Winchester Hotels

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Our top choices for Winchester hotels

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (940 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is €106
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn Brattleboro

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (352 reviews)
"Staff very accomodating when we needed to check in very early"
United States
Bill
The price is €120
includes taxes & fees
13 Feb - 14 Feb
The Inn At Crumpin Fox

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
"Easy check in and good parking"
United States
nicholas
The price is €58
includes taxes & fees
8 Feb - 9 Feb
The Covered Bridge Inn

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (161 reviews)
"It was wonderful & staff was great! I loved staying here!"
United States
Leticia
The price is €164
includes taxes & fees
9 Mar - 10 Mar
Vikings Villages Resort

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,002 reviews)
"perfect room, very clean and friendly staff"
Canada
Marc-André
The Putney Inn

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very good, (981 reviews)
"Staff were great place was clean and nice. "
United States
Alex
The price is €109
includes taxes & fees
15 Feb - 16 Feb
Keene Elm City Hotel, an Ascend Collection Hotel

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (760 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is €108
includes taxes & fees
10 Mar - 11 Mar
Comfort Inn & Suites Brattleboro I-91

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,001 reviews)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is €74
includes taxes & fees
9 Feb - 10 Feb
Days Inn by Wyndham Keene NH

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (747 reviews)
"Great person at front desk. Motel was nicer than expected and clean"
United States
Giovanni
The price is €66
includes taxes & fees
17 Feb - 18 Feb
Travelodge by Wyndham Brattleboro VT

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.6 out of 10, Exceptional, (19 reviews)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (130 reviews)
"Beautiful comfortable home with many thoughtful touches"
United States
Rachel
The price is €127
includes taxes & fees
9 Feb - 10 Feb
Blooming Inn

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (887 reviews)
"Very clean, including a nice clean bathroom. Friendly staff."
United States
Jennifer
The price is €151
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn & Suites Greenfield

The Colonial Hotel

The Colonial Hotel
3.0 star property
Gardner
8.8 out of 10, Excellent, (1,003 reviews)
"Well-kept hotel with a great restaurant."
United States
Adam
The Colonial Hotel

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, (1,002 reviews)
"Very clean room and super friendly staff!"
United States
Joanne
The price is €142
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Express Hotel & Suites Brattleboro by IHG

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, (761 reviews)
"Everything was clean, comfortable and the staff quite conversational"
United States
Diane
The price is €156
includes taxes & fees
15 Feb - 16 Feb
Fairfield Inn & Suites by Marriott Keene Downtown

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,002 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is €128
includes taxes & fees
9 Feb - 10 Feb
Best Western Plus Keene Hotel

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,002 reviews)
"Clean, cozy , spacious, comfortable rooms, friendly staff, great area, excellent spa! "
United States
Ana
The price is €93
includes taxes & fees
8 Feb - 9 Feb
Colonial Motel And Spa

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (636 reviews)
"Scenic balcony. Friendly staff. We had a lovely stay. "
United States
Travis
The price is €140
includes taxes & fees
9 Mar - 10 Mar
Riverside Hotel, an Ascend Collection Hotel

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (167 reviews)
"Very helpful and welcoming host. "
United States
Bruce
The price is €140
includes taxes & fees
13 Feb - 14 Feb
The Carriage Barn Inn

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156 reviews)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House
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Stay near popular Winchester attractions

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.

Winchester, New Hampshire in winter

Top Winchester Hotel Reviews

More cheap stays in Winchester

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 Comfort Inn & Suites Brattleboro I-91 and Hampton Inn Brattleboro. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns: This holiday home rental outside of Winchester is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. See all 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: Offers a sauna, an indoor pool and free self parking. Comfort Inn & Suites Brattleboro I-91 and Hampton Inn Brattleboro 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 8 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 Barden State Wildlife Management Area, Ashuelot River and Cass Pond. A couple of additional sights to add to your itinerary are New England Sweetwater Farm & Distillery and Bennett Gorge. 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.

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