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

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Check availability on Winchester 2 Star Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Winchester 2-star hotels

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

1. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (1,001 reviews)
"Hotel was great with extremely helpful, engaging and friendly staff."
United States
Erik
The price is 3.621.800 ₫
3.983.980 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Latchis Hotel
A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

2. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (891 reviews)
"Very nice staff and enjoyed my stay."
United States
Charlene
The price is 2.835.048 ₫
3.118.553 ₫ total
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn & Suites Brattleboro I-91
A hotel room with two beds, a TV, a desk, and a window with curtains.

3. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,001 reviews)
"convenient and safe place to stay while on a drivng vacation through New England"
United States
CHERYL
The price is 2.438.570 ₫
2.645.848 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Days Inn by Wyndham Keene NH
A hotel lobby with a check-in counter, a reception desk, a clock, a potted plant, and seating areas.

4. Gardner Inn

Gardner Inn
2.0 star property
Gardner
7.6 out of 10, Good, (87 reviews)
"It was a very good stay for the price. Very clean and the location was very good. I would definitely stay here again."
United States
Leila
The price is 2.744.845 ₫
3.065.992 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Gardner Inn
A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

5. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,003 reviews)
"Great location and wonderful staff! I love staying here every year!"
United States
Kristen
The price is 2.174.941 ₫
2.392.436 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Putney Inn
A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

6. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,001 reviews)
"Room was very clean and check in was excellent"
United States
Faith
The price is 2.834.014 ₫
3.117.415 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Brattleboro
A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.

7. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,000 reviews)
"Good location. About what one might expect in a budget motel."
United States
Rick
The price is 2.139.273 ₫
2.353.200 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Covered Bridge Inn
A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.

8. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,007 reviews)
"Excellent stay"
United States
Lisa
The price is 3.437.518 ₫
3.729.836 ₫ total
includes taxes & fees
12 Nov - 13 Nov
Keene Elm City Hotel, an Ascend Collection Hotel
An indoor swimming pool with clear water, surrounded by windows with a view of trees.

9. Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (974 reviews)
"Staff was helpful and super friendly. Rooms were clean and looked recently renovated. Thank you for a great stay, highly recommended and will return."
United States
Robert
The price is 3.496.964 ₫
3.906.109 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn & Suites Greenfield
A modern building with a brick facade and large windows, surrounded by lush greenery and flowers.

10. The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.4 out of 10, Exceptional, (418 reviews)
"Easy check in and nice spot for traveling around the area."
United States
Al
The price is 2.907.675 ₫
3.247.808 ₫ total
includes taxes & fees
1 Nov - 2 Nov
The Inn At Crumpin Fox
A hotel with a covered entrance, a clear sky, and a tree in the foreground.

11. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,004 reviews)
"Stayed one night. Staff was very friendly. Clean rooms, easy parking, nice breakfast."
United States
Timothy
The price is 3.721.824 ₫
4.094.006 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

12. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (428 reviews)
"Comfortable, clean, friendly staff, great breakfast"
United States
Dayle
The price is 3.957.540 ₫
4.293.931 ₫ total
includes taxes & fees
28 Nov - 29 Nov
Hampton Inn & Suites Keene
A dock extending into a lake with a grassy area in the foreground and trees in the background.

13. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (703 reviews)
"Loved view of the river"
United States
Steve
The price is 3.769.639 ₫
4.090.058 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Riverside Hotel, an Ascend Collection Hotel
A reception area with a counter, a computer, and various informational posters on the wall.

14. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (834 reviews)
"Great value! Older facility, smaller room and beds but perfect for our stay which basically only involved using the room to sleep."
United States
Stephen
The price is 1.783.374 ₫
1.961.711 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Travelodge by Wyndham Brattleboro VT
A hotel with a clock tower, a parking lot, and a well-maintained garden.

15. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (527 reviews)
"The front desk were very helpful"
United States
Ron
The price is 3.106.565 ₫
3.417.221 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Black Mountain Inn
A modern outdoor lounge area with two lounge chairs and a wooden deck.

16. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (232 reviews)
"Love the Nordik style accommodations and very comfortable bed!"
United States
Debi
The price is 3.365.692 ₫
4.485.596 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Otherland Hotel
A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

17. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (255 reviews)
"Great place to stay."
United States
Cecil
The price is 4.842.655 ₫
5.647.989 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Vikings Villages Resort
A wooden picnic table with a bottle and two glasses, surrounded by lush greenery and a wooden fence.

18. Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)
2.5 star property
Peterborough
9.2 out of 10, Wonderful, (481 reviews)
"Very clean and convenient. Staff were lovely, big rooms."
United States
Kathleen
The price is 4.163.791 ₫
4.797.884 ₫ total
includes taxes & fees
1 Nov - 2 Nov
Riverhouse by Weekender (Formerly Jack Daniels Inn)
A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.

19. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (692 reviews)
"I asked him on the front desk if I get a coffee machine but hi said no wen i order online they said breakfast is available but is not the guy in front desk was rude"
United States
Luis
The price is 2.569.191 ₫
2.826.110 ₫ total
includes taxes & fees
26 Nov - 27 Nov
Econo Lodge Brattleboro South
A windmill, a row of cabins, and a forest backdrop.

20. Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.2 out of 10, Wonderful, (77 reviews)
"Clean rooms, comfortable beds, smooth remote check-in with door code, showerhead was great and the barn door into the bathroom was a unique use of space. We enjoyed our stay."
United States
Donna
The price is 2.700.907 ₫
3.016.913 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Windmill Motel Restaurant
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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.
Colonial Motel

Colonial Motel

889 Putney Rd Brattleboro VT
The price is 2.208.807 ₫ per night from 3 Nov to 4 Nov
2.208.807 ₫
2.429.687 ₫ total
3 Nov - 4 Nov
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 city centre 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

Gardner Inn

Gardner Inn

8/10 Good
"Staff was polite. Good location. Quiet. Comfortable bed."
ROBERT E. 6-night trip
Posted 7 hours ago
Gardner Inn
Days Inn by Wyndham Keene NH

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."
Judith 1-night trip
Posted 7 days ago
Days Inn by Wyndham Keene NH