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Find hotels in Winchester, NH from ￥11,497

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Check Winchester hotel prices

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May 16 - May 17
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May 17 - May 18
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May 17 - May 19
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May 24 - May 26

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Compare 379 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Property grounds
Lakefront Orange Vacation Rental - Pet Friendly!
10.0 out of 10, Exceptional, (6)
"Crystal was an exceptional hostess! "
Lakefront Orange Vacation Rental - Pet Friendly!
Interior
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!
10.0 out of 10, Exceptional, (130)
"The property is beautiful and has so many activities from walking in the woods and going out on the water to staying inside and enjoying the game room. Highly recommend!"
Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!
Fridge, microwave, stovetop, coffee/tea maker
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
10.0 out of 10, Exceptional, (22)
"This property is fairytale cute, so welcoming and relaxing. We had a beautiful stay in Vermont thanks to this location. And there were surprise puppies on site!!!!! Honestly this was the kind of trip that gives you confidence in vacation rentals. Clean, wonderfully decorated, off the beaten path a truly relaxing stay! Go outside at night!!!! We dont have stars like that in the city."
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
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Interior
Charming Waterfront Log Cabin
10.0 out of 10, Exceptional, (24)
"Wonderful place it’s are 3rd time staying there an you can’t beat the location, pond view or the nature surrounding you. An a very fast response. I will be staying agsin!"
The price is ￥27,048
￥60,204 total
includes taxes & fees
Jun 11 - Jun 12
Charming Waterfront Log Cabin
Lake
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
10.0 out of 10, Exceptional, (8)
"The house was superb for our family visit! We enjoyed it all! Linda was a perfect hostess…,so attentive!"
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Dishwasher
Penthouse, Steps to the Sandy Beach & clear water
10.0 out of 10, Exceptional, (5)
"The Penthouse was a great place to rent for our family get-together. The owners live nearby and are very responsive to any issues that may arise, and indeed promptly addressed questions and any issues that we had. It was a great vacation place for us (other family members rented other houses on the property from the same owner so we were able to get together and have plenty of room). The lake is perfect -- clean and beautiful, and we made the most out of boating and kayaking activities there."
Penthouse, Steps to the Sandy Beach & clear water
4 bedrooms, desk, iron/ironing board, internet
Historic Home w/ Modern Updates on 3.5 Acres
10.0 out of 10, Exceptional, (5)
"The property was awesome! Old, quaint and brought memories back of our grandparents homes…Family sat around table and enjoyed shared memories"
Historic Home w/ Modern Updates on 3.5 Acres
Interior
Waterfont log home nestled in the pines
10.0 out of 10, Exceptional, (43)
"Property was perfect for a guys get away fishing trip. Alfred was very attentive and helpful. I've stayed at many Vrbo house but this is one of my favorites. Hope to stay here again soon Steve"
Waterfont log home nestled in the pines
Interior
Historic Home w/ Modern Updates on < 4 Acres
3.5 star property
10.0 out of 10, Exceptional, (1)
Historic Home w/ Modern Updates on < 4 Acres
1 bedroom, iron/ironing board, free WiFi, bed sheets
Spectacular Mountain views with all the amentities nearby
9.8 out of 10, Exceptional, (39)
"We were visiting relatives and found Hickory Hill a really wonderful place to stay, both comfortable and pleasant. It is a working kennel so there were occasional barks but was very quiet at night- you can see both sunrise and sunset from the deck. The area has dark skies so the stars are really clear ... big improvement for us city folks. Very glad they board people in addition to pups! :)"
Spectacular Mountain views with all the amentities nearby
Property grounds
Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford
9.8 out of 10, Exceptional, (22)
"Our daughter just turned 43 and is severely challenged and in a wheelchair requiring her helper Staff to assist. The house had the proper h/c accommodations for this without having the appearance of such. This is not a medical facility but, a wonderful camp on a beautiful lake that allows for your needs or just a great camp with no h/c needs. You would never notice such if you didn't need the accommodation. Right on the lake yet, with the privacy we wished for. We were able to go swimming...
Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford
Dishwasher
Main House, Relax and enjoy the scenery, go and swim, fish or start your boat
9.8 out of 10, Exceptional, (8)
"We booked last minute to celebrate my mom’s birthday with family. Anthony was very accommodating and understanding of our family needs. He went out of his way to ensure my elderly parents were comfortable. The house was well stocked and VERY clean. We would stay again!"
Main House, Relax and enjoy the scenery, go and swim, fish or start your boat
Free daily continental breakfast
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (121)
"Joe went above and beyond for us. I recently had surgery and needed a chair to put in the shower (not the typical request) and he found me one within ten minutes of asking. He also had a lovely breakfast and was enjoy to talk to"
The price is ￥28,747
￥31,191 total
includes taxes & fees
May 20 - May 21
The Carriage Barn Inn
Exterior detail
The One Cat B&B
2.5 star property
9.6 out of 10, Exceptional, (66)
"Wonderful selection of books, friendly hosts, happy colors."
The price is ￥30,912
￥34,003 total
includes taxes & fees
May 21 - May 22
The One Cat B&B
Exterior
Cozy Updated Log Cabin with Mountain Views close to Monadnock
9.6 out of 10, Exceptional, (18)
"We absolutely loved the privacy and seclusion of the property. Everything was clean and tidy, minus some trash that was left around the firepit, presumably from a previous guest, that we cleaned up. The kitchen was well stocked with cooking tools and the bathroom was just big enough. Guests should take note though that the shower was definitely a tight fit for my 6'1" husband and the furniture was also a struggle for him. One of the beds was only about 4 inches off the ground and the seating was...
The price is ￥24,111
￥47,963 total
includes taxes & fees
May 28 - May 29
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Fridge, microwave, oven, dishwasher
"The Murdock Suite @ The Large House"
9.6 out of 10, Exceptional, (4)
"This was a great place to stay for an extended weekend while attending a family event. Swanzey is literally 5 miles from from Keene, NH. The 2 bed upstairs unit offered plenty of seating in both the (very comfortable) living room and the nice sized (6 seat) dining room. The bedrooms were nearly identical and the Americana decor is fresh. The mattresses were comfortable. Having laundry available was a great relief. The finishes are beautiful and the basic supplies were “spot on”. The owner...
"The Murdock Suite @ The Large House"
Exterior detail
Centennial House
3.5 star property
9.4 out of 10, Exceptional, (127)
"The owners of this historic home are exceptionally helpful with all of the details for a pleasant visit. The particular highlight is the marvelous and creative breakfasts, in our case especially the frittatas and raspberry turnovers, which we wished we could take home by the dozen."
The price is ￥30,757
￥32,511 total
includes taxes & fees
May 19 - May 20
Centennial House
Property grounds
Downtown Hot Tub Escape
9.4 out of 10, Exceptional, (3)
"Wonderfully located not to far from plenty of great restaurants and really well kept home that accomadated 9 adults for the night perfectly. Clear instructions for all the amenities in the home made it easy and fun."
The price is ￥27,821
￥53,497 total
includes taxes & fees
May 19 - May 20
Downtown Hot Tub Escape
Exterior
Waterfront Cottage on Scenic Sportsman Pond
9.4 out of 10, Exceptional, (34)
"Linda was wonderful in her review of the property and was very accommodating in all aspects of our stay. The cottage was well equipped and very comfortable including the mattress. We enjoyed the lake and a little fishing. The area is very nice and we did some exploring. It was very quiet and we rarely even saw anyone while we were on the lake. We hope to return in the spring or summer. Many thanks to Linda and Brad"
Waterfront Cottage on Scenic Sportsman Pond
Terrace/patio
The Inn At Crumpin Fox
2.5 star property
9.2 out of 10, Wonderful, (223)
"Very clean warm comfortable very good atmosphere "
The price is ￥26,291
￥29,368 total
includes taxes & fees
Jun 2 - Jun 3
The Inn At Crumpin Fox
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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.

More cheap stays in Winchester

The Covered Bridge Inn

The Covered Bridge Inn

1043 Putney Road, Brattleboro, VT
The price is ￥11,497 per night from May 27 to May 28
￥11,497
per night
May 27 - May 28
8.2/10 Very Good! (1,004 reviews)

Winchester hotels information

Number of reviews
3,959
Accommodation
379 hotels
Lowest Price
￥11,497
Highest Price
￥61,051

Frequently asked questions

What's the best place to stay in Winchester?

The Covered Bridge Inn, located 11.6 mi (18.7 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 The Colonial Hotel and Colonial Motel And Spa. See all available top hotels, or vacation rentals in Winchester.

What are some of the best vacation rentals in Winchester?

Charming Waterfront Log Cabin: Visitors like this Winchester vacation home rental. It is located on the waterfront and has a garden, a barbecue grill, 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 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, 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: Provides 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 5 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 Pisgah State Park, Birch Point, and Rhododendron State Park. Additionally, you might want to add Ashuelot River to your itinerary. 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, April, and February, with each month seeing an average of 11 inches of snowfall.

Recent reviews of Winchester hotels
Expedia verified reviews

The Putney Inn

The Putney Inn

5/5 Excellent
"I Have stayed here everytime but one of my daughters Landmark College Journey. Accesible to campus. Great coffee literally across the street. Campus 5 minutes away. Hotel is clean, quiet and convient........ and the proprietor after several visits welcomes you by name!!!! Today was our last check out. Graduation. Dont Shy away from an Affordable option. A Hotel is meant to be a place to sleep and rest the rest is the Adventure!"
A verified traveler stayed at The Putney Inn
Posted 5 days ago
The Putney Inn