Photo by Donny Campos

Winchester Hotels from S$146

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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, (882)
"Had a great time at this location"
The price is S$174
includes taxes & fees
31 Aug - 1 Sept
Keene Elm City Hotel, Ascend Hotel Collection

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (418)
"Highly recommend PEARL restaurant nearby! Always comfortable accommodations. "
Riverhouse by Weekender (Formerly Jack Daniels Inn)

The Putney Inn

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

Latchis Hotel

2.5 star property
8.4 out of 10, Very good, (775)
"Great stay!"
The price is S$173
includes taxes & fees
26 Aug - 27 Aug
Latchis Hotel

The Colonial Hotel

3.0 star property
8.8 out of 10, Excellent, (1006)
"We have stayed at this property a few times and it is always a pleasant experience. "
The Colonial Hotel

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very good, (1000)
"It was a great stay"
The price is S$214
includes taxes & fees
25 Aug - 26 Aug
Best Western Plus Keene Hotel

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (838)
"Great place with a walkable eating option"
The price is S$233
includes taxes & fees
21 Sept - 22 Sept
Hampton Inn & Suites Greenfield

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (315)
"I enjoyed my stay and found the room more than adequately furnished. Wished the bed could be firmer and they could supply meals other than just breakfast."
The price is S$215
includes taxes & fees
2 Sept - 3 Sept
Colonel Williams Inn

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1002)
"Would stay again"
The price is S$155
includes taxes & fees
1 Sept - 2 Sept
Days Inn by Wyndham Keene NH

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (328)
"Great hotel with friendly staff"
The price is S$219
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn & Suites Keene

Green River Bridge Inn

3.0 star property
8.4 out of 10, Very good, (7)
"The area is beautiful and the inn is lovely. I would highly recommend to anyone visiting the area. "
The price is S$284
includes taxes & fees
27 Aug - 28 Aug
Green River Bridge Inn

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (589)
"Beautiful views, great service! Wish they offered breakfast but other than that a great stay! "
The price is S$212
includes taxes & fees
26 Aug - 27 Aug
Riverside Hotel, Ascend Hotel Collection

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (110)
"Lovely Inn and very responsive and approachable staff. "
The price is S$205
includes taxes & fees
28 Aug - 29 Aug
Blooming Inn

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (267)
"It was very personable. They were very flexible with check-in. Quiet and homie. "
Monadnock Inn

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (137)
"Beautiful room, beautiful house, fun area!"
The Burrell House

Gardner Inn

2.0 star property
4.6 out of 10, (4)
"Unfortunately I didn't expect a great hotel but there was mold and mildew everywhere, the door didn’t close well, and the room was very musty. Service was terrible as the manager was the only employee and said was too busy to help. "
The price is S$146
includes taxes & fees
25 Aug - 26 Aug
Gardner Inn

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1001)
"Was great for the price "
The price is S$190
includes taxes & fees
29 Aug - 30 Aug
The Covered Bridge Inn

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (459)
"The bed was super comfortable and the sheets were very soft and also comfortable. "
The price is S$176
includes taxes & fees
26 Aug - 27 Aug
Black Mountain Inn

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
8.8 out of 10, Excellent, (1000)
"Good room, great breakfast options "
The price is S$240
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Vikings Villages Resort

2.0 star property
10.0 out of 10, Exceptional, (122)
"My family and I loved staying here! The cabin was very clean, nicely decorated, comfy beds. Hope to be back during the winter b/c I’m sure it's absolutely magical with snow on the ground"
The price is S$295
includes taxes & fees
25 Aug - 26 Aug
Vikings Villages Resort
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

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.

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 traveller data. Two other choices for your trip to the area are Colonial Motel And Spa and Keene Elm City Hotel, Ascend Hotel Collection. 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. Colonial Motel And Spa and Keene Elm City Hotel, Ascend Hotel Collection 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 6 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 Richmond Wildlife Manangement Area, Rhododendron State Park and Ashuelot River. A couple of additional sights to add to your itinerary are New England Sweetwater Farm & Distillery and Pisgah State Park. 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.