Winchester, New Hampshire in winter

Find hotels in Winchester, NH from CA $131

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Check prices for these dates

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

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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, (1,001 reviews)
"Good stay everything you could ask for from a budget friendly hotel."
United States
Stephen
The price is CA $153
CA $165 total
includes taxes & fees
Jun 29 - Jun 30
Keene Elm City Hotel, an Ascend Collection 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, (1,010 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is CA $125
CA $135 total
includes taxes & fees
Jun 30 - Jul 1
Days Inn by Wyndham Keene NH
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,002 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 CA $167
CA $181 total
includes taxes & fees
Jun 29 - Jun 30
Best Western Plus Keene Hotel
Exterior

Cooper Hill Inn

Cooper Hill Inn
2.0 star property
West Dover
8.8 out of 10, Excellent, (8 reviews)
"Very convenient to Mount Snow and we loved the plentiful cozy places to sit and read or interact with other guests. The bed was comfortable, and the shared kitchen space was very well stocked and clean. We will definitely stay again!"
United States
Rosa
The price is CA $266
CA $293 total
includes taxes & fees
Jun 26 - Jun 27
Cooper Hill Inn
Free daily buffet breakfast

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (387 reviews)
"Clean rooms, good location, easy parking, excellent service!"
United States
Kerry
The price is CA $256
CA $278 total
includes taxes & fees
Jul 8 - Jul 9
Hampton Inn & Suites Keene
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (995 reviews)
"Clean and professionally-run hotel - would stay again."
United States
Heidi
The price is CA $164
CA $181 total
includes taxes & fees
Jul 2 - Jul 3
Hampton Inn Brattleboro
Deluxe Double Room, 1 Queen Bed, Valley View

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 CA $170
CA $190 total
includes taxes & fees
Jun 29 - Jun 30
Windmill Motel Restaurant
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (138 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 CA $137
CA $221 total
includes taxes & fees
Jul 6 - Jul 7
Blooming 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 CA $177
CA $193 total
includes taxes & fees
Jun 24 - Jun 25
Four Columns Inn
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 CA $121
CA $135 total
includes taxes & fees
Jun 21 - Jun 22
Gardner Inn
Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (173 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is CA $221
CA $239 total
includes taxes & fees
Jun 21 - Jun 22
The Carriage Barn Inn
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 CA $185
CA $207 total
includes taxes & fees
Jul 5 - Jul 6
The Burrell House
Superior Single Room, 1 Queen Bed

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
The price is CA $330
CA $407 total
includes taxes & fees
Jun 21 - Jun 22
Deerfield Inn
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (905 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 CA $186
CA $205 total
includes taxes & fees
Jun 24 - Jun 25
Latchis Hotel
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 CA $283
CA $307 total
includes taxes & fees
Jun 29 - Jun 30
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 CA $212
CA $233 total
includes taxes & fees
Jul 12 - Jul 13
Colonel Williams 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, (819 reviews)
"Perfectly comfortable and convenient for us, and the complimentary breakfast buffet was better than most!"
United States
Bonnie
The price is CA $154
CA $169 total
includes taxes & fees
Jul 2 - Jul 3
Comfort Inn & Suites Brattleboro I-91
Lobby

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
4.6 out of 10, (4 reviews)
"For the price this was a nice place to stay passing through Brattleboro. Everything was fine until an employee, without knocking, just unlocked our door and walked in at 10:40am and said “Check out”. Someone could have been dressing. We felt very rushed even though checkout was 11am. It took a lot of restraint to not verbally lay into the guy. Just make sure your extra locks are secured."
United States
Joshua
The price is CA $101
CA $111 total
includes taxes & fees
Jun 24 - Jun 25
Colonial Motel
Front of property

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (198 reviews)
"Place was amazing. Can’t wait to come back. "
United States
Jeff
The price is CA $270
CA $315 total
includes taxes & fees
Jul 19 - Jul 20
Vikings Villages Resort
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,000 reviews)
"Perfect for an overnight!"
United States
Lori
The price is CA $139
CA $152 total
includes taxes & fees
Jun 29 - Jun 30
The Putney 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

You can take time to visit Winchester Speedpark during your travels to Winchester. While you're in the area, stroll along the lakeside.
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
"Love the historical aspects of this place."
Clete 2-night trip
Posted 6 hours ago
Latchis Hotel

More cheap stays in Winchester

The Covered Bridge Inn

The Covered Bridge Inn

1043 Putney Road Brattleboro VT
The price is CA $119 per night from Jun 24 to Jun 25
CA $119
CA $131 total
Jun 24 - Jun 25
includes taxes & fees
7.6/10 Good! (1,000 reviews)

Hotels in Winchester with star rating

Frequently asked questions

When is the best time to go to Winchester?
The best time to visit Winchester, New Hampshire, is during the autumn months, particularly from late September to late October, for the spectacular fall foliage.

This period offers clear, crisp weather and the vibrant colours of the changing leaves, making it ideal for outdoor activities like hiking, scenic drives, and exploring the local countryside. The area surrounding Winchester is known for its natural beauty, with various trails and viewpoints to experience the seasonal display.

Couples looking for a romantic getaway will find this time particularly appealing. The picturesque landscapes provide a beautiful backdrop for leisurely drives through the New Hampshire countryside or cosy evenings by a fireplace. Many local inns and B&Bs offer special packages during the fall.

Families will also enjoy visiting in autumn. The cooler temperatures are superb for outdoor adventures without the summer heat, and there are often local harvest festivals or apple-picking opportunities in the wider region.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchester.
How can I save on a Winchester hotel booking with Expedia?
Members always get our best prices. Find our best Winchester hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Winchester hotel?
Prices for hotels in Winchester often vary, but you can find a great deal from CA $131 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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