Hotels in Winchester from P5,722 for 2026 - Fully Refundable Options

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

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Our top choices for Winchester hotels

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 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.

1. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

David

P8,819

P9,569 total

includes taxes & fees

Sep 13 - Sep 14

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

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

A window with a view of a grassy field and a bench.

A dining area with a round table set for four, surrounded by wooden chairs. A fireplace is visible in the background, and the room has wooden paneling.

2. Centennial House

Northfield

Amy

P11,226

P11,866 total

includes taxes & fees

Sep 13 - Sep 14

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

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.

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

3. Best Western Plus Keene Hotel

Keene

Julia

P9,320

P10,112 total

includes taxes & fees

Sep 14 - Sep 15

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

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

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

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

4. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Marnie

P10,070

P11,077 total

includes taxes & fees

Sep 20 - Sep 21

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

A wooden interior with a fireplace, a staircase, and a dining area.

5. Vikings Villages Resort

Guilford

Cecil

P10,665

P12,438 total

includes taxes & fees

Sep 13 - Sep 14

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.

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

6. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

James

P13,385

P14,523 total

includes taxes & fees

Sep 13 - Sep 14

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.

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.

7. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Amber

P7,390

P8,129 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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.

8. Hampton Inn Brattleboro

Brattleboro

Timothy

P7,642

P8,406 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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

9. Windmill Motel Restaurant

Bernardston

Dan

P7,599

P8,489 total

includes taxes & fees

Sep 14 - Sep 15

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.

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

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

10. Hampton Inn & Suites Keene

Keene

sheri

P9,950

P10,796 total

includes taxes & fees

Sep 21 - Sep 22

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 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.

11. The Putney Inn

Putney

JANE

P6,811

P7,493 total

includes taxes & fees

Sep 13 - Sep 14

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

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

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

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

12. Days Inn by Wyndham Keene NH

Keene

Alex

P6,343

P6,882 total

includes taxes & fees

Sep 15 - Sep 16

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

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

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

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

13. Inn on Putney Road

Brattleboro

Karla

P18,435

P20,279 total

includes taxes & fees

Sep 13 - Sep 14

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.

14. Black Mountain Inn

Brattleboro

"Absolutely spotless room, the bedding was amazing, the beds were super comfortable. The people were the nicest people ever and we enjoyed them very much. We had a wonderful stay in Vermont. They advised us on where to dine, at the Marina and it was spot on amazing. We had breakfast at The Porch in the morning and the lovely girl even called to make sure they were open before we drove there. We had amazing food there as well."

Denise

P6,393

P7,032 total

includes taxes & fees

Sep 14 - Sep 15

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

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

15. The Covered Bridge Inn

Brattleboro

VINCENT JOEL

P7,566

P8,322 total

includes taxes & fees

Sep 15 - Sep 16

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

A multi-story brick building with a sign reading "COURTYARD BY MARRIOTT".

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

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

16. Courtyard by Marriott Keene Downtown

Keene

Deborah

P13,013

P14,119 total

includes taxes & fees

Oct 4 - Oct 5

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 hotel room with a sofa, a coffee table, a desk with a telephone, a mirror, and a television.

17. Colonial Motel

Brattleboro

James

P5,201

P5,722 total

includes taxes & fees

Sep 13 - Sep 14

A grand lobby with a staircase, a piano, comfortable seating, and large windows.

A wooden pergola structure in a garden setting with a paved walkway leading to it.

A pool area with lounge chairs and potted plants.

A formal dining room with round tables, dark wooden chairs, and white tablecloths.

18. The Colonial Hotel

Gardner

Michele

P9,567

P10,686 total

includes taxes & fees

Sep 14 - Sep 15

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

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

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.

19. Latchis Hotel

Brattleboro

Edward

P6,979

P7,677 total

includes taxes & fees

Sep 13 - Sep 14

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

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

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.

20. The Inn At Crumpin Fox

Bernardston

Alan

P10,946

P12,227 total

includes taxes & fees

Sep 24 - Sep 25

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Stay near popular Winchester attractions

Winchester Speedpark

Winchester Speedpark thrills with professionally designed motocross tracks featuring challenging jumps and turns. Experience heart-pounding night races or watch competitors tackle the New England racing circuit.

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New England Sweetwater Farm & Distillery

This rustic distillery crafts award-winning spirits using locally sourced ingredients. Sample their unique vodkas and whiskeys while learning about the distillation process in a warm space adorned with reclaimed wood.

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Barden State Wildlife Management Area

This serene wildlife reserve in New Hampshire offers undisturbed natural landscapes for wildlife observation. Bring binoculars for spotting native species while exploring the peaceful trails during spring through fall.

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Cass Pond

This serene 54-acre pond in Richmond offers peaceful fishing for bass, pickerel, and perch. Bring your own gear and a valid New Hampshire fishing license to fully enjoy this tranquil natural retreat.

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Richmond Wildlife Manangement Area

This protected wilderness features diverse New Hampshire ecosystems across forests, wetlands, and meadows. Explore marked trails for wildlife viewing, especially during spring migration or autumn's foliage display.

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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

This secluded woodland trail winds alongside a brook to the remnants of an historic mill. Explore Richmond's industrial past while enjoying the tranquil sounds of flowing water and forest solitude.

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Conant Public Library

This historic 1892 library houses Winchester's heritage collection, including one of New England's earliest pipe organs. Browse artifacts or research local history with help from knowledgeable staff.

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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

Top Winchester Hotel Reviews

Latchis Hotel

8/10 Good

"This hotel is a great representation of a niche throw back. Record players in the room. Stacks of records in the hall to enjoy. The lobby is beautiful and they are attached to the movie theatre, which is old school and beautiful to witness. The hotel is in a TERRIBLE AREA and in fact Brattleboro, VT has an extremely large homeless and drug population. I truly feel for the business’ in the town. No foot traffic. We didn’t see one police vehicle at all. Multiple people told us to keep our wits about us if walking at night. The restaurants that we did visit have lovely people and are friendly but the places to see are not worth a visit to this sad town. It’s truly unfortunate too. You have this idea of small town in New England with shops and mom and pop places to eat and this had almost NONE of that."

Comfort Inn & Suites Brattleboro I-91

8/10 Good

"Great accommodations, thanks!"

The Colonial Hotel

10/10 Excellent

"It would be wonderful if a coffee bar was set up in the lobby, even just for a few hours each morning. We find it such an inconvenience to have to leave the property for a decent, not perked in our room, coffee. Otherwise we love this hotel for it’s location, beautiful grounds, great staff and cleanliness."

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent

"Todo muy bien me encanta este cadena de hoteles, nunca he tenido problemas con ellos"

Vikings Villages Resort

10/10 Excellent

"How fun! The cabin was immaculate and well decorated. It was very sturdy and also cozy."

Windmill Motel Restaurant

10/10 Excellent

"Easy to find, clean and friendly staff. New renovations are fabulous!"

Gardner Inn

8/10 Good

"This place was nicer than I expected. My room looked recently remodeled."

Hampton Inn Brattleboro

10/10 Excellent

"The room was very clean, the tv was very nice (my husband is now looking for one like it), it was quiet, which surprised me because it's near a busy highway. Breakfast was really good & a great variety! Only thing that could be improved is the mattress on the bed - it was a bit flat, but was comfortable enough."

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