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Winchester Hotels

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Check Winchester hotel prices

Tonight
Nov 22 - Nov 23
Tomorrow night
Nov 23 - Nov 24
This weekend
Nov 22 - Nov 24

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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, (678)
"Took Amtrak and decided to spend one night in town. Hotel conveniently located to station, local bus, and shops/restaurants. Easily walkable to anywhere you need to go, and movie theater next door had convenient timings. Clean room, comfortable bed, and so much space in the room. "
The price is P7,159
P7,876 total
includes taxes & fees
Nov 25 - Nov 26
Latchis 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, (963)
"Great rooms and service love it my favorite place to stay in Keene "
The price is P4,458
P4,837 total
includes taxes & fees
Dec 9 - Dec 10
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, (1003)
"Best breakfast. Balcony is too small you can’t even put a chair on it"
The price is P7,781
P8,442 total
includes taxes & fees
Dec 23 - Dec 24
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (256)
"Great place!"
The price is P7,914
P8,586 total
includes taxes & fees
Dec 23 - Dec 24
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, (994)
"Well appointments room, very spacious and quiet. Fan I bathroom did not work "
The price is P6,953
P7,544 total
includes taxes & fees
Dec 23 - Dec 24
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, (799)
"Nice clean room comfortable I would stay again when in the area. "
The price is P7,287
P7,907 total
includes taxes & fees
Nov 25 - Nov 26
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)
"Hotel is slowly being remodeled. The important parts of the room, the bathroom the beds, and the refrigerator and microwave were very good. Other things like the doors, the chairs, the rug, were bad. If you’re just looking for a place to sleep for a few hours it’s fine. "
The price is P4,773
P5,250 total
includes taxes & fees
Nov 24 - Nov 25
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, (274)
"Near good dining…."
The price is P12,315
P13,756 total
includes taxes & fees
Nov 24 - Nov 25
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 P10,669
P11,576 total
includes taxes & fees
Nov 24 - Nov 25
The Carriage Barn Inn
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 P10,560
P11,162 total
includes taxes & fees
Nov 25 - Nov 26
Centennial House
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
Studio w/ Trail Access ~ 10 Mi to Brattleboro!
Property grounds

Studio w/ Trail Access ~ 10 Mi to Brattleboro!

2.5 star property
Studio w/ Trail Access ~ 10 Mi to Brattleboro!
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Private kitchen

Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a truly wonderful stay. The cottage and property are beautiful, peaceful and very special. Great views! Our host thought of everything, it's very comfortable and lovely. Best place to stay in Southern Vermont! Don't miss the Tiny Bread Box on Saturdays; it's just up the road. We'll defiantly be back for another visit."
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Historic Home w/ Modern Updates on < 4 Acres
4 bedrooms, laptop workspace, iron/ironing board, bed sheets

Historic Home w/ Modern Updates on < 4 Acres

3.0 star property
10.0 out of 10, Exceptional, (1)
Historic Home w/ Modern Updates on < 4 Acres
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 traveler data. Other good options for your stay in the area are The Covered Bridge Inn and Colonial Motel And Spa. 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: Offers 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 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.