Winchester Hotels from €83 - Fully Refundable Options

Our top choices for Winchester hotels

Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Dayna

includes taxes & fees

17 Jun - 18 Jun

Best Western Plus Keene Hotel

Keene

Jennifer

includes taxes & fees

17 Jun - 18 Jun

Hampton Inn Brattleboro

Brattleboro

Heidi

includes taxes & fees

12 Jul - 13 Jul

The Carriage Barn Inn

Keene

Valerie

includes taxes & fees

18 Jun - 19 Jun

Comfort Inn & Suites Brattleboro I-91

Brattleboro

Bonnie

includes taxes & fees

2 Jul - 3 Jul

The Putney Inn

Putney

Lori

includes taxes & fees

15 Jun - 16 Jun

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Jean

includes taxes & fees

12 Jul - 13 Jul

The Colonial Hotel

Gardner

Glenn

includes taxes & fees

15 Jun - 16 Jun

The Covered Bridge Inn

Brattleboro

Elizabeth

includes taxes & fees

15 Jun - 16 Jun

Vikings Villages Resort

Guilford

Jan

includes taxes & fees

16 Jun - 17 Jun

Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Brian

includes taxes & fees

1 Jul - 2 Jul

Hampton Inn & Suites Keene

Keene

Kerry

includes taxes & fees

28 Jun - 29 Jun

Hampton Inn & Suites Greenfield

Greenfield

Jennifer

includes taxes & fees

12 Jul - 13 Jul

Deluxe Double Room, 1 Queen Bed, Valley View

Windmill Motel Restaurant

Bernardston

Amy

includes taxes & fees

15 Jun - 16 Jun

In-room safe, desk, blackout curtains, iron/ironing board

Days Inn by Wyndham Keene NH

Keene

Michael

includes taxes & fees

29 Jun - 30 Jun

Colonel Williams Inn

Brattleboro

Billie

includes taxes & fees

25 Jun - 26 Jun

The Burrell House

Keene

Charles

includes taxes & fees

15 Jun - 16 Jun

The Inn At Crumpin Fox

Bernardston

allisha

includes taxes & fees

21 Jun - 22 Jun

Latchis Hotel

Brattleboro

Sharon

includes taxes & fees

14 Jun - 15 Jun

Deerfield Inn

Deerfield

includes taxes & fees

21 Jun - 22 Jun

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Stay near popular Winchester attractions

Winchester Speedpark

Winchester Speedpark thrills with professionally designed motocross tracks featuring challenging jumps and turns. Experience heart-pounding night races or watch competitors tackle the New England racing circuit.

See properties

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.

See all hotels in Winchester

Top Winchester Hotel Reviews

Econo Lodge Brattleboro South

2/10 Terrible

"Place was absolutely nasty. There is blood on the walls if I wasn't out of state and couldn't get another motel for a decent price.I would have flipped out."

Latchis Hotel

10/10 Excellent

"This truly a gem! One of two remaining historic hotels in Detroit, everything about this hotel was something special. The room was spacious and creatively decorated with a large selection of LP's in the hallway. This also included a record player. The queen size beds were extremely comfortable. The fact that this hotel was walking distance from a diverse restaurant and entertainment options. This was especially true for me, the Vegan. Mykayla was extremely friendly and resourceful. Bypass all the others and head to the Lacish Hotel, you will not be disappointed."

Keene Elm City Hotel, an Ascend Collection Hotel

8/10 Good

"The room and common areas were clean and well maintained. The front desk staff were very friendly and helpful when we arrived, which made check-in a pleasant experience. The breakfast was good overall; however, breakfast service ended at 9:00 a.m., and by 8:30 a.m. several items had already run out and were not replenished. Since we arrived late the night before, the early breakfast ending time was a bit challenging for our group. One thing to consider when booking is room location. We stayed on the first floor and could hear quite a bit of noise from the room above us. If noise is a concern, I would recommend requesting a room on the second floor. Overall, we had a positive stay and appreciated the cleanliness and friendly service."

More cheap stays in Winchester

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

€83

29 Jun - 30 Jun

includes taxes & fees

7/10 Good! (1,006 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 Latchis Hotel 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?

Spacious Estate With Mtn Views! Private Setting, Great Family Home!!: This holiday home rental outside of Winchester is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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: Features a sauna, an indoor pool and free self parking. Hampton Inn Brattleboro and Best Western Plus Keene Hotel 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 7 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 Rhododendron State Park, Cass Pond and Royalston State Forest. A couple of additional sights to add to your itinerary are New England Sweetwater Farm & Distillery and Winchester Speedpark. 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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Our top choices for Winchester hotels

Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Plus Keene Hotel

Hampton Inn Brattleboro

The Carriage Barn Inn

Comfort Inn & Suites Brattleboro I-91

The Putney Inn

Holiday Inn Express Hotel & Suites Brattleboro by IHG

The Colonial Hotel

The Covered Bridge Inn

Vikings Villages Resort

Fairfield Inn & Suites by Marriott Keene Downtown

Hampton Inn & Suites Keene

Hampton Inn & Suites Greenfield

Windmill Motel Restaurant

Days Inn by Wyndham Keene NH

Colonel Williams Inn

The Burrell House

The Inn At Crumpin Fox

Latchis Hotel

Deerfield Inn

Stay near popular Winchester attractions

Winchester Speedpark

Learn more about Winchester

Top Winchester Hotel Reviews

Econo Lodge Brattleboro South

More cheap stays in Winchester

Days Inn by Wyndham Keene NH

Frequently asked questions

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