Find hotels in Winchester, NH from CA $130

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Check prices for these dates

Next weekend
Jun 12 - Jun 14
In two weeks
Jun 19 - Jun 21

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Our top choices for Winchester hotels

Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (989 reviews)
"The staff was very friendly."
United States
Steven
The price is CA $169
CA $186 total
includes taxes & fees
Jun 21 - Jun 22
Hampton Inn Brattleboro
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, (1,000 reviews)
"Really friendly, helpful and accommodating staff. Clean and well maintained. Would definitely stay here again!"
United States
Sarah
The price is CA $146
CA $159 total
includes taxes & fees
Jun 8 - Jun 9
Keene Elm City Hotel, an Ascend Collection Hotel
Deluxe Double Room, 1 Queen Bed, Valley View

Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.2 out of 10, Wonderful, (12 reviews)
"Clean room, good prices, friendly staff"
United States
Amy
The price is CA $169
CA $189 total
includes taxes & fees
Jun 9 - Jun 10
Windmill Motel Restaurant
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 $178
CA $198 total
includes taxes & fees
Jun 9 - Jun 10
The Burrell House
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)
"We love staying here. It’s very clean, staff is always friendly,and the breakfast choices are great!!"
United States
Jennifer
The price is CA $166
CA $180 total
includes taxes & fees
Jun 10 - Jun 11
Best Western Plus Keene Hotel
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (40 reviews)
"The hot tub was so amazing"
United States
Mark
The price is CA $169
CA $184 total
includes taxes & fees
Jun 9 - Jun 10
Four Columns Inn
Superior Single Room, 1 Queen Bed

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
The price is CA $335
CA $414 total
includes taxes & fees
Jun 8 - Jun 9
Deerfield Inn
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 CA $236
CA $256 total
includes taxes & fees
Jun 18 - Jun 19
The Carriage Barn 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, (812 reviews)
"Great location for a stay on the way to Maine. Comfortable everything!"
United States
Linda
The price is CA $182
CA $200 total
includes taxes & fees
Jul 2 - Jul 3
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 CA $204
CA $225 total
includes taxes & fees
Jul 5 - Jul 6
Colonel Williams Inn
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (137 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 $132
CA $216 total
includes taxes & fees
Jun 10 - Jun 11
Blooming Inn
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (894 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 $180
CA $198 total
includes taxes & fees
Jun 8 - Jun 9
Latchis 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, (1,002 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is CA $140
CA $152 total
includes taxes & fees
Jul 3 - Jul 4
Days Inn by Wyndham Keene NH
Interior

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,003 reviews)
"Good place to stay "
United States
Glenn
The price is CA $209
CA $233 total
includes taxes & fees
Jul 7 - Jul 8
The Colonial Hotel
Exterior

The Inn At Quail Run

The Inn At Quail Run
2.5 star property
Wilmington
9.2 out of 10, Wonderful, (73 reviews)
"Property was just as described, it was great staying there, outdoors was beautiful."
United States
Tami
The price is CA $272
CA $299 total
includes taxes & fees
Jun 8 - Jun 9
The Inn At Quail Run
Pool

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (915 reviews)
"Good breakfast buffet"
United States
Jennifer
The price is CA $239
CA $267 total
includes taxes & fees
Jul 1 - Jul 2
Hampton Inn & Suites Greenfield
Exterior

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (366 reviews)
"Fantastic breakfast!"
United States
allisha
The price is CA $226
CA $253 total
includes taxes & fees
Jun 10 - Jun 11
The Inn At Crumpin Fox
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 $152
CA $167 total
includes taxes & fees
Jun 9 - Jun 10
The Putney Inn
Free daily continental breakfast

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,003 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
The price is CA $118
CA $130 total
includes taxes & fees
Jun 14 - Jun 15
The Covered Bridge Inn
Front of property

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (196 reviews)
"The kitchen was equipped to prepare small meals, and the fireplace was great during the cool evening hours."
United States
Heike
The price is CA $266
CA $310 total
includes taxes & fees
Jul 4 - Jul 5
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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Stay near popular Winchester attractions

New England Sweetwater Farm & Distillery

You can take time to visit New England Sweetwater Farm & Distillery 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
"Charming and clean with helpful people who checked in before we got there to get to make sure we knew how things worked with checking in and keys and such. It’s dated, but it appears as if they’ve renovated and cleaned things up to look and feel beautiful as well and be functional."
Shawntel 1-night trip
Posted 16 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 $118 per night from Jun 14 to Jun 15
CA $118
CA $130 total
Jun 14 - Jun 15
includes taxes & fees
7.6/10 Good! (1,003 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 $130 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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