Find hotels in Winchester, NH from ฿3,254

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Check prices for these dates

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

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Our top choices for Winchester hotels

Superior Single Room, 1 Queen Bed | Iron/ironing board, free WiFi

Deerfield Inn

Deerfield Inn
3.0 star property
Deerfield
The price is ฿8,030
฿9,909 total
includes taxes & fees
1 Jun - 2 Jun
Deerfield Inn
Deluxe Double Room, 1 Queen Bed, Valley View | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

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 ฿4,396
฿4,910 total
includes taxes & fees
9 Jun - 10 Jun
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 ฿4,058
฿4,524 total
includes taxes & fees
2 Jun - 3 Jun
The Burrell House
Front of property

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (195 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 ฿4,784
฿5,580 total
includes taxes & fees
1 Jun - 2 Jun
Vikings Villages Resort
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (984 reviews)
"Clean room, great included breakfast, staff was nice and overall was just a good time"
United States
Savanna
The price is ฿4,124
฿4,537 total
includes taxes & fees
21 Jun - 22 Jun
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, (808 reviews)
"Staff were friendly and the breakfast was very good, great selection of items to choose from 🙂"
United States
Desiree
The price is ฿4,485
฿4,934 total
includes taxes & fees
2 Jun - 3 Jun
Comfort Inn & Suites Brattleboro I-91
Front of property

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (136 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 ฿3,399
฿5,393 total
includes taxes & fees
1 Jun - 2 Jun
Blooming Inn
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 ฿5,129
฿5,641 total
includes taxes & fees
2 Jun - 3 Jun
Colonel Williams Inn
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 ฿4,559
฿4,946 total
includes taxes & fees
2 Jun - 3 Jun
Keene Elm City Hotel, an Ascend Collection Hotel
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, (1,000 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is ฿3,404
฿3,694 total
includes taxes & fees
29 Jun - 30 Jun
Days Inn by Wyndham Keene NH
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (887 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 ฿4,028
฿4,431 total
includes taxes & fees
2 Jun - 3 Jun
Latchis Hotel
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 ฿3,062
฿3,369 total
includes taxes & fees
31 May - 1 Jun
The Putney Inn
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (39 reviews)
"The hot tub was so amazing"
United States
Mark
The price is ฿4,249
฿4,632 total
includes taxes & fees
1 Jun - 2 Jun
Four Columns 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 ฿5,768
฿6,258 total
includes taxes & fees
1 Jun - 2 Jun
The Carriage Barn Inn
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,000 reviews)
"Clean rooms, the full breakfast was a great addition! Friendly staff, clean pool!!!"
United States
Tracie
The price is ฿4,819
฿5,229 total
includes taxes & fees
7 Jun - 8 Jun
Best Western Plus Keene Hotel
Interior

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,000 reviews)
"Good place to stay "
United States
Glenn
The price is ฿4,980
฿5,563 total
includes taxes & fees
21 Jun - 22 Jun
The Colonial Hotel
Front of property

Gardner Inn

Gardner Inn
2.0 star property
Gardner
6.2 out of 10, (35 reviews)
"Great for a quick stay while passing through!"
United States
Cristen
The price is ฿2,913
฿3,254 total
includes taxes & fees
31 May - 1 Jun
Gardner Inn
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 ฿6,350
฿6,985 total
includes taxes & fees
6 Jun - 7 Jun
The Inn At Quail Run
Exterior

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (365 reviews)
"Fantastic breakfast!"
United States
allisha
The price is ฿5,288
฿5,907 total
includes taxes & fees
3 Jun - 4 Jun
The Inn At Crumpin Fox
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 ฿5,785
฿6,461 total
includes taxes & fees
28 Jun - 29 Jun
Hampton Inn & Suites Greenfield
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

The Putney Inn

The Putney Inn

6/10 Okay
"Only coffee available for breakfast. Room smelled horrible and it was dirty collecting dust and dirty behind curtain. Fyi:: if you like to sleep in dark room bring your own black out curtains. Towels where dirty and very dingy. . Restaurant closes at 3 and nothing close by where to get a decent meal. Won't be staying there again."
MARIA 2-night trip
Posted 1 hour ago
The Putney Inn

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 ฿3,404 per night from 29 Jun to 30 Jun
฿3,404
฿3,694 total
29 Jun - 30 Jun
includes taxes & fees
7/10 Good! (1,000 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 traveller data. Two other choices for your trip to the area are Hampton Inn Brattleboro and Latchis Hotel. 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, 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: Features a sauna, an indoor pool and free self parking. Hampton Inn Brattleboro and Colonial Motel And Spa 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 Rhododendron State Park, Cass Pond and Royalston State Forest. A couple of additional sights to add to your itinerary are Pisgah State Park 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.