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Winchester Hotels

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Check Winchester hotel prices

Tonight
14 Nov - 15 Nov
Tomorrow night
15 Nov - 16 Nov
This weekend
15 Nov - 17 Nov
Next weekend
22 Nov - 24 Nov

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Top 10 trending Winchester hotels

Latchis Hotel
Interior
Latchis Hotel
2.5 star property
8.4 out of 10, Very good, (676)
"Great stay in town and cool theatre on the property! Close to food coop and dining options "
The price is €117
includes taxes & fees
17 Nov - 18 Nov
Latchis Hotel
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout curtains, iron/ironing board
Days Inn by Wyndham Keene NH
2.0 star property
7.2 out of 10, Good, (961)
"Just what we needed for our weekend away. Walkable to food and shopping , right in the middle of it all. Clean with a microwave and fridge was great! "
The price is €78
includes taxes & fees
8 Dec - 9 Dec
Days Inn by Wyndham Keene NH
Best Western Plus Keene Hotel
Exterior
Best Western Plus Keene Hotel
3.0 star property
8.2 out of 10, Very good, (1000)
"Nice, quite"
The price is €135
includes taxes & fees
16 Nov - 17 Nov
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
Reception
Hampton Inn & Suites Keene
2.5 star property
8.8 out of 10, Excellent, (251)
"Great hotel. It was full but we didn't hear anyone while in our room."
The price is €129
includes taxes & fees
26 Nov - 27 Nov
Hampton Inn & Suites Keene
Courtyard by Marriott Keene Downtown
Hypo-allergenic bedding, in-room safe, desk, laptop workspace
Courtyard by Marriott Keene Downtown
3.0 star property
8.8 out of 10, Excellent, (990)
"…."
The price is €121
includes taxes & fees
1 Dec - 2 Dec
Courtyard by Marriott Keene Downtown
Holiday Inn Express Keene, an IHG Hotel
Indoor pool
Holiday Inn Express Keene, an IHG Hotel
2.5 star property
8.4 out of 10, Very good, (797)
"Pool water temp was walk in perfect. "
The price is €121
includes taxes & fees
5 Dec - 6 Dec
Holiday Inn Express Keene, an IHG Hotel
Econo Lodge Brattleboro
View from room
Econo Lodge Brattleboro
2.0 star property
5.6 out of 10, (515)
"It was fine. We just stopped in for the night after a concert"
The price is €84
includes taxes & fees
17 Nov - 18 Nov
Econo Lodge Brattleboro
The Inn At Crumpin Fox
Terrace/patio
The Inn At Crumpin Fox
2.5 star property
9.2 out of 10, Wonderful, (273)
"Near good dining…."
The price is €220
includes taxes & fees
21 Nov - 22 Nov
The Inn At Crumpin Fox
The Carriage Barn Inn
Free daily continental breakfast
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (142)
"Lovely old BnB, easy to find, very convenient Very clean room Great continental breakfast Loved ease of walking to downtown, many stores and restaurants Informative and very friendly and helpful owner"
The price is €187
includes taxes & fees
8 Dec - 9 Dec
The Carriage Barn Inn
The One Cat B&B
Exterior detail
The One Cat B&B
2.5 star property
9.6 out of 10, Exceptional, (74)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
The One Cat B&B
Centennial House
Exterior detail
Centennial House
3.5 star property
9.6 out of 10, Exceptional, (145)
"Lovely bed & breakfast!!! We appreciate the hospitality and delicious breakfast. "
The price is €179
includes taxes & fees
25 Nov - 26 Nov
Centennial House
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Exterior
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
9.8 out of 10, Exceptional, (6)
"Our two night stay was great. Loved how close it was to the bike path and the fire pit in the back. Clare was very responsive!"
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
The Covey House Retreat with InfraRed Sauna
Outdoor dining
The Covey House Retreat with InfraRed Sauna
10.0 out of 10, Exceptional, (3)
"We had an amazing stay, your place is awesome!"
The Covey House Retreat with InfraRed Sauna
Riverfront 2 Bedroom Unit 2
Property grounds
Riverfront 2 Bedroom Unit 2
9.6 out of 10, Exceptional, (15)
"Exactly wat was described in listing. Just what we were looking for. "
Riverfront 2 Bedroom Unit 2
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!
Interior
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!
10.0 out of 10, Exceptional, (142)
"Mother-of-bride: Since everyone attending my daughter's wedding in NH came from a different state I wanted a place where she and her bridesmaids could spend the night together before the wedding and have plenty of room to get ready on the big day. It was a generous and very awesome gift to be able to give our princess a castle for the night! TY Hunt Castle, you did not disappoint. Everyone was in awe of this spectacular home."
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!
Lakefront Orange Vacation Rental - Pet Friendly!
Outdoor dining
Lakefront Orange Vacation Rental - Pet Friendly!
10.0 out of 10, Exceptional, (11)
"Great host communication, everything we needed, unexpected extras (like dog treats), and a beautiful view. Would gladly stay again!"
Lakefront Orange Vacation Rental - Pet Friendly!
Cozy 2-bedroom Unit with private backyard
Fridge, microwave, oven, stovetop
Cozy 2-bedroom Unit with private backyard
10.0 out of 10, Exceptional, (20)
"Anna and Alex"
Cozy 2-bedroom Unit with private backyard
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Exterior
Cozy Updated Log Cabin with Mountain Views close to Monadnock
9.4 out of 10, Exceptional, (20)
"Very nice, clean, and great area. We enjoyed it very much!"
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Downtown Hot Tub Escape
Fridge, microwave, oven, stovetop
Downtown Hot Tub Escape
9.4 out of 10, Exceptional, (9)
"Brought my parents and my Brother to this rental - It was a nice place."
The price is €357
includes taxes & fees
17 Nov - 18 Nov
Downtown Hot Tub Escape
Spectacular Mountain views with all the amentities nearby
Smart TV
Spectacular Mountain views with all the amentities nearby
9.8 out of 10, Exceptional, (51)
"What a wonderful place to stay!! We were in town for my 50th high school reunion, hadn’t been back to the area in 35 years. Our accommodations enhanced a beautiful weekend, and the foliage was the cherry on top! Spacious, clean, tastefully furnished and decorated. Well equipped with every utensil, and kitchen appliance you could need! Comfy bed, great shower & good water pressure too! Secluded and quiet, but very convenient to Bernardston, Northfield and Greenfield as well as I-91. Highly...
Spectacular Mountain views with all the amentities nearby
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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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 The Covered Bridge Inn and Colonial Motel And Spa. See all available top hotels, or vacation rentals in Winchester.

What are some of the best holiday rentals that Winchester has to offer?

Charming Waterfront Log Cabin: This holiday home rental outside of Winchester is located on the waterfront, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. 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. Colonial Motel And Spa 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 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 Pisgah State Park, Ashuelot River and Birch Point. Additionally, you might want to add Rhododendron State Park to your itinerary. 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.