Best-rated hotels in Winchester for your unforgettable stay

Detailed descriptions, travelers’ reviews, and handpicked hotel collections will help you book your perfect accommodation.

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Choose from exclusive hotel collection

We offer thousands of Winchester hotels and accommodations from world's renowned hotel chains to unique gems of the region you won’t find anywhere else.

Enjoy seamless booking experience

Once you choose your best place to stay, take a minute to complete a quick reservation form and get an instant confirmation letter to your email address.

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We provide the most flexible cancellation options, so you get your deposit back in case of a change of plans or other unforeseen circumstances.

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Hotels by class
3 stars 1
Unrated 48
Accommodation type
Holiday homes 41
Apartments 5
Villas 2
Hotel 1
Thematic Hotels
Vacation Rentals 48
Extended Stay 48
Luxury accommodations 26
Private Villas 22
Hotels with indoor pool 15
Family Friendly hotels 15
Pet-friendly hotels 14
Jacuzzi 10
Cheap and budget hotels 8
Central hotels 6
Golf hotels 1
Business hotels 1
All Winchester hotels

Hotels by location

Nearby
City Center Winchester 30
Winchester Recreation Dept 31
Cowan Railroad Museum 6
Winchester Amusement CO 30
Tennessee State University Winchester 31
Jail Museum 30
Falls Mill and Country Store 15
Landmarks
Museums
Popular attractions
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Tennessee >
Winchester

Welcome to Winchester

Winchester, located in beautiful Virginia, is a charming city with a rich history dating back to the colonial era. Explore the picturesque streets lined with historic buildings and immerse yourself in the captivating stories of its past. Indulge in exquisite dining experiences, shop at boutique stores, or take a scenic stroll along the Shenandoah Valley. Winchester offers a perfect blend of small-town charm and modern amenities. Discover the warmth of Winchester and unlock the secrets it holds - plan your visit today!

What our users say about Winchester hotels

The Ramsey Hotel And Convention Center Pigeon Forge
9.8

Exceptional

us Benjamin 15 December 2022
The Ramsey Hotel And Convention Center in Pigeon Forge provides brand-new rooms with a sofa sleeper, bathtubs, and a jet tub. the hotel is conveniently located close to the mountains. - Guests can enjoy quick meals at Taco Bell, just a 10-minute walk from the hotel.
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Greystone Lodge On The River
9.8

Exceptional

us Blake 10 July 2022
The room was recently renovated and large, had extremely comfy beds and magnificent views. Excellant and stunning location very close to Souvenir shopping. Also it was close to an oceanarium and restaurants.
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Margaritaville Island Hotel
9.8

Exceptional

us Danny 14 April 2023
The location here is amazing, being close to the bridge, the Island, restaurants, and easy to get around.
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The Guest House At Graceland
9.8

Exceptional

us John 15 February 2023
The hotel was clean and the breakfast was excellent. the Wheelchair Accessible room had a television, sparkling clean bathroom, and the TV channels were as expected. We also enjoyed amenities such as coffee & tea makers and a refrigerator. Overall, we had an awesome stay during our first visit.
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Gaylord Opryland Resort & Convention Center
9.8

Exceptional

us Robert 23 December 2022
The hotel is unique and fairly clean. The staff is very accommodating. The breakfast was delicious with lots of options to choose from. I booked a huge, affordable room with a balcony and a lovely view.
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Riverside Tower
9.8

Exceptional

us Paul 15 October 2022
Heated pool, parking on-site❤👍😃
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Dollywood'S Dreammore Resort And Spa
9.8

Exceptional

us Mark 26 September 2022
The staff here is great, the food is delicious, and the restaurant in the lobby is a nice bonus for a wonderful holiday stay.
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Peabody Memphis
9.8

Exceptional

us David 14 June 2022
The rooms were luxurious and tastefully decorated. The continental breakfast was outstanding, with plenty of options. The location is stunning and not very far from Beale Street.
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The Read House Hotel
9.8

Exceptional

us Mel 15 June 2022
The staff and location were great, everything was clean, the room was spacious with a comfy bed and a mini-bar, the bathroom was nice, and I could park my car here; overall, had a really nice stay for one night.
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The Park Vista - A Doubletree By Hilton Hotel - Gatlinburg
9.8

Exceptional

us Nick 31 August 2022
Helpful staff who go the extra mile, a room that feels fresh and new, and a spacious bathroom 🌟.
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Save time on your trip arrangements by booking one of our hand-picked hotels

Exclusive 3-star hotels
Enjoy truly authentic experiences without compromising comfort and convenience.
Best Western Inn Winchester

1602 Dinah Shore Boulevard, Winchester, United States

Good
117 reviews

146 US$

min. price/night

Travelers’ choice

Check out the most booked accommodations to find reliable places that our users have tried and tested.
Charming Retreat 5 Min To Tims Ford Lake Sleeps 8

1205 David Crockett Highway, Winchester, United States

Excellent
17 reviews

186 US$

min. price/night

New Home, Dock, Home Theatre Projector, Hot Tub, Fire Pit, Kayaks

45 Hickory Point Drive

Excellent
16 reviews

465 US$

min. price/night

Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc

1305 North High Street, Winchester, United States

Excellent
11 reviews

Beautifully Renovated Studio 2 Miles From Marina!

805 North High Street, Winchester, United States

Excellent
11 reviews

157 US$

min. price/night

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