Find hotels in Winchester, NH from ￥10,509

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Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
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Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

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Compare 444 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Interior
The Colonial Hotel

The Colonial Hotel

3.0 star property
Gardner
8.8 out of 10, Excellent, (1000)
"Great hotel, fantastic restaurant, wonderful place!"
United States
Kate
The Colonial Hotel
Front of property
The Inn At Crumpin Fox

The Inn At Crumpin Fox

2.5 star property
Bernardston
9.2 out of 10, Wonderful, (342)
"Room was great, we will be back again, favorite place in the valley thus far to stay. "
United States
Christine
The price is ￥20,238
￥22,606 total
includes taxes & fees
Dec 7 - Dec 8
The Inn At Crumpin Fox
Exterior detail
The Covered Bridge Inn

The Covered Bridge Inn

2.5 star property
Brattleboro
7.6 out of 10, Good, (1000)
"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."
United States
Zachery
The price is ￥9,553
￥10,509 total
includes taxes & fees
Dec 5 - Dec 6
The Covered Bridge Inn
Free daily on-the-go breakfast
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1005)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
The price is ￥22,207
￥24,428 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Double Room | Free WiFi
Gardner Inn

Gardner Inn

2.0 star property
Gardner
5.6 out of 10, (16)
"The property needs work but hte staff was pleasant and the facility was quiet. "
United States
Lou
The price is ￥13,879
￥15,504 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Gardner Inn
Premium bedding, individually decorated, individually furnished, desk
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very Good, (1000)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is ￥21,556
￥23,389 total
includes taxes & fees
Dec 8 - Dec 9
Best Western Plus Keene Hotel
Reception
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

2.5 star property
Brattleboro
6.0 out of 10, (736)
"Reasonable rate for the the accomadations."
United States
David
The price is ￥10,413
￥11,454 total
includes taxes & fees
Dec 8 - Dec 9
Travelodge by Wyndham Brattleboro VT
Breakfast area
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
Peterborough
9.4 out of 10, Exceptional, (433)
"Super cute place! Would stay here again"
United States
Danielle
The price is ￥19,431
￥22,763 total
includes taxes & fees
Dec 14 - Dec 15
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Sundeck
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (628)
"Clean room, beautiful location"
United States
Marcie
The price is ￥23,700
￥25,714 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Riverside Hotel, an Ascend Collection Hotel
Lobby
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
8.6 out of 10, Excellent, (736)
"Staff was friendly and pool was nice"
United States
Joshua
The price is ￥17,859
￥19,645 total
includes taxes & fees
Dec 18 - Dec 19
Comfort Inn & Suites Brattleboro I-91
Front of property
Black Mountain Inn

Black Mountain Inn

2.0 star property
Brattleboro
7.4 out of 10, Good, (474)
"Clean, very friendly staff. Will stay again."
United States
Scot
The price is ￥17,058
￥18,764 total
includes taxes & fees
Dec 8 - Dec 9
Black Mountain Inn
Hiking
Latchis Hotel

Latchis Hotel

2.5 star property
Brattleboro
8.4 out of 10, Very Good, (834)
"Great stay"
United States
Jason
The price is ￥19,632
￥21,595 total
includes taxes & fees
Dec 8 - Dec 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, (1000)
"Very professional people good service good staff "
United States
George
The price is ￥14,300
￥15,515 total
includes taxes & fees
Dec 21 - Dec 22
Days Inn by Wyndham Keene NH
Free breakfast
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very Good, (924)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is ￥22,207
￥24,429 total
includes taxes & fees
Dec 10 - Dec 11
Hampton Inn Brattleboro
Room, 2 Queen Beds, Non Smoking | Down comforters, desk, blackout drapes, soundproofing
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

2.5 star property
Greenfield
8.6 out of 10, Excellent, (876)
"Friendly staff, great breakfast, comfy beds"
United States
Lori
The price is ￥28,410
￥31,734 total
includes taxes & fees
Dec 10 - Dec 11
Hampton Inn & Suites Greenfield
Exterior
Colonial Motel And Spa

Colonial Motel And Spa

3.0 star property
Brattleboro
6.8 out of 10, (1001)
"Nice place to stay for the night."
United States
Robin
The price is ￥18,610
￥20,472 total
includes taxes & fees
Dec 8 - Dec 9
Colonial Motel And Spa
Exterior
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
Keene
8.8 out of 10, Excellent, (755)
"Front desk pleasant and helpful Breakfast was good Room was spacious and clean Able to walk to shopping and dining. "
United States
Stephen
The price is ￥27,914
￥30,287 total
includes taxes & fees
Dec 11 - Dec 12
Fairfield Inn & Suites by Marriott Keene Downtown
Reception
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (351)
"Nice place to stay, nice area, will stay again."
United States
Catherine
The price is ￥22,828
￥24,768 total
includes taxes & fees
Dec 23 - Dec 24
Hampton Inn & Suites Keene
Garden
Four Columns Inn

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (13)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns Inn
Exterior
The Putney Inn

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very Good, (1000)
"Nice motel. "
United States
Richard
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

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

New England Sweetwater Farm & Distillery

This rustic distillery crafts award-winning spirits using locally sourced ingredients. Sample their unique vodkas and whiskeys while learning about the distillation process in a warm space adorned with reclaimed wood.
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
"The Victrola and records in the room were awesome!"
Derek 1-night trip
Posted 5 days ago
Latchis 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 ￥14,300 per night from Dec 21 to Dec 22
￥14,300
￥15,515 total
Dec 21 - Dec 22
includes taxes & fees
7/10 Good! (999 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 Hampton Inn & Suites Greenfield and Hampton Inn Brattleboro. See all available top hotels, or vacation rentals in Winchester.
What are some of the best vacation rentals in Winchester?
Beautiful Custom Built Timber Frame Home, Sleeps 11: You might want to consider this vacation home rental near Winchester, which is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. 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 Comfort Inn & Suites Brattleboro I-91 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 6 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 Birch Point, Ashuelot River, and Cass Pond. A couple of additional sights to add to your agenda are Pisgah State Park and New England Sweetwater Farm & Distillery. 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.

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