Photo by Donny Campos

Find hotels in Winchester, NH from NT$2,824

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

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1002)
"We have stayed at this property a few times and it is always a pleasant experience. "
The Colonial Hotel

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1001)
"Was great for the price "
The Covered Bridge Inn

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 NT$5,055
NT$5,646 total
includes taxes & fees
Aug 13 - Aug 14
The Inn At Crumpin Fox

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
8.8 out of 10, Excellent, (1000)
"The breakfast lady's were a hoot"
The price is NT$5,348
NT$5,883 total
includes taxes & fees
Aug 3 - Aug 4
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1004)
"Great place!"
The price is NT$4,229
NT$4,589 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Plus Keene Hotel

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (449)
"Staff was friendly and helpful. Beds were comfortable, room was clean, comfortable, and quiet."
The price is NT$3,735
NT$4,108 total
includes taxes & fees
Aug 4 - Aug 5
Black Mountain Inn

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 NT$2,915
NT$3,207 total
includes taxes & fees
Aug 10 - Aug 11
Colonial Motel And Spa

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (584)
"It was like staying in a page of Better Homes & Gardens :)"
The price is NT$4,546
NT$4,933 total
includes taxes & fees
Aug 11 - Aug 12
Riverside Hotel, Ascend Hotel Collection

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (686)
"Quiet, comfortable and dog friendly. Pleasant host at check in"
The price is NT$2,113
NT$2,324 total
includes taxes & fees
Aug 13 - Aug 14
Travelodge by Wyndham Brattleboro VT

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (409)
"Clean, comfortable, easy check in/check out. Beautiful location, staff was friendly and efficient. "
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1001)
"Great stay"
The price is NT$3,175
NT$3,444 total
includes taxes & fees
Aug 24 - Aug 25
Days Inn by Wyndham Keene NH

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 NT$3,899
NT$4,289 total
includes taxes & fees
Aug 3 - Aug 4
Comfort Inn & Suites Brattleboro I-91

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (107)
"Lovely Inn and very responsive and approachable staff. "
The price is NT$2,824
NT$4,319 total
includes taxes & fees
Aug 18 - Aug 19
Blooming Inn

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (855)
"Great place for a quick over night stay. "
The price is NT$3,784
NT$4,163 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn Brattleboro

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (726)
"Friendly, helpful staff. Old hotel in good condition. "
The price is NT$4,631
NT$5,025 total
includes taxes & fees
Aug 17 - Aug 18
Fairfield Inn & Suites by Marriott Keene Downtown

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very Good, (864)
"Good place to stop "
The price is NT$3,717
NT$4,033 total
includes taxes & fees
Aug 12 - Aug 13
Keene Elm City Hotel, Ascend Hotel Collection

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1003)
"Very enjoyable stay"
The Putney Inn

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (821)
"Great property and staff!"
The price is NT$4,546
NT$5,078 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (321)
"Keene NH Hampton was probaly the nicest Hampton I ever stayed at. Clean & friendly "
The price is NT$4,696
NT$5,095 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn & Suites Keene

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (769)
"Great stay!"
The price is NT$4,303
NT$4,733 total
includes taxes & fees
Aug 4 - Aug 5
Latchis Hotel
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.

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

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.

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.