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

Winchester 2 Stars Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Winchester 2 Star Hotels

This weekend
Next weekend

Our top choices for Winchester 2-star hotels

1. 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, (1,005 reviews)
"All the staff were very helpful and friendly! Truly enjoyed my stay"
United States
Ramica
The price is NT$3,812
NT$4,136 total
includes taxes & fees
Sep 1 - Sep 2
Keene Elm City Hotel, an Ascend Collection Hotel

2. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (944 reviews)
"Great hotel at the best location for seeing this great town without having to drive or park. Easy walk from train station"
United States
mark
The price is NT$3,834
NT$4,217 total
includes taxes & fees
Aug 9 - Aug 10
Latchis Hotel

3. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (842 reviews)
"Perfectly comfortable and convenient for us, and the complimentary breakfast buffet was better than most!"
United States
Bonnie
The price is NT$4,391
NT$4,830 total
includes taxes & fees
Aug 23 - Aug 24
Comfort Inn & Suites Brattleboro I-91

4. Gardner Inn

Gardner Inn
2.0 star property
Gardner
7.8 out of 10, Good, (45 reviews)
"Walking distance to just about everything .. food , liquor store , gas , coffee , groceries , dispensaries Good choice for a weekend out"
United States
Vicki
The price is NT$3,572
NT$3,990 total
includes taxes & fees
Sep 1 - Sep 2
Gardner Inn

5. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (1,004 reviews)
"Really great spot for the price, very happy with our short stay."
United States
Kyle
The price is NT$4,212
NT$4,633 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn Brattleboro

6. 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)
"The hotel was clean but very dated. Needs new flooring, paint etc. Staff was very nice."
United States
Pamela
The price is NT$2,496
NT$2,708 total
includes taxes & fees
Sep 3 - Sep 4
Days Inn by Wyndham Keene NH

7. Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (933 reviews)
"Check in was very good. Customer service was exceptional. The room however smelled of cigarette smoke. Overall a good experience."
United States
Joseph
The price is NT$5,617
NT$6,275 total
includes taxes & fees
Aug 9 - Aug 10
Hampton Inn & Suites Greenfield

8. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (670 reviews)
"The location was ideal. Gorgeous view of the river. Walking and hiking opportunities nearby. Close to Brattleboro shops and restaurants. The room was spacious and comfortable and we enjoyed sitting on the terrace."
United States
Pauline
The price is NT$5,143
NT$5,581 total
includes taxes & fees
Aug 17 - Aug 18
Riverside Hotel, an Ascend Collection Hotel

9. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,003 reviews)
"Easy in and out"
United States
Robert
The price is NT$3,998
NT$4,398 total
includes taxes & fees
Aug 5 - Aug 6
The Putney Inn

10. Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.2 out of 10, Wonderful, (39 reviews)
"It's a wonderful place to stay! So clean and quiet!"
United States
Robert
The price is NT$3,925
NT$4,384 total
includes taxes & fees
Aug 19 - Aug 20
Windmill Motel Restaurant

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, (1,001 reviews)
"One of our favorite hotels in Brattleboro. Clean, safe and the staff are super friendly."
United States
Marnie
The price is NT$5,654
NT$6,219 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express Hotel & Suites Brattleboro by IHG

12. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (400 reviews)
"We spent 3 days there and totally enjoyed our stay in Keene, New Hampshire."
United States
Debra
The price is NT$4,874
NT$5,289 total
includes taxes & fees
Aug 20 - Aug 21
Hampton Inn & Suites Keene

13. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (219 reviews)
"Fantastic, beautiful property. We definitely want to visit again. Great for families."
United States
Otgonzaya
The price is NT$6,034
NT$7,038 total
includes taxes & fees
Aug 20 - Aug 21
Vikings Villages Resort

14. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,005 reviews)
"The staff is so helpful and kind. There are sketchy people out there but overall the stay we are safe and we were able to sleep and rest."
United States
VINCENT JOEL
The price is NT$2,473
NT$2,721 total
includes taxes & fees
Aug 10 - Aug 11
The Covered Bridge Inn

15. The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (381 reviews)
"Fantastic breakfast!"
United States
allisha
The price is NT$5,246
NT$5,860 total
includes taxes & fees
Aug 10 - Aug 11
The Inn At Crumpin Fox

16. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (789 reviews)
"Good value!"
United States
Brian
The price is NT$2,384
NT$2,623 total
includes taxes & fees
Aug 4 - Aug 5
Travelodge by Wyndham Brattleboro VT

17. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (666 reviews)
"Quiet and clean place to stay the night"
United States
Aigul
The price is NT$2,878
NT$3,166 total
includes taxes & fees
Aug 10 - Aug 11
Econo Lodge Brattleboro South

18. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (500 reviews)
"I had a wonderful stay. The pool was great and I had it to myself! My room was clean. I would definitely recommend!"
United States
Robert
The price is NT$5,112
NT$5,623 total
includes taxes & fees
Aug 4 - Aug 5
Black Mountain Inn

19. The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (175 reviews)
"Wonderful stay"
United States
Justin
The price is NT$3,730
NT$4,159 total
includes taxes & fees
Aug 9 - Aug 10
The Burrell House

20. 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, (469 reviews)
"I love this place."
United States
Tracy
The price is NT$5,039
NT$5,818 total
includes taxes & fees
Aug 10 - Aug 11
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Winchester.
Still don't see what you're looking for?
See all properties in Winchester.
You can also use these popular filters to refine your search.
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.

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

Top Winchester Hotel Reviews

Explore a world of travel with Expedia