Hotels in Winchester from P4,066 for 2025 - Fully Refundable Options

Top 10 trending Winchester hotels

"Good place to stop "

P7,686 total

includes taxes & fees

Jul 30 - Jul 31

"Great stay!"

P8,491 total

includes taxes & fees

Jul 30 - Jul 31

"We have stayed at this property a few times and it is always a pleasant experience. "

"Very enjoyable stay"

"Clean, comfortable, easy check in/check out. Beautiful location, staff was friendly and efficient. "

"Beautiful Inn!! Very happy customer ! I’ll be back !"

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

"Great stay"

P6,375 total

includes taxes & fees

Jul 30 - Jul 31

"Lovely Inn and very responsive and approachable staff. "

P8,265 total

includes taxes & fees

Aug 20 - Aug 21

"Was great for the price "

1 bedroom, premium bedding, individually decorated

"Nice hotel "

P8,306 total

includes taxes & fees

Jul 30 - Jul 31

"Keene NH Hampton was probaly the nicest Hampton I ever stayed at. Clean & friendly "

P10,327 total

includes taxes & fees

Aug 10 - Aug 11

"Long weekend away spent here. Delicious breakfast each morning - always two options. Yogurt, fruit, granola and warm muffins from the oven to start. Our room was very comfortable and clean. Brian and Victoria were very gracious hosts - Brian even gave our car a jump start since our battery was dead on the morning we checked out. "

P9,816 total

includes taxes & fees

Jul 30 - Jul 31

"It was very personable. They were very flexible with check-in. Quiet and homie. "

"Great place for a quick over night stay. "

P7,959 total

includes taxes & fees

Aug 10 - Aug 11

"Great hotel experience from the moment we checked in. The service was excellent, hotel and rooms were so clean, and the sleep number bed was the best! It's a gem of a hotel! "

P9,439 total

includes taxes & fees

Aug 11 - Aug 12

"The area is beautiful and the inn is lovely. I would highly recommend to anyone visiting the area. "

P12,610 total

includes taxes & fees

Aug 10 - Aug 11

"Great breakfast, friendly staff"

P10,954 total

includes taxes & fees

Jul 31 - Aug 1

Down comforters, desk, blackout drapes, soundproofing

"Great property and staff!"

P11,338 total

includes taxes & fees

Aug 11 - Aug 12

2 bedrooms, premium bedding, down comforters, in-room safe

"We would have love to stay longer!"

P13,099 total

includes taxes & fees

Aug 14 - Aug 15

"Staff was lovely and room was clean. Also enjoyed a nice bath in the tub after my legs hurt from hiking and swinning, Great stay for the price and close to then wonderful nature of Brattleboro. Would definitely stay again."

P8,177 total

includes taxes & fees

Aug 14 - Aug 15

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Get away to relaxing Winchester! Enjoy the lake views, forests, and more.

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Top Winchester Hotel Reviews

Latchis Hotel

10/10 Excellent

"The parking lot is not big enough to accommodate cars. "

The Colonial Hotel

10/10 Excellent

"I reached out to this property a couple days in advance. Because I was going to be arriving quite late, and wanted to make sure that check in at that time of night was alright. I also inquired about a late check out. The property management responded to me within 24 hours and were able to to accommodate me smoothly. Very kind and friendly staff. Room was clean and spacious. I did not access this for my own needs, but I saw that there were beautiful grounds outside too- very well taken care of."

More cheap stays in Winchester

The Covered Bridge Inn

1043 Putney Road, Brattleboro, VT

Get rates

7.8/10 Good! (1,016 reviews)

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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 traveler data. Other good options for your stay in the area are Colonial Motel And Spa and Hampton Inn Brattleboro. 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?

The Colonial Hotel: Features 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 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 Richmond Wildlife Manangement Area, Rhododendron State Park, and Ashuelot River. A couple of additional sights to add to your agenda are New England Sweetwater Farm & Distillery and Pisgah State Park. 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.

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Top 10 trending Winchester hotels

Keene Elm City Hotel, Ascend Hotel Collection