Winchester, New Hampshire in winter

Winchester Hotels

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Check prices for these dates

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

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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)
"Good stay everything you could ask for from a budget friendly hotel."
United States
Stephen
The price is €103
includes taxes & fees
25 Jun - 26 Jun
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (997 reviews)
"Clean and professionally-run hotel - would stay again."
United States
Heidi
The price is €113
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn Brattleboro
Lobby

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (820 reviews)
"Perfectly comfortable and convenient for us, and the complimentary breakfast buffet was better than most!"
United States
Bonnie
The price is €109
includes taxes & fees
2 Jul - 3 Jul
Comfort Inn & Suites Brattleboro I-91
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,006 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 €113
includes taxes & fees
28 Jun - 29 Jun
Best Western Plus Keene Hotel
Superior Single Room, 1 Queen Bed

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
10.0 out of 10, Exceptional, (1 review)
"The Inn was quiet, convenient and offered excellent food."
United States
Jay
The price is €265
includes taxes & fees
1 Jul - 2 Jul
Deerfield Inn
Front of property

Gardner Inn

Gardner Inn
2.0 star property
Gardner
6.2 out of 10, (42 reviews)
"Great for a quick stay while passing through!"
United States
Cristen
The price is €97
includes taxes & fees
24 Jun - 25 Jun
Gardner Inn
Deluxe Double Room, 1 Queen Bed, Valley View

Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.0 out of 10, Wonderful, (17 reviews)
"Clean room, good prices, friendly staff"
United States
Amy
The price is €118
includes taxes & fees
29 Jun - 30 Jun
Windmill Motel Restaurant
Lobby

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
5.2 out of 10, (7 reviews)
"Smoke detector missing. Toilet seat loose. Lights too dim. No bar soap at the sink. Body wash and conditioner bottle in the bathroom were empty."
United States
Debra
The price is €69
includes taxes & fees
24 Jun - 25 Jun
Colonial Motel
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 €129
includes taxes & fees
5 Jul - 6 Jul
The Burrell House
In-room safe, desk, blackout curtains, 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, (1,006 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is €84
includes taxes & fees
2 Jul - 3 Jul
Days Inn by Wyndham Keene NH
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (42 reviews)
"The hot tub was so amazing"
United States
Mark
The price is €124
includes taxes & fees
24 Jun - 25 Jun
Four Columns Inn
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (140 reviews)
"The room was clean and comfortable. It was a quiet night's sleep as I believe I was the only one there. Breakfast was very plain and simple: English muffins and cinnamon toast, with no fruit or juice. Coffee was plentiful"
United States
Sarah
The price is €152
includes taxes & fees
6 Jul - 7 Jul
Blooming Inn
Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (174 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is €168
includes taxes & fees
29 Jun - 30 Jun
The Carriage Barn Inn
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,003 reviews)
"Perfect for an overnight!"
United States
Lori
The price is €100
includes taxes & fees
29 Jun - 30 Jun
The Putney Inn
Lobby sitting area

Inn at Valley Farms

Inn at Valley Farms
2.0 star property
Walpole
10.0 out of 10, Exceptional, (19 reviews)
"Warm hospitality, very nice breakfast"
United States
Christopher
The price is €177
includes taxes & fees
24 Jun - 25 Jun
Inn at Valley Farms
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 €152
includes taxes & fees
29 Jun - 30 Jun
Colonel Williams Inn
Interior

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,002 reviews)
"Good place to stay "
United States
Glenn
The price is €149
includes taxes & fees
28 Jun - 29 Jun
The Colonial Hotel
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (907 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 €143
includes taxes & fees
29 Jun - 30 Jun
Latchis Hotel
Exterior

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (370 reviews)
"Fantastic breakfast!"
United States
allisha
The price is €158
includes taxes & fees
29 Jun - 30 Jun
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, (495 reviews)
"Bed was comfy. Room was clean. "
United States
Katherine
The price is €128
includes taxes & fees
24 Jun - 25 Jun
Black Mountain 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.
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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 city centre 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

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"The Elm City Hotel is a great value in Keene. Rooms are modern and clean with very comfortable beds and nice amenities. The breakfast on Sunday was great, and it was "okay" on Monday. Sunday's breakfast included real eggs and sausage, while Monday's breakfast was egg product patties and dried-up frozen sausage. Still, decent breakfast offerings at this price point. The staff is very kind and helpful. I'll definitely stay again when I'm in the area."
John 2-night trip
Posted less than an hour ago
Keene Elm City Hotel, an Ascend Collection Hotel

More cheap stays in Winchester

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
The price is €84 per night from 2 Jul to 3 Jul
€84
2 Jul - 3 Jul
includes taxes & fees
7/10 Good! (1,006 reviews)

Frequently asked questions

What's the best place to stay in Winchester?
2 private mountain RV pads for rent. Full hook ups, located 2.1 mi (3.5 km) from the heart of Winchester, is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are The Colonial Hotel and Latchis Hotel. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Lovely 2nd Floor Apartment: This holiday home rental outside of Winchester offers a garden, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. See all vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What are some hotels with pools in Winchester?
The Colonial Hotel: Offers a sauna, an indoor pool and free self parking. Hampton Inn Brattleboro and Best Western Plus Keene Hotel are a couple of other choices that offer an on-site pool. View all hotels with pools in Winchester.
What is staying in Winchester like?
Visitors to Winchester will definitely enjoy the lakeside setting. Tourists can also enjoy so much more including its forests. In Winchester, there are 7 hotels and other accommodation options to choose from. Find out more about Winchester.
What are the top places to visit in Winchester?
Natural beauty is on display at Cass Pond, Royalston State Forest and Rhododendron State Park. A couple of additional sights to add to your itinerary are Winchester Speedpark and New England Sweetwater Farm & Distillery. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the weather like in Winchester?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Winchester are January, March, February and November, with each month seeing an average of 26 cm of snowfall.

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