Photo by Donny Campos

Find hotels in Winchester, NH from AED 241

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5 Aug - 6 Aug
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6 Aug - 7 Aug
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8 Aug - 10 Aug
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15 Aug - 17 Aug

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Compare 413 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1007)
"We have stayed at this property a few times and it is always a pleasant experience. "
The Colonial Hotel
The Inn At Crumpin Fox
Front of property

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (308)
"Only place to stay if you’re playing Crumpin Fox CC. Perfect location for the course."
The price is AED 625
AED 698 total
includes taxes & fees
13 Aug - 14 Aug
The Inn At Crumpin Fox
The Covered Bridge Inn
Exterior detail

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1006)
"Was great for the price "
The price is AED 562
AED 618 total
includes taxes & fees
15 Aug - 16 Aug
The Covered Bridge Inn
Black Mountain Inn
Front of property

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (451)
"Staff was friendly and helpful. Beds were comfortable, room was clean, comfortable, and quiet."
The price is AED 413
AED 455 total
includes taxes & fees
10 Aug - 11 Aug
Black Mountain Inn
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Free daily on-the-go breakfast

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
8.8 out of 10, Excellent, (1002)
"Heated pool and view of the bay were great"
The price is AED 694
AED 764 total
includes taxes & fees
1 Sep - 2 Sep
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Best Western Plus Keene Hotel
1 bedroom, premium bedding, individually decorated

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1007)
"Really enjoyed everything about my stay"
The price is AED 520
AED 564 total
includes taxes & fees
24 Aug - 25 Aug
Best Western Plus Keene Hotel
Blooming Inn
Front of property

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (108)
"Lovely Inn and very responsive and approachable staff. "
The price is AED 360
AED 545 total
includes taxes & fees
12 Aug - 13 Aug
Blooming Inn
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Free daily on-the-go breakfast

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (412)
"Clean, comfortable, easy check in/check out. Beautiful location, staff was friendly and efficient. "
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Colonial Motel And Spa
Exterior

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1001)
"Always a pleasure to stay at the Colonial"
The price is AED 514
AED 566 total
includes taxes & fees
6 Aug - 7 Aug
Colonial Motel And Spa
Travelodge by Wyndham Brattleboro VT
Reception

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (687)
"Quiet, comfortable and dog friendly. Pleasant host at check in"
The price is AED 261
AED 287 total
includes taxes & fees
10 Aug - 11 Aug
Travelodge by Wyndham Brattleboro VT
Riverside Hotel, Ascend Hotel Collection
Sundeck

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (585)
"Quiet, clean, nice view."
The price is AED 559
AED 606 total
includes taxes & fees
11 Aug - 12 Aug
Riverside Hotel, Ascend Hotel Collection
Comfort Inn & Suites Brattleboro I-91
Lobby

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (664)
"Great place for a quick stay with my son on the way to Maine. "
The price is AED 541
AED 595 total
includes taxes & fees
6 Aug - 7 Aug
Comfort Inn & Suites Brattleboro I-91
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1006)
"Great stay"
The price is AED 390
AED 423 total
includes taxes & fees
24 Aug - 25 Aug
Days Inn by Wyndham Keene NH
Hampton Inn Brattleboro
Free breakfast

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (858)
"Great place for a quick over night stay. "
The price is AED 446
AED 491 total
includes taxes & fees
4 Sep - 5 Sep
Hampton Inn Brattleboro
Hampton Inn & Suites Greenfield
Room, 2 Queen Beds, Non Smoking | Down comforters, desk, blackout drapes, soundproofing

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (823)
"Great property and staff!"
The price is AED 559
AED 624 total
includes taxes & fees
1 Sep - 2 Sep
Hampton Inn & Suites Greenfield
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1008)
"Very enjoyable stay"
The Putney Inn
Keene Elm City Hotel, Ascend Hotel Collection
Indoor pool

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very Good, (871)
"First time staying, won't be the last. "
The price is AED 459
AED 499 total
includes taxes & fees
11 Aug - 12 Aug
Keene Elm City Hotel, Ascend Hotel Collection
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (727)
"Friendly, helpful staff. Old hotel in good condition. "
The price is AED 569
AED 618 total
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn & Suites by Marriott Keene Downtown
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (322)
"Keene NH Hampton was probaly the nicest Hampton I ever stayed at. Clean & friendly "
The price is AED 577
AED 626 total
includes taxes & fees
1 Sep - 2 Sep
Hampton Inn & Suites Keene
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (49)
"The folks were nice and accommodating. The breakfast was absolutely fantastically delicious. We would recommend this B&B to all our family and friends."
The price is AED 1,083
AED 1,191 total
includes taxes & fees
6 Aug - 7 Aug
Inn on Putney Road
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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Learn more about Winchester

Get away to relaxing Winchester! Enjoy the lake views, forests, and more.

See all hotels in Winchester
The Ashuelot Covered Bridge is a historic wooden covered bridge over the Ashuelot River on Bolton Road, just south of its intersection with NH 119 in Ashuelot, New Hampshire, an unincorporated village of Winchester.
Photo by Donny Campos
Open Photo by Donny Campos

Top Winchester Hotel Reviews

Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

10/10 Excellent
"Staff are very nice. Free breakfast appreciated!"
Danielle 1-night trip
Posted 2 days ago
Keene Elm City Hotel, Ascend Hotel Collection

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 Colonial Motel And Spa and Hampton Inn Brattleboro. See all available top hotels, or vacation rentals in Winchester.

What are some of the best vacation rentals in Winchester?

Lovely 2nd Floor Apartment: Visitors like this Winchester vacation home rental. It 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, 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. Colonial Motel And Spa and Hampton Inn Brattleboro 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 Richmond Wildlife Manangement Area, Rhododendron State Park, and Ashuelot River. A couple of additional sights to add to your agenda are New England Sweetwater Farm & Distillery and Pisgah State Park. 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.