospitable and knowledgable of the area and it's history and attractions. The surrounding area, the room and the breakfast were beautiful, comfortable and delicious!! Our first B&B experience was excellent, thank you Joan & Steve. Until we meet again, Bill & Anne

Anonymous traveler

Hampton Inn Brattleboro

Brattleboro

10/10 Exceptional

Arrived late and were greeted by 2 friendly associates at the desk. There were coffee, tea, hot cocoa, cookies, cheese and crackers available. A welcoming lobby with fireplace. Room was nice, comfortable and clean. Lots of outlets in room. Indoor pool was nice, clean, and heated. hot tub was very relaxing after days of skiing. Continental breakfast was very good and had a variety of choices. We were pleasantly surprised with our choice.

K.White

Inn on Putney Road

Brattleboro

10/10 Exceptional

Victoria

Colonel Williams Inn

Brattleboro

10/10 Exceptional

Beautiful Vermont Inn with exceptional breakfast: changes everyday - we had frittata, fresh fruit, steel cut oats fried with maple syrup and pecans and always muffins or other baked goods. Our hosts were friendly, accommodating and know the area well. We had room 3- spacious and comfortable. When it snows there is a 5 mile snowshoe,cross country trail on the property for guests only. We were there to attend a show at the Vermont Jazz Center in Brattleboro-about 20 min away. Also hiked...

Ann

The Carriage Barn Inn

Keene

10/10 Exceptional

Elizabeth

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

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.

A garden with a sign reading "The One Cat" and various plants and flowers.

The One Cat B&B

Brattleboro

10/10 Exceptional

Michelle

Comfort Inn & Suites Brattleboro I-91

Brattleboro

10/10 Exceptional

Julianne

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

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

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

A living room with leather sofas, a round ottoman, a fireplace, and a bookshelf.

Four Columns Inn

Newfane

10/10 Exceptional

Janene

Chesterfield Inn

West Chesterfield

10/10 Exceptional

Our stay at the Chesterfield Inn was absolutely wonderful. The inn is sweet, charming, and full of character. We slept so good and our room was so peaceful. We were treated to a beautiful sunset, enjoyed a delicious breakfast next morning, and appreciated the warm hospitality throughout our stay. The staff was exceptionally kind, welcoming, and helpful, making us feel right at home. We would definitely stay here again and highly recommend it to anyone looking for a relaxing New England getaway.

Beverly

A spacious room with large windows, wicker furniture, and a sign reading "Valley Farms".

A cozy living room with a fireplace, a patterned armchair, a bookshelf, and a large rug.

A large, two-story house with a porch and a lamp post.

A staircase with wooden railings leading to a room with a white door.

Inn at Valley Farms

Walpole

10/10 Exceptional

Khalid

Latchis Hotel

Brattleboro

10/10 Exceptional

Anonymous traveler

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 grassy area with picnic tables and a clock tower.

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

Windmill Motel Restaurant

Bernardston

10/10 Exceptional

Brian

The Putney Inn

Putney

10/10 Exceptional

Gilbert

A modern building with a brick facade and large windows, surrounded by lush greenery and flowers.

A gazebo with a red roof and white walls, surrounded by trees and a brick building.

A conference table set for a meeting with chairs and folded red napkins.

A brick building with a red awning and a sign that reads "The Inn."

The Inn At Crumpin Fox

Bernardston

10/10 Exceptional

I've traveled quite frequently the past several years and I can say in all honesty that this is without doubt one of the nicest places I have stayed. I was there for 2 nights and could not have asked for nicer accomodations. The room was spacious, the bed very comfortable and the bathroom spotless. The manager was very gracious, he even lent me his umbrella when it rained the day I had planned to do genealogy research in a local cemetery.

Anonymous traveler

Otherland Hotel

Newfane

10/10 Exceptional

The property is very well maintained and decorated. The room and bathroom are very clean. It has two very nice common area with 2 big windows that made them bright and sunny and cozy. It's also along a major highway so it's easy to find. The owners/operators of this hotel are very kind, thoughtful and accomodating to the needs of their guests. I especially and directly experienced their wonderful hospitality as a disabled person in a wheelchair. When I inquired about the accessibility of...

Rosalie

Hampton Inn & Suites Keene

Keene

10/10 Exceptional

kristin

Frequently Asked Questions

What accommodations do travelers like in Chesterfield?

Guests like Colonial Motel, Latchis Hotel and Keene Elm City Hotel, an Ascend Collection Hotel.

Can I book refundable hotels in Chesterfield?

If you're looking for the flexibility to change your travel plans to Chesterfield, most properties offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Chesterfield be like during my visit?

The warmest months in Chesterfield are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 27°F. The rainiest months are October and December.

Why should I book my Chesterfield hotel through Hotels.com?

There are plenty of reasons to book your Chesterfield travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.