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Winchester Hotels

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Check prices for these dates

Tonight
Feb 3 - Feb 4
Tomorrow
Feb 4 - Feb 5
This weekend
Feb 7 - Feb 9
Next weekend
Feb 14 - Feb 16

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Top 10 trending Winchester hotels

The Maguire House Bed & Breakfast
Building design

The Maguire House Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (34)
"Terry was an amazing host. She was so hospitable and made my stay here that much more comfortable. She not only cooks really amazing breakfast but she was so helpful when I wanted to check out the town. Her house is really truly beautiful and the lake is a little walk away from the house. I highly recommend coming here."
The price is P15,468
P15,468 total
includes taxes & fees
Feb 5 - Feb 6
The Maguire House Bed & Breakfast
The Colonial Hotel
Interior

The Colonial Hotel

3.0 star property
8.6 out of 10, Excellent, (1003)
"Nice hotel, great restaurant. Room was clean and spacious"
The price is P8,169
P9,125 total
includes taxes & fees
Feb 4 - Feb 5
The Colonial Hotel
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Front of property

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 star property
9.4 out of 10, Exceptional, (372)
"The staff was wonderful and the property was super clean. Had a beautiful veiw of the river."
The price is P8,114
P9,436 total
includes taxes & fees
Feb 9 - Feb 10
Riverhouse by Weekender (Formerly Jack Daniels Inn)
Monadnock Inn
Exterior

Monadnock Inn

2.5 star property
7.6 out of 10, Good, (264)
"owners are very nice "
The price is P8,885
P9,641 total
includes taxes & fees
Feb 4 - Feb 5
Monadnock Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (143)
"Perfect for our one night getaway to Keene. Clean, great location, friendly inkeeper (Joe) and many nice touches such as the breakfast."
The price is P9,009
P9,775 total
includes taxes & fees
Feb 4 - Feb 5
The Carriage Barn Inn
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1003)
"Parking is close to the hotel and incredibly convenient. The side doors are right next to the parking lot with easy access to your car. The staff is suoer friendly and helpful. "
The price is P8,872
P9,627 total
includes taxes & fees
Feb 9 - Feb 10
Courtyard by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (673)
"A quick visit to the casino and an enjoyable stay at the hotel. Breakfast was very good also."
The price is P8,114
P8,803 total
includes taxes & fees
Feb 9 - Feb 10
Fairfield Inn & Suites by Marriott Keene Downtown
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (123)
"We have a very sweet room that suits us fine. Is strange that we have not seen another person at this property since we have been here. No check in to speak of. Our friend is also staying here, and his room is essentially like a closet… so small. Close to town though, so very convenient"
The price is P10,872
P11,796 total
includes taxes & fees
Feb 8 - Feb 9
The Burrell House
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very Good, (1002)
"Everything was as expected. Accomodations for the fur babies were available as well. Nice staff."
The price is P7,708
P8,363 total
includes taxes & fees
Feb 9 - Feb 10
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (276)
"Nice simple and modern. Great customer service. Check in and out was simple and quick. Unfortunately pool wasnt open but guests where advised the Best Western across the way was allowing their guests to show room cards to be able to use the pool their facility. Clean rooms but no laundry amenities available. Had a great stay. But whiling using the side door my wife notcied the levels on the walk way were not defined and walking thru at night time could create an emergency for another guest....
The price is P7,910
P8,583 total
includes taxes & fees
Mar 2 - Mar 3
Hampton Inn & Suites Keene
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, (810)
"Very clean and quiet property. Staff was very friendly at check in."
The price is P7,413
P8,043 total
includes taxes & fees
Mar 2 - Mar 3
Holiday Inn Express Keene, an IHG Hotel
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (982)
"Clean and quiet:)"
The price is P5,408
P5,868 total
includes taxes & fees
Feb 7 - Feb 8
Days Inn by Wyndham Keene NH
Centennial House
Exterior detail

Centennial House

3.5 star property
9.6 out of 10, Exceptional, (149)
"We had a great stay at Centennial House! Myself and my 14 year old son stayed for one night -- the bed was very comfortable and breakfast was fabulous!!"
The price is P12,538
P13,253 total
includes taxes & fees
Feb 4 - Feb 5
Centennial House
The Inn At Crumpin Fox
Terrace/patio

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (279)
"We enjoyed our stay very much."
The price is P9,865
P11,019 total
includes taxes & fees
Feb 4 - Feb 5
The Inn At Crumpin Fox
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (101)
"Lots of things were lovely; fantastic room service food (unbelievably fresh and delicious, better than anywhere I’ve ever eaten in a hotel while traveling), beautiful serene natural setting, and wonderful design of the buildings plus COOKIES and tea in the afternoon. The service was also fantastic. The paint could use freshening and the bathroom grout needs redoing (or consider retiling). A piece of one window pane, a wood bit, fell off… so I stuck it back, obviously needs a proper repair. With...
The price is P17,946
P19,471 total
includes taxes & fees
Feb 4 - Feb 5
Chesterfield Inn
Hampton Inn & Suites Greenfield
Down comforters, desk, blackout drapes, soundproofing

Hampton Inn & Suites Greenfield

2.5 star property
8.6 out of 10, Excellent, (770)
"We really liked our room and the hotel. The major issue is the hotel is under construction and I was not aware of the work being done when I booked the reservation. Saturday morning we were disturbed at 7:30 by a lot of construction noise from the third floor (we were on the second floor). Staff was wonderful checking in as well as the staff at breakfast. Once construction is gone, access into the hotel should be easier as well as no noise."
The price is P8,931
P9,976 total
includes taxes & fees
Feb 9 - Feb 10
Hampton Inn & Suites Greenfield
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1008)
"Very convenient location in a charming town. "
The price is P5,458
P5,949 total
includes taxes & fees
Feb 4 - Feb 5
The Putney Inn
Latchis Hotel
Interior

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (698)
"The overall property is nice and staff is friendly. They have a great coffee bar in the lobby. But you won’t sleep past 9am, the street is VERY noisy, and while the older heater is efficient it is loud and will wake you up. If you stay here ask for an upper floor room we were in 101. "
The price is P7,250
P7,975 total
includes taxes & fees
Feb 4 - Feb 5
Latchis Hotel
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 price is P11,674
P12,842 total
includes taxes & fees
Feb 9 - Feb 10
The One Cat B&B
Riverside Hotel, Ascend Hotel Collection
Select Comfort beds, in-room safe, desk, blackout drapes

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (557)
"This is one of our favorite hotels to stay at."
The price is P8,385
P9,098 total
includes taxes & fees
Feb 9 - Feb 10
Riverside Hotel, Ascend Hotel Collection
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?

Colonial Motel And Spa, located 11.5 mi (18.5 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 Comfort Inn & Suites Brattleboro I-91 and The Colonial Hotel. 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, 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?

Colonial Motel And Spa: Features a full-service spa, 2 indoor pools, and a sauna. Comfort Inn & Suites Brattleboro I-91 and The Colonial Hotel 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 6 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, Ashuelot River, and Birch Point. Additionally, you might want to add Rhododendron State Park 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, February, and November, with each month seeing an average of 10 inches of snowfall.