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

2 Stars Hotels in Winchester, New Hampshire from CA $119

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

1. Latchis Hotel

Latchis Hotel
Brattleboro
United States
jeffrey
CA $163
CA $180 total
includes taxes & fees
Sep 29 - Sep 30
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.
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.
A modern fitness center with cardio machines, weightlifting equipment, and a large mirror.

2. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
David
CA $187
CA $203 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 lobby with wooden paneling, a fireplace, and two green armchairs.
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.

3. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
United States
Francesca
CA $187
CA $205 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.
An indoor swimming pool with a tiled deck, safety signs, and a few chairs.

4. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
United States
John
CA $185
CA $203 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 hotel with a large entrance, a sign reading 'Hampton Inn & Suites,' and a parking lot.
A beverage cooler with various drinks, a snack display, and a wall with 'TREATS' signage.
A breakfast area with a sign reading 'HAPPY BREAKFAST STARTS HERE.'

5. Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
Greenfield
United States
Matthew
CA $266
CA $297 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 reception area with a black marble counter, wooden cabinets, and a 'Staff Only' door.
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.

6. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
United States
Alex
CA $124
CA $135 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 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.
A hotel room with two beds, a desk, and a TV.

7. The Putney Inn

The Putney Inn
Putney
United States
JANE
CA $153
CA $168 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 bedroom with a large bed, a desk, and a television.
A spacious living room with a large window, a patterned rug, and multiple seating options including a sofa and armchairs.

8. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
United States
Jason
CA $225
CA $245 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 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 multi-story motel with a parking lot, several vehicles parked, and a tree in the foreground.

9. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
United States
VINCENT JOEL
CA $120
CA $132 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 room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.
A hotel lobby with a coffee machine, a Coca-Cola refrigerator, and a map on the wall.

10. Gardner Inn

Gardner Inn
Gardner
United States
Vicki
CA $147
CA $165 total
includes taxes & fees
Sep 23 - Sep 24
Gardner Inn
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 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.

11. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
United States
Daniel
CA $255
CA $281 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 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.

12. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
Brattleboro
United States
Jessica
CA $109
CA $119 total
includes taxes & fees
Sep 27 - Sep 28
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.
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.
A reception area with a 'Welcome to the Granite State' sign, a reception desk, and a well-organized suite shop.

13. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
United States
sheri
CA $224
CA $243 total
includes taxes & fees
Sep 29 - Sep 30
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 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.
A grassy area with picnic tables and a clock tower.

14. Windmill Motel Restaurant

Windmill Motel Restaurant
Bernardston
United States
Dan
CA $179
CA $200 total
includes taxes & fees
Sep 23 - Sep 24
Windmill Motel Restaurant
A modern building with a brick facade and large windows, surrounded by lush greenery and flowers.
A brick building with a red awning and a sign that reads "The Inn."
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.

15. The Inn At Crumpin Fox

The Inn At Crumpin Fox
Bernardston
United States
Alan
CA $227
CA $254 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 hotel with a snow-covered driveway, Christmas lights, and a large tree in front.
A room with a wooden coffee table, two chairs, a bookshelf, and a large mirror on the wall.
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
CA $192
CA $223 total
includes taxes & fees
Sep 23 - Sep 24
Riverhouse by Weekender (Formerly Jack Daniels Inn)
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 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.

17. Vikings Villages Resort

Vikings Villages Resort
Guilford
United States
Cecil
CA $193
CA $225 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 sunroom with large windows, a dining area with a table and chairs, and a sofa.
A room with a dining table, chairs, a sofa, and a red carpet leading to a door.

18. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
Brattleboro
United States
David
CA $140
CA $154 total
includes taxes & fees
Oct 22 - Oct 23
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 room with a large window, a wooden bench, and a small round table.
A modern bedroom with two beds, a desk, and a chair.
A dining area with a wooden table, chairs, a ceiling light fixture, and artwork on the walls.

19. Otherland Hotel

Otherland Hotel
Newfane
Canada
Omar
CA $123
CA $178 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 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.

20. The Burrell House

The Burrell House
Keene
United States
Justin
CA $192
CA $214 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
CA $215
CA $240 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
CA $117
CA $128 total
Sep 27 - Sep 28
includes taxes & fees
6.6/10 (62 reviews)
Colonial Motel
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

401 Winchester St Keene NH
CA $208
CA $226 total
Sep 28 - Sep 29
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
Best Western Plus Keene Hotel
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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

Find out more about Winchester

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Winchester, Winchester you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Winchester are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Winchester.

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