Winchester, New Hampshire in winter

Find hotels in Winchester, NH from ￥14,982

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Jun 19 - Jun 21
Next weekend
Jun 26 - Jun 28

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchester hotels

Lobby

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, (1,004 reviews)
"The staff was friendly, the room was clean and bed comfortable, the breakfast had a variety of options available. I’ll stay here again!"
United States
Dayna
The price is ￥17,466
￥18,951 total
includes taxes & fees
Jun 17 - Jun 18
Keene Elm City Hotel, an Ascend Collection Hotel
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,005 reviews)
"Best place to stay the food was good and we had a wonderful stay. Swimming pool was fun and safe for kids"
United States
Nidia Ruby
The price is ￥19,101
￥20,725 total
includes taxes & fees
Jun 17 - Jun 18
Best Western Plus Keene Hotel
Deluxe Double Room, 1 Queen Bed, Valley View | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
8.8 out of 10, Excellent, (15 reviews)
"Clean room, good prices, friendly staff"
United States
Amy
The price is ￥19,469
￥21,747 total
includes taxes & fees
Jun 24 - Jun 25
Windmill Motel Restaurant
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (994 reviews)
"Clean and professionally-run hotel - would stay again."
United States
Heidi
The price is ￥19,578
￥21,535 total
includes taxes & fees
Jul 5 - Jul 6
Hampton Inn Brattleboro
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (902 reviews)
"Historic hotel in the heart of downtown, close to everything-- restaurants, galleries, stores, train station. Great location, wonderful staff, movie theater and pub on site!"
United States
Sharon
The price is ￥21,870
￥24,057 total
includes taxes & fees
Jun 29 - Jun 30
Latchis Hotel
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (170 reviews)
"Self check-in and checkout. Room was very clean but a bit too much potpourri for my allergies. Will stay here again when in Keene. "
United States
Charles
The price is ￥21,222
￥23,663 total
includes taxes & fees
Jul 5 - Jul 6
The Burrell House
Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (172 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is ￥25,829
￥28,024 total
includes taxes & fees
Jun 16 - Jun 17
The Carriage Barn Inn
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (41 reviews)
"The hot tub was so amazing"
United States
Mark
The price is ￥20,494
￥22,338 total
includes taxes & fees
Jun 16 - Jun 17
Four Columns Inn
Lobby

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (817 reviews)
"Perfectly comfortable and convenient for us, and the complimentary breakfast buffet was better than most!"
United States
Bonnie
The price is ￥19,397
￥21,337 total
includes taxes & fees
Jun 29 - Jun 30
Comfort Inn & Suites Brattleboro I-91
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (354 reviews)
"Great breakfast!"
United States
Billie
The price is ￥24,986
￥27,485 total
includes taxes & fees
Jun 28 - Jun 29
Colonel Williams Inn
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,002 reviews)
"Perfect for an overnight!"
United States
Lori
The price is ￥17,450
￥19,195 total
includes taxes & fees
Jun 21 - Jun 22
The Putney Inn
Superior Single Room, 1 Queen Bed | Iron/ironing board, free WiFi

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
The price is ￥38,132
￥47,055 total
includes taxes & fees
Jul 8 - Jul 9
Deerfield Inn
Exterior

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (368 reviews)
"Fantastic breakfast!"
United States
allisha
The price is ￥26,023
￥29,068 total
includes taxes & fees
Jun 22 - Jun 23
The Inn At Crumpin Fox
Front of property

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (493 reviews)
"Bed was comfy. Room was clean. "
United States
Katherine
The price is ￥19,790
￥21,769 total
includes taxes & fees
Jun 16 - Jun 17
Black Mountain Inn
Interior

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,009 reviews)
"Good place to stay "
United States
Glenn
The price is ￥23,652
￥26,420 total
includes taxes & fees
Jun 22 - Jun 23
The Colonial Hotel
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,009 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is ￥14,582
￥15,822 total
includes taxes & fees
Jun 16 - Jun 17
Days Inn by Wyndham Keene NH
Front of property

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (197 reviews)
"Place was amazing. Can’t wait to come back. "
United States
Jeff
The price is ￥30,690
￥35,794 total
includes taxes & fees
Jul 16 - Jul 17
Vikings Villages Resort
Front of property

Gardner Inn

Gardner Inn
2.0 star property
Gardner
5.8 out of 10, (38 reviews)
"Great for a quick stay while passing through!"
United States
Cristen
The price is ￥14,277
￥15,946 total
includes taxes & fees
Jun 16 - Jun 17
Gardner Inn
Pool

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (917 reviews)
"Good breakfast buffet"
United States
Jennifer
The price is ￥27,462
￥30,676 total
includes taxes & fees
Jul 7 - Jul 8
Hampton Inn & Suites Greenfield
Free daily continental breakfast

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,004 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
The price is ￥13,620
￥14,982 total
includes taxes & fees
Jun 29 - Jun 30
The Covered Bridge Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Winchester attractions

Winchester Speedpark

Winchester Speedpark thrills with professionally designed motocross tracks featuring challenging jumps and turns. Experience heart-pounding night races or watch competitors tackle the New England racing circuit.
See properties

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
Winchester, New Hampshire in winter

Top Winchester Hotel Reviews

Latchis Hotel

Latchis Hotel

10/10 Excellent
"This was my second stay at The Latchis, and once again it was a great experience. The hotel is clean, the staff are consistently friendly and welcoming, and the location is incredibly convenient—especially for those of us coming up from New York on Amtrak. One of my favorite things about staying here is the building itself. The Latchis has so much character and history, and it's a refreshing change from a typical chain hotel. It adds something special to the whole experience. I'll definitely be back on my next trip to Brattleboro!"
Kaitlin 3-night trip
Posted 1 hour ago
Latchis Hotel

More cheap stays in Winchester

The Covered Bridge Inn

The Covered Bridge Inn

1043 Putney Road Brattleboro VT
The price is ￥13,620 per night from Jun 29 to Jun 30
￥13,620
￥14,982 total
Jun 29 - Jun 30
includes taxes & fees
7.6/10 Good! (1,004 reviews)

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 Latchis Hotel and Hampton Inn Brattleboro. See all available top hotels, or vacation rentals in Winchester.
What are some of the best vacation rentals in Winchester?
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!: Visitors like this Winchester vacation home rental. It is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all 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. Hampton Inn Brattleboro and Best Western Plus Keene Hotel 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 7 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 Rhododendron State Park, Cass Pond, and Royalston State Forest. A couple of additional sights to add to your agenda are New England Sweetwater Farm & Distillery and Winchester Speedpark. 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.

Explore a world of travel with Expedia