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

Winchester 2 Stars Hotels

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Check availability on Winchester 2 Star Hotels

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Winchester 2-star hotels

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 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.

1. Latchis Hotel

Latchis Hotel
Brattleboro
United States
jeffrey
NT$3,697
NT$4,067 total
includes taxes & fees
Sep 30 - Oct 1
Latchis Hotel
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.
An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.
A hotel room with a bed, a desk, a chair, a wooden door, and a window.

2. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
David
NT$4,264
NT$4,627 total
includes taxes & fees
Sep 23 - Sep 24
Keene Elm City Hotel, an Ascend Collection Hotel
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.
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.
A lobby with wooden paneling, a fireplace, and two green armchairs.

3. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
United States
Francesca
NT$4,231
NT$4,654 total
includes taxes & fees
Sep 28 - Sep 29
Hampton Inn Brattleboro
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.
A hotel room with a sofa, a coffee table, a chair, a desk, and a lamp.

4. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
United States
John
NT$4,193
NT$4,612 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn & Suites Brattleboro I-91
An indoor swimming pool with clear water, surrounded by windows with a view of trees.
A beverage cooler with various drinks, a snack display, and a wall with 'TREATS' signage.
A hotel with a large entrance, a sign reading 'Hampton Inn & Suites,' and a parking lot.
A breakfast area with a sign reading 'HAPPY BREAKFAST STARTS HERE.'

5. Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
Greenfield
United States
Matthew
NT$6,032
NT$6,738 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn & Suites Greenfield
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 hotel gym with treadmills, an elliptical, dumbbells, and a stationary bike.
A reception area with a black marble counter, wooden cabinets, and a 'Staff Only' door.

6. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
United States
Alex
NT$2,813
NT$3,052 total
includes taxes & fees
Sep 24 - Sep 25
Days Inn by Wyndham Keene NH
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.
A two-story white house with a front porch and a garage, surrounded by lush greenery.
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.

7. The Putney Inn

The Putney Inn
Putney
United States
JANE
NT$3,466
NT$3,812 total
includes taxes & fees
Sep 23 - Sep 24
The Putney Inn
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.

8. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
United States
Jason
NT$5,113
NT$5,547 total
includes taxes & fees
Sep 29 - Sep 30
Riverside Hotel, an Ascend Collection Hotel
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 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.

9. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
United States
VINCENT JOEL
NT$2,713
NT$2,984 total
includes taxes & fees
Sep 23 - Sep 24
The Covered Bridge Inn
A hotel lobby with a check-in counter, a reception desk, a clock, a potted plant, and seating areas.
A hotel hallway with red doors, numbered room signs, and a patterned carpet.
A hotel lobby with a coffee machine, a Coca-Cola refrigerator, and a map on the wall.
A reception area with a check-in counter, a waiting area with seating, a tiled floor, and a clock on the wall.

10. Gardner Inn

Gardner Inn
Gardner
United States
Vicki
NT$3,429
NT$3,830 total
includes taxes & fees
Oct 1 - Oct 2
Gardner Inn
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 hotel entrance with a modern design, featuring a prominent entrance canopy and stone pillars.
A spacious lobby with a large flat-screen TV, modern seating, and a large window with a cityscape view.

11. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
United States
Daniel
NT$6,428
NT$7,071 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A reception area with a counter, a computer, and various informational posters on the wall.
A bathroom with a toilet, sink, and bathtub.
A reception desk with a computer, a clock, and a refrigerator.
A hotel room with a bed, bedside table, lamp, and a mirror.

12. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
Brattleboro
United States
Jessica
NT$2,320
NT$2,552 total
includes taxes & fees
Sep 24 - Sep 25
Travelodge by Wyndham Brattleboro VT
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 hotel suite shop with shelves stocked with snacks and sundries, a refrigerated display case, and a sign indicating 24-hour availability.

13. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
United States
sheri
NT$5,077
NT$5,509 total
includes taxes & fees
Sep 30 - Oct 1
Hampton Inn & Suites Keene
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 grassy area with picnic tables and a clock tower.
A room with a round table and two leather chairs, a window with curtains, and a view of a parking lot outside.
A flat-screen TV mounted on a wall displaying a streaming service interface.

14. Windmill Motel Restaurant

Windmill Motel Restaurant
Bernardston
United States
Dan
NT$4,072
NT$4,549 total
includes taxes & fees
Oct 4 - Oct 5
Windmill Motel Restaurant
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 brick building with a red awning and a sign that reads "The Inn."
A conference table set for a meeting with chairs and folded red napkins.

15. The Inn At Crumpin Fox

The Inn At Crumpin Fox
Bernardston
United States
Alan
NT$5,157
NT$5,760 total
includes taxes & fees
Sep 24 - Sep 25
The Inn At Crumpin Fox
A wooden picnic table with a bottle and two glasses, surrounded by lush greenery and a wooden fence.
A room with a wooden coffee table, two chairs, a bookshelf, and a large mirror on the wall.
A modern bedroom with a large bed, a nightstand, a lamp, and a stone pillar.
A kitchen with a coffee machine, coffee pods, a fruit basket, and a refrigerator.

16. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
Peterborough
United States
Kathleen
NT$4,639
NT$5,377 total
includes taxes & fees
Oct 7 - Oct 8
Riverhouse by Weekender (Formerly Jack Daniels Inn)
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 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.

17. Vikings Villages Resort

Vikings Villages Resort
Guilford
United States
Cecil
NT$4,379
NT$5,107 total
includes taxes & fees
Oct 20 - Oct 21
Vikings Villages Resort
A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.
A hotel lobby with a red carpet, a reception desk, a sofa, and chairs.
A room with a dining table, chairs, a sofa, and a red carpet leading to a door.
A hotel room with two beds, a nightstand, a lamp, and a chair.

18. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
Brattleboro
United States
David
NT$3,158
NT$3,474 total
includes taxes & fees
Oct 21 - Oct 22
Econo Lodge Brattleboro South
A pathway leading to a seating area with chairs and a table, surrounded by a grassy field and a forested hill.
A modern bedroom with two beds, a desk, and a chair.
A room with a large window, a wooden bench, and a small round table.

19. Otherland Hotel

Otherland Hotel
Newfane
Canada
Omar
NT$2,958
NT$4,228 total
includes taxes & fees
Sep 23 - Sep 24
Otherland Hotel
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 bedroom with a large bed, a wooden desk, and three chairs. There are three windows with shutters.
A hallway with a white radiator, a wooden staircase, and a door with decorative glass panels.

20. The Burrell House

The Burrell House
Keene
United States
Justin
NT$4,636
NT$5,169 total
includes taxes & fees
Oct 21 - Oct 22
The Burrell House
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Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Winchester.
The Colonial Hotel

The Colonial Hotel

625 Betty Spring Road Gardner MA
NT$4,856
NT$5,425 total
Sep 27 - Sep 28
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
The Colonial Hotel
Colonial Motel

Colonial Motel

889 Putney Rd Brattleboro VT
NT$2,641
NT$2,905 total
Sep 27 - Sep 28
includes taxes & fees
6.6/10 (61 reviews)
Colonial Motel
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

401 Winchester St Keene NH
NT$4,731
NT$5,133 total
Sep 27 - Sep 28
includes taxes & fees
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

Windmill Motel Restaurant

Windmill Motel Restaurant

10/10 Excellent
"I love the windmill. The gentleman is very polite and helpful. The room reminds me of being in the country farmhouse. So quiet and its close to 90 and 5 and 10."
Ronald 2-night trip
Posted 2 days ago
Windmill Motel Restaurant
Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"The place was a dream come true. Beautifully and meticulously maintained. Owners are an amazing couple, super thoughtful and helpful. Already planning a second trip!"
Alisha 1-night trip
Posted 3 days ago
Vikings Villages Resort
Gardner Inn

Gardner Inn

8/10 Good
"Great staff. The challenge is the location...road noise from the highway but that's what makes it convenient."
victoria 1-night trip
Posted 9 days ago
Gardner Inn

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