Book The Best Hotels in Winchester, NH for 2026 from CA $130 - Fully Refundable Options

A snow-covered town with a river running through it, surrounded by mountains and trees.

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Go beyond your typical stay in Winchester

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Our top choices for Winchester hotels

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

A dining area with round tables, chairs, and a kitchen counter with a refrigerator.

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

A golf course with a brick pathway, wooden boxes, and a tee box.

1. Centennial House

Northfield

Alan

CA $235

CA $249 total

includes taxes & fees

Nov 18 - Nov 19

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

A room with a round table and two leather chairs, a window with curtains, and a view of a parking lot outside.

A grassy area with picnic tables and a clock tower.

2. Windmill Motel Restaurant

Bernardston

Donna

CA $161

CA $179 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A modern kitchen with wooden cabinets, a coffee machine, a fruit juice dispenser, and a refrigerator.

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

3. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Lisa

CA $179

CA $194 total

includes taxes & fees

Oct 26 - Oct 27

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

A conference room with a long table, six chairs, a projector screen, and a brick wall.

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

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

4. The Inn At Crumpin Fox

Bernardston

Heather

CA $158

CA $177 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 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

Timothy

CA $208

CA $229 total

includes taxes & fees

Nov 8 - Nov 9

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 compact hotel room with a kitchenette, a sofa, a small table, and a window with curtains.

6. Hampton Inn Brattleboro

Brattleboro

Faith

CA $152

CA $167 total

includes taxes & fees

Nov 15 - Nov 16

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

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

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

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

7. Latchis Hotel

Brattleboro

Erik

CA $199

CA $219 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

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

8. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Charlene

CA $157

CA $173 total

includes taxes & fees

Nov 8 - Nov 9

A kitchen with a 'Daybreak Breakfast' sign, a refrigerator, a toaster, and a coffee station.

A conference room with a black table, wooden chairs, a mounted TV, and a decorative mirror.

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

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

9. Days Inn by Wyndham Keene NH

Keene

CHERYL

CA $130

CA $141 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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

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

10. Best Western Plus Keene Hotel

Keene

Ruddy

CA $199

CA $216 total

includes taxes & fees

Nov 1 - Nov 2

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.

11. Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

Thomas

CA $214

CA $232 total

includes taxes & fees

Nov 19 - Nov 20

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

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.

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

12. Hampton Inn & Suites Keene

Keene

Neil

CA $228

CA $248 total

includes taxes & fees

Nov 19 - Nov 20

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

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.

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

13. Vikings Villages Resort

Guilford

Cecil

CA $264

CA $307 total

includes taxes & fees

Oct 22 - Oct 23

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

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.

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

14. Black Mountain Inn

Brattleboro

Ron

CA $187

CA $206 total

includes taxes & fees

Oct 27 - Oct 28

A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.

A sunroom with large windows, a dining area with a table and chairs, and a sofa.

A hotel lobby with a red carpet, a reception desk, a sofa, and chairs.

A hotel room with two beds, a nightstand, a lamp, and a chair.

15. Econo Lodge Brattleboro South

Brattleboro

Luis

CA $140

CA $154 total

includes taxes & fees

Nov 19 - Nov 20

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

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

16. The Carriage Barn Inn

Keene

Richard

CA $216

CA $234 total

includes taxes & fees

Nov 17 - Nov 18

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.

17. The Covered Bridge Inn

Brattleboro

Adolfo

CA $148

CA $162 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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

18. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Christopher

CA $273

CA $296 total

includes taxes & fees

Oct 28 - Oct 29

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

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.

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

19. The Burrell House

Keene

Carol

CA $188

CA $210 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

A bathroom with a toilet, sink, and bathtub.

20. Travelodge by Wyndham Brattleboro VT

Brattleboro

Nicolas

CA $100

CA $110 total

includes taxes & fees

Oct 22 - Oct 23

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Stay near popular Winchester attractions

Winchester Speedpark

You can take time to visit Winchester Speedpark during your travels to Winchester. While you're in the area, stroll along the lakeside.

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Cass Pond

Commune with nature and explore the great outdoors at Cass Pond during your travels in Richmond.

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Richmond Wildlife Manangement Area

Explore the great outdoors at Richmond Wildlife Manangement Area, a lovely green space in Richmond.

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New England Sweetwater Farm & Distillery

You can take time to visit New England Sweetwater Farm & Distillery during your travels to Winchester. While you're in the area, stroll along the lakeside.

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Barden State Wildlife Management Area

Explore the great outdoors at Barden State Wildlife Management Area, a lovely green space in Richmond.

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Attleboro Mountain

Commune with nature and explore the great outdoors at Attleboro Mountain during your travels in Richmond.

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Loring Field

Explore the great outdoors at Loring Field, a lovely green space in Winchester. While you're in the area, stroll along the lakeside.

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Bennett Gorge

You can take time to visit Bennett Gorge during your travels to Richmond.

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Learn more about Winchester

Hike the scenic trails of Pisgah State Park where rangers know which routes offer the best wildlife viewing. Explore the historic downtown district with its charming 19th-century architecture and local shops selling New Hampshire maple products.

See all hotels in Winchester

A snow-covered bridge over a river with a red roof, surrounded by trees and buildings.

Top Winchester Hotel Reviews

Days Inn by Wyndham Keene NH

8/10 Good

"Clean comfortable room with a comfortable bed. I didn’t like the smell of whatever cleaning product they used, it was a bit bit strong let the kind you used to cover up something. Was this recently a smoking hotel? Also I missed an cycle in the fitness center, although the machines that were there seemed to work well. All in all it’s about what you would expect for a moderately priced hotel in New Hampshire during leaf peeper season."

Hampton Inn Brattleboro

10/10 Excellent

"The hotel was fairly new. Coffee was the only thing I felt needed changed."

Colonial Motel

8/10 Good

"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."

Best Western Plus Keene Hotel

10/10 Excellent

"Excellent place to stay"

The Inn At Crumpin Fox

10/10 Excellent

"This hotel is amazing. A relief to tired travelers. Clean, quiet, and friendly. And a good associated restaurant near by at the golf course. Very happy with our stay."

The Putney Inn

10/10 Excellent

"Our room was quiet, clean and very comfortable. Breakfast was nice--more than enough for a decent breakfast before heading out-- waffle maker, toast, yogurt, cold cereal, fruit, juice coffee, and tea, etc. The grounds were beautiful and well kept. The staff was very helpful and parking was super easy right next to the room. The only slight downside was a strong musty odor in the entryway of the room (106), but the room itself smelled clean and was just fine."

The Colonial Hotel

10/10 Excellent

"We love this hotel! We stay every year when we go to Wachusett Mountain"

Comfort Inn & Suites Brattleboro I-91

8/10 Good

"Was a good room for a one night stay on a road trip."

Gardner Inn

10/10 Excellent

"The room was clean. They have made improvements. There are now hair dryers in the room and they have installed a coat rack. We had a very enjoyable stay for my class reunion. The only real amenity is 24 hr coffee in the lobby and the ice machine. Restaurants and laundry are within walking distance . Thus was our 2nd time staying at this hotel and I will definitely stay here again."

More cheap stays in Winchester