Photo by Donny Campos

Winchester Hotels

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Top 10 trending Winchester hotels

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very Good, (863)
"Good place to stop "
The price is P7,084
P7,686 total
includes taxes & fees
Jul 30 - Jul 31
Keene Elm City Hotel, Ascend Hotel Collection

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (766)
"Great stay!"
The price is P7,719
P8,491 total
includes taxes & fees
Jul 30 - Jul 31
Latchis Hotel

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1019)
"We have stayed at this property a few times and it is always a pleasant experience. "
The Colonial Hotel

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"Very enjoyable stay"
The Putney Inn

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (408)
"Clean, comfortable, easy check in/check out. Beautiful location, staff was friendly and efficient. "
Riverhouse by Weekender (Formerly Jack Daniels Inn)

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (131)
"Beautiful Inn!! Very happy customer ! I’ll be back !"
The Burrell House

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1007)
"Great stay"
The price is P5,876
P6,375 total
includes taxes & fees
Jul 30 - Jul 31
Days Inn by Wyndham Keene NH

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (106)
"Lovely Inn and very responsive and approachable staff. "
The price is P5,403
P8,265 total
includes taxes & fees
Aug 20 - Aug 21
Blooming Inn

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1021)
"Was great for the price "
The Covered Bridge Inn

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1005)
"Nice hotel "
The price is P7,655
P8,306 total
includes taxes & fees
Jul 30 - Jul 31
Best Western Plus Keene Hotel

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (318)
"Keene NH Hampton was probaly the nicest Hampton I ever stayed at. Clean & friendly "
The price is P9,518
P10,327 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn & Suites Keene

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (308)
"Long weekend away spent here. Delicious breakfast each morning - always two options. Yogurt, fruit, granola and warm muffins from the oven to start. Our room was very comfortable and clean. Brian and Victoria were very gracious hosts - Brian even gave our car a jump start since our battery was dead on the morning we checked out. "
The price is P9,006
P9,816 total
includes taxes & fees
Jul 30 - Jul 31
Colonel Williams Inn

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (265)
"It was very personable. They were very flexible with check-in. Quiet and homie. "
Monadnock Inn

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very Good, (854)
"Great place for a quick over night stay. "
The price is P7,236
P7,959 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn Brattleboro

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (581)
"Great hotel experience from the moment we checked in. The service was excellent, hotel and rooms were so clean, and the sleep number bed was the best! It's a gem of a hotel! "
The price is P8,700
P9,439 total
includes taxes & fees
Aug 11 - Aug 12
Riverside Hotel, Ascend Hotel Collection

Green River Bridge Inn

3.0 star property
8.6 out of 10, Excellent, (4)
"The area is beautiful and the inn is lovely. I would highly recommend to anyone visiting the area. "
The price is P11,569
P12,610 total
includes taxes & fees
Aug 10 - Aug 11
Green River Bridge Inn

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (157)
"Great breakfast, friendly staff"
The price is P10,363
P10,954 total
includes taxes & fees
Jul 31 - Aug 1
Centennial House

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (821)
"Great property and staff!"
The price is P10,150
P11,338 total
includes taxes & fees
Aug 11 - Aug 12
Hampton Inn & Suites Greenfield

Vikings Villages Resort

2.0 star property
10.0 out of 10, Exceptional, (111)
"We would have love to stay longer!"
The price is P11,231
P13,099 total
includes taxes & fees
Aug 14 - Aug 15
Vikings Villages Resort

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (446)
"Staff was lovely and room was clean. Also enjoyed a nice bath in the tub after my legs hurt from hiking and swinning, Great stay for the price and close to then wonderful nature of Brattleboro. Would definitely stay again."
The price is P7,433
P8,177 total
includes taxes & fees
Aug 14 - Aug 15
Black Mountain 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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Learn more about Winchester

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

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.