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Aug 23 - Aug 24
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Compare 410 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Keene Elm City Hotel, Ascend Hotel Collection
Indoor pool

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very Good, (881)
"Had a great time at this location"
The price is ₩173,086
₩187,798 total
includes taxes & fees
Aug 31 - Sep 1
Keene Elm City Hotel, Ascend Hotel Collection
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Free daily on-the-go breakfast

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (418)
"Highly recommend PEARL restaurant nearby! Always comfortable accommodations. "
The price is ₩149,050
₩176,717 total
includes taxes & fees
Aug 31 - Sep 1
Riverhouse by Weekender (Formerly Jack Daniels Inn)
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1003)
"Very enjoyable stay"
The price is ₩171,218
₩188,340 total
includes taxes & fees
Aug 24 - Aug 25
The Putney Inn
Latchis Hotel
Hiking

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (775)
"Great stay!"
The price is ₩193,009
₩212,324 total
includes taxes & fees
Aug 25 - Aug 26
Latchis Hotel
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1006)
"We have stayed at this property a few times and it is always a pleasant experience. "
The price is ₩199,166
₩222,479 total
includes taxes & fees
Aug 25 - Aug 26
The Colonial Hotel
Best Western Plus Keene Hotel
1 bedroom, premium bedding, individually decorated

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very Good, (1000)
"It was a great stay"
The price is ₩206,153
₩223,683 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Plus Keene Hotel
Hampton Inn & Suites Greenfield
Room, 2 Queen Beds, Non Smoking | Down comforters, desk, blackout drapes, soundproofing

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (838)
"Great place with a walkable eating option"
The price is ₩224,915
₩251,231 total
includes taxes & fees
Sep 21 - Sep 22
Hampton Inn & Suites Greenfield
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (315)
"I enjoyed my stay and found the room more than adequately furnished. Wished the bed could be firmer and they could supply meals other than just breakfast."
The price is ₩217,914
₩239,705 total
includes taxes & fees
Aug 31 - Sep 1
Colonel Williams Inn
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1001)
"Would stay again"
The price is ₩154,062
₩167,157 total
includes taxes & fees
Sep 1 - Sep 2
Days Inn by Wyndham Keene NH
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (328)
"Great hotel with friendly staff"
The price is ₩217,457
₩235,941 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Keene
Green River Bridge Inn
Exterior

Green River Bridge Inn

3.0 star property
8.4 out of 10, Very Good, (7)
"The area is beautiful and the inn is lovely. I would highly recommend to anyone visiting the area. "
The price is ₩305,079
₩332,536 total
includes taxes & fees
Aug 24 - Aug 25
Green River Bridge Inn
Riverside Hotel, Ascend Hotel Collection
Sundeck

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (589)
"Lovely, and very peaceful stay nestled beside the Connecticut River"
The price is ₩210,512
₩228,406 total
includes taxes & fees
Aug 26 - Aug 27
Riverside Hotel, Ascend Hotel Collection
Blooming Inn
Front of property

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (110)
"Lovely Inn and very responsive and approachable staff. "
The price is ₩137,224
₩221,074 total
includes taxes & fees
Aug 28 - Aug 29
Blooming Inn
Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (267)
"It was very personable. They were very flexible with check-in. Quiet and homie. "
The price is ₩218,938
₩237,547 total
includes taxes & fees
Aug 24 - Aug 25
Monadnock Inn
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (137)
"Beautiful room, beautiful house, fun area!"
The price is ₩225,012
₩250,888 total
includes taxes & fees
Aug 25 - Aug 26
The Burrell House
Gardner Inn
Exterior

Gardner Inn

2.0 star property
4.6 out of 10, (4)
"Unfortunately I didn't expect a great hotel but there was mold and mildew everywhere, the door didn’t close well, and the room was very musty. Service was terrible as the manager was the only employee and said was too busy to help. "
The price is ₩136,974
₩161,214 total
includes taxes & fees
Aug 25 - Aug 26
Gardner Inn
The Covered Bridge Inn
Exterior detail

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1001)
"Very comfortable and affordable room for late night traveling and just needing a place to rest before hitting the road again. "
The price is ₩123,277
₩135,605 total
includes taxes & fees
Aug 25 - Aug 26
The Covered Bridge Inn
Black Mountain Inn
Front of property

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (459)
"The bed was super comfortable and the sheets were very soft and also comfortable. "
The price is ₩172,946
₩190,240 total
includes taxes & fees
Aug 26 - Aug 27
Black Mountain Inn
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Free daily on-the-go breakfast

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
8.8 out of 10, Excellent, (1000)
"Good room, great breakfast options "
The price is ₩235,209
₩258,730 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Vikings Villages Resort
Deluxe Chalet | 2 bedrooms, premium bedding, down comforters, in-room safe

Vikings Villages Resort

2.0 star property
10.0 out of 10, Exceptional, (122)
"My family and I loved staying here! The cabin was very clean, nicely decorated, comfy beds. Hope to be back during the winter b/c I’m sure it's absolutely magical with snow on the ground"
The price is ₩245,931
₩286,829 total
includes taxes & fees
Aug 24 - Aug 25
Vikings Villages Resort
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.
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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
The Ashuelot Covered Bridge is a historic wooden covered bridge over the Ashuelot River on Bolton Road, just south of its intersection with NH 119 in Ashuelot, New Hampshire, an unincorporated village of Winchester.
Photo by Donny Campos
Open Photo by Donny Campos

Top Winchester Hotel Reviews

Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"Our stay at Vikings Villages was fantastic. The cottages are done very tastefully, have everything you need and are very clean. The grounds are beautiful, there's a nice firepit to enjoy in the evening. We loved watching the sheep also. The owner was very friendly and helpful with restaurant suggestions. We'll definitely be back for a longer stay in the future. "
Kristen 1-night trip
Posted 2 days ago
Vikings Villages Resort

Frequently asked questions

What's the best place to stay in Winchester?

The Colonial Hotel, located 26.3 mi (42.3 km) from the heart of Winchester, is a top choice for your stay based on our traveler data. Other good options for your stay in the area are Colonial Motel And Spa and Keene Elm City Hotel, Ascend Hotel Collection. See all available top hotels, or vacation rentals in Winchester.

If I need to cancel my hotel reservation in Winchester, will I receive a refund?

Yes, most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

For more details about rescheduling or cancelling your trip to Winchester, go to https://www.expedia.com/service/.

What are some hotels with pools in Winchester?

The Colonial Hotel: Features a sauna, an indoor pool, and free self parking. Colonial Motel And Spa and Keene Elm City Hotel, Ascend Hotel Collection are two additional hotels with an onsite pool. View all hotels with pools in Winchester.

What is the best hotel near Hartness State Airport (VSF)?

The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.

What is staying in Winchester like?

Visitors to Winchester are sure to enjoy the lakeside setting. Tourists can also enjoy so much more including its forests. In Winchester, there are 6 hotels and other accommodations to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

Natural beauty is on display at Richmond Wildlife Manangement Area, Rhododendron State Park, and Ashuelot River. A couple of additional sights to add to your agenda are New England Sweetwater Farm & Distillery and Pisgah State Park. Check out what more to see and do in Expedia's Winchester guide.

What's the seasonal weather like in Winchester?

The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.