Best-rated Hotels in Winchester for an Unforgettable Stay

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We offer thousands of Winchester hotels and accommodations from some of the world's most renowned hotel chains as well as unique gems in the region that you won’t find anywhere else.

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Hotels by class
Unrated 6
Accommodation type
Holiday homes 5
Lodge 1
All Winchester hotels

Hotels by location

Nearby
City Centre Winchester 3
Landmarks
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Wisconsin >
Winchester

Welcome To Winchester

With its rich history and charming small-town atmosphere, Winchester is a must-visit destination for anyone seeking an authentic American experience. From exploring the historic Main Street lined with quaint shops and local eateries to immersing oneself in the fascinating stories at the Winchester Mystery House, there is something here for everyone. So pack your bags and embark on an unforgettable journey to Winchester that will leave you with lifelong memories!

What Our Users Say About Popular Winchester Hotels

The Abbey Resort
9.8

Exceptional

us Robert 19 February 2023
The rooms are nicely decorated and come with tea and coffee making facilities, as well as a refrigerator, and there's a bathtub in the bathroom.
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Hyatt Regency Milwaukee
9.8

Exceptional

us Donald 26 April 2023
Convenient location, perfect for exploring around here. 🗺️
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The Waters Of Minocqua
9.8

Exceptional

us Frederick 16 July 2022
Easy location, huge and impressive rooms with fridge, balcony, comfortable bed. Great and polite staff at all times.
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Hyatt Regency Green Bay
9.8

Exceptional

us Arthur 01 December 2022
The hotel was gorgeous and upscale. The staff was welcoming and efficient, and they greatly assisted me. The location was comfortable, with attractions like Ki Conference Center within walking distance. The hotel was situated in a nice area.
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Gundersen Hotel & Suites
9.8

Exceptional

us Anne 27 February 2023
The building and rooms here are lovely, featuring kitchens; breakfast offers a variety of goodies, and the staff are friendly and outstanding.
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The Lodge At Leathem Smith
9.6

Good

us Joseph 22 October 2022
It was in a handy location with superfriendly and accommodating staff.
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Tamarack Wisconsin Dells, A Ramada By Wyndham
9.8

Exceptional

us Margaret 04 May 2022
Reasonably good hotel with everything clean throughout and an incredibly comfortable location away from the downtown.
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Homestead Suites - Fish Creek
9.8

Exceptional

us Neal 27 October 2022
Our three-night stay was fantastic! The rooms were terrific and spotless. The views of the lake were good. The staff was welcoming and available at all times. The location was unbeatable and perfect for walking around a huge scenic park. The hotel is situated in a nice area, next to stores, restaurants, and Peninsula State Park. There were great shops nearby. We loved our place and would definitely stay here again.
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The Madison Concourse Hotel
9.6

Good

us Robert 15 September 2022
It was perfectly clean with highly courteous and decent staff. A hot continental breakfast was a plus. The location was unbeatable, close to multiple art galleries. No complaints, really, had a very nice stay for a night during a business trip.
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Hyatt Place Milwaukee Airport
9.8

Exceptional

us Anne 05 March 2022
Contemporary & upscale hotel, perfect location close to airport, caring staff.
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Save Time on Trip Arrangements by Booking One of Our Hand-picked Hotels

Travelers’ Choice

Check out our most booked accommodations and find reliable places that users have tried and tested.
Rainbow Lake Adventures Villa

Winchester, United States

Excellent
2 reviews

170 US$

min. price/night

The Bear Lodge

Winchester, United States

503 US$

min. price/night

Bear Lodge

Winchester, United States

376 US$

min. price/night

Woodland Wonderland Villa

Winchester, United States

189 US$

min. price/night

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