Hotels in Winchester

Best Winchester Hotels

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9 Best Hotels to Stay in Winchester

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Best Western Winchester Hotel Hotels in Winchester
Best Western Winchester Hotel Hotels in WinchesterBest Western Winchester Hotel Hotels in WinchesterBest Western Winchester Hotel Hotels in WinchesterBest Western Winchester Hotel Hotels in WinchesterBest Western Winchester Hotel Hotels in WinchesterBest Western Winchester Hotel Hotels in Winchester
54
Hotels in Winchester
Parking
24-hour front desk
Wi-Fi in public areas
Enjoy convenient access to Lexington, Natural Bridge State Resort Park and Clark Regional Medical Center while staying at this Winchester, Kentucky hotel. Welcome to the Best Western Winchester Hotel where guests will receive all the amenities needed to make traveling easy and for an affordable price. This Winchester Kentucky hotel offers convenient access to many local attractions, businesses, shopping and dining options throughout town. Guests will enjoy newly decorated guest rooms featuring cable satellite television with HBO® and free high-speed Internet access. An extended complimentary hot breakfast with a variety of gluten free and vegan items available, is served every morning to ensure a great start to the day. After spending the day touring the sites or conducting business, guests are welcome to take a refreshing dip in the hotels outdoor swimming pool. Guest parking is positioned within convenient proximity to each guest room making coming and going from the Best Western Winchester Hotel effortless. Experience the charm of historic Victorian Main Street District complete with a variety of antique shops and restaurants. Spend a peaceful afternoon in the outdoors exploring Daniel Boone National Forest featuring the Natural Bridge State Resort Park and Red River Gorge. Guests traveling on business will especially appreciate the Best Western Winchester Hotel being located just three miles from the area Industrial Park and 15 miles from downtown Lexington. Clark Regional Medical Center is also nearby making this Winchester hotel ideal lodging for visiting family or friends. The Best Western Winchester Hotel is also conveniently located just 15-20 miles away from Stanton, Mt. Sterling and Clay City. The staff at the Best Western Winchester Hotel is ready to extend a warm, southern style welcome and ensure a fun-filled memorable stay in Winchester, Kentucky. Make a reservation today and save! Enjoy your stay.
Very Good
97 reviews
8.4/10
1 night
From SAR 287
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Holiday Inn Express Lexington East - Winchester Hotels in Winchester
Holiday Inn Express Lexington East - Winchester Hotels in WinchesterHoliday Inn Express Lexington East - Winchester Hotels in WinchesterHoliday Inn Express Lexington East - Winchester Hotels in WinchesterHoliday Inn Express Lexington East - Winchester Hotels in WinchesterHoliday Inn Express Lexington East - Winchester Hotels in WinchesterHoliday Inn Express Lexington East - Winchester Hotels in Winchester
89
Hotels in Winchester
Public parking
EV charging station
Gym
Welcome to Winchester, KY....the home of Ale-8-One and the birthplace of Beer cheese. Set among the rolling hills of Kentucky's countryside while being only a short drive away from the Lexington Metropolitan area, the Holiday Inn Express Lexington East Winchester provides the perfect stay for both leisure and corporate travelers alike. Be sure to take the time to explore the different areas of historic downtown Winchester that includes a walk through of the locally famous Bluegrass Heritage Museum. Take a step back in time and visit the Civil War Fort at Boonesborough or stop by the Ale-8-One Bottling Company to see how the local drink is made. At the hotel, the staff provides exceptional service with a warm Southern hospitality feel from the time you walk in to the time you leave. You can stay connected throughout the entire stay thanks to free wired and wireless internet. Our indoor heated pool and on-site fitness center are the perfect spots to enjoy after a long day of travel. Make sure to wake up and take advantage of the hot buffet breakfast that includes warm cinnamon rolls and freshly made pancakes. Plan your trip today!
Great
94 reviews
9.2/10
1 night
From SAR 396
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Large Downtown Artist's Loft, 30 min to Lexington, Horse, Bourbon, R River Gorge Hotels in Winchester
Large Downtown Artist's Loft, 30 min to Lexington, Horse, Bourbon, R River Gorge Hotels in WinchesterLarge Downtown Artist's Loft, 30 min to Lexington, Horse, Bourbon, R River Gorge Hotels in WinchesterLarge Downtown Artist's Loft, 30 min to Lexington, Horse, Bourbon, R River Gorge Hotels in WinchesterLarge Downtown Artist's Loft, 30 min to Lexington, Horse, Bourbon, R River Gorge Hotels in WinchesterLarge Downtown Artist's Loft, 30 min to Lexington, Horse, Bourbon, R River Gorge Hotels in WinchesterLarge Downtown Artist's Loft, 30 min to Lexington, Horse, Bourbon, R River Gorge Hotels in Winchester
17
30 min to Lexington
Hotels in Winchester
Wi-Fi in public areas
You will enjoy a luxurious stay in this newly-renovated 1890 era building —charm of the historic with modern conveniences. Our second floor loft is beautifully decorated in bohemian style with two large bedrooms (one with full bath and clawfoot tub) off a large hallway/office which leads to a big kitchen/dining/living area, sunroom/reading nook and second full bath with shower. The loft is on the second floor above La Trattoria Italian restaurant. The charming, historic town of Winchester has antiques, arts, boutiques and restaurants within walking distance. Winchester is home to Abettor brewery, Wildcat Willies distillery, wineries and coffee shops. Events are scheduled thru the Summer including the famous Beer Cheese Festival in June, Farmer's Market in Summer and Pioneer Festival in Sept. It is a short drive to Lexington, Kentucky Horse Park, Keeneland, Historic Fort Boonesborough, Mary Todd Lincoln House and other historic sites. The Red River Gorge and many state parks, hiking and kayaking areas are in the area. Enjoy other small towns including Richmond, Georgetown and Paris. Winchester is located off I-64 and 15 minutes from I-75.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Not child proof nor equipment for children..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.$500 per room cleaning fee if smoke detected.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Amazing
5 reviews
9.6/10
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The Winchester Hotels in Winchester
The Winchester Hotels in WinchesterThe Winchester Hotels in WinchesterThe Winchester Hotels in WinchesterThe Winchester Hotels in WinchesterThe Winchester Hotels in WinchesterThe Winchester Hotels in Winchester
24
Hotels in Winchester
Wi-Fi in public areas
About this spaceWork groups or families welcome. Bring the whole family there is lots of room for everyone.Home covers all the bases from comfortable living spaces to movie watching or gaming in the theatre/game room. Many table games to choose from. Out door space with a 6 foot privacy fence. Fire pit , bbq grill, picnic table , deck, patio, covered front porch. Off street parking, Home is straight across the street from a nice city park. Close to lexington and Natural Bridge a huge tourist area.The spaceJust under 2000 square foot home with 4 bedrooms and bonus room. Large living room where one area is being devoted to office work space. Large primary bedroom with tv and king size bed. Large back yard with 6 foot privacy fence. Driveway will park 6 avg size carsGuest accessFull access with the acception of the garageOther things to noteClose to Boonesboro State Park and Natural Bridge state park. A city park right across the street with playground for children and a full basketball court. All recently updatedAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Very Good
4 reviews
8.0/10
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Hampton Inn Winchester Hotels in Winchester
Hampton Inn Winchester Hotels in WinchesterHampton Inn Winchester Hotels in WinchesterHampton Inn Winchester Hotels in WinchesterHampton Inn Winchester Hotels in WinchesterHampton Inn Winchester Hotels in WinchesterHampton Inn Winchester Hotels in Winchester
99
Hotels in Winchester
Public parking
Gym
24-hour front desk
"What a clean and modern hotel!  The room was nicely sized with great amenities—love the bathroom products!  No small packaging to deal w just big pumps of lotion, shampoo, conditioner and body wash and you actually feel clean!  Sheets were soft and bed was comfy!   Breakfast was so good!  We had many options and everything was delicious!  The staff was so kind and helpful and courteous!   Would definitely stay here again!"
Great
89 reviews
9.0/10
1 night
From SAR 573
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Comfort Inn Hotels in Winchester
Comfort Inn Hotels in WinchesterComfort Inn Hotels in WinchesterComfort Inn Hotels in WinchesterComfort Inn Hotels in WinchesterComfort Inn Hotels in WinchesterComfort Inn Hotels in Winchester
42
Hotels in Winchester
Public parking
24-hour front desk
Wi-Fi in public areas
A stay at Comfort Inn places you in the heart of Winchester, within a 5-minute drive of Clark County Medical Center and Clark Regional Medical Center. This hotel is 2.5 mi (4 km) from College Park and 2.5 mi (4.1 km) from Winchester Traveling Trail. Enjoy recreational amenities such as an indoor pool and a fitness center. Featured amenities include complimentary wired internet access, a 24-hour business center, and complimentary newspapers in the lobby. Free self parking is available onsite. Make yourself at home in one of the 58 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wired and wireless internet access keeps you connected, and cable programming provides entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include desks and complimentary newspapers, as well as phones with free local calls.
25 reviews
6.8/10
1 night
From SAR 277
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Red Roof Inn Winchester - Lexington East Hotels in Winchester
Red Roof Inn Winchester - Lexington East Hotels in WinchesterRed Roof Inn Winchester - Lexington East Hotels in WinchesterRed Roof Inn Winchester - Lexington East Hotels in WinchesterRed Roof Inn Winchester - Lexington East Hotels in WinchesterRed Roof Inn Winchester - Lexington East Hotels in WinchesterRed Roof Inn Winchester - Lexington East Hotels in Winchester
40
Hotels in Winchester
Public parking
24-hour front desk
Wake-up call
Red Roof Inn Winchester - Lexington East is one of the best budget hotels in Winchester, KY located off I-64. We are not far from the Bluegrass Heritage Museum, Fort Boonesborough State Park, Floracliff Nature Sanctuary, the Kentucky Horse Park, Clark County Fairgrounds, the University of Kentucky, Harkness Edward Vineyard & Winery, the Kentucky Bourbon Trail, Ale-8-One Bottling Company, the Army Reserves, Clark Regional Medical Center and Blue Grass Airport (LEX). We offer our guests free Wi-Fi and a free expanded cable package featuring HBO. Ask us about our meeting facilities and group rates. Red Roof Winchester - Lexington East is a pet-friendly hotel, welcoming one pet per registered room. Please Note: This property requires a $100.00 cash or credit card deposit at check-in for incidentals for all reservations. Please contact property for additional details. Our parking lot can accommodate large trucks, UHAUL, oversized loads and RVs.
67 reviews
6.5/10
1 night
From SAR 234
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Baymont by Wyndham Winchester Hotels in Winchester
Baymont by Wyndham Winchester Hotels in WinchesterBaymont by Wyndham Winchester Hotels in WinchesterBaymont by Wyndham Winchester Hotels in WinchesterBaymont by Wyndham Winchester Hotels in WinchesterBaymont by Wyndham Winchester Hotels in WinchesterBaymont by Wyndham Winchester Hotels in Winchester
64
Hotels in Winchester
Public parking
Gym
24-hour front desk
Stay at Baymont Inn and Suites Winchester hotel with easy access to Blue Grass Airport and a convenient location off I-64. Amenities include complimentary breakfast and indoor pool. Guest suites offer complimentary wireless internet flat-screen HDTV microwave and mini-refrigerator. Attractions include Boonesborough State Park Waveland Museum State Historic Site and White Hall State Historic Site.
94 reviews
6.8/10
1 night
From SAR 319
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4 Bed 3 bath clean , spacious all brick home , welcome families and work groups Hotels in Winchester
4 Bed 3 bath clean , spacious all brick home , welcome families and work groups Hotels in Winchester4 Bed 3 bath clean , spacious all brick home , welcome families and work groups Hotels in Winchester4 Bed 3 bath clean , spacious all brick home , welcome families and work groups Hotels in Winchester4 Bed 3 bath clean , spacious all brick home , welcome families and work groups Hotels in Winchester4 Bed 3 bath clean , spacious all brick home , welcome families and work groups Hotels in Winchester4 Bed 3 bath clean , spacious all brick home , welcome families and work groups Hotels in Winchester
32
spacious all brick home
Hotels in Winchester
Wi-Fi in public areas
About this space ( outdoor basketball goal & indoor pool table recently added)Nice updated home , with all new furniture and lots of space for the whole family, lots of space to relax with 4 bdrms , large living room , big deck , patio. Only about 20 minutes from Lexington's premier shopping and dining. Approximately 15 minutes from Fort Boonesboro, 30 minutes from one of the nations most visited state parks ( Red River Gorge- Natural Bridge). Your family will be close to everything when you stay at this centrally-located place. Walking distance from Legacy Park.The spaceBeautiful newly renovated 4 bedroom 2.5 bath home , all new furniture planned for comfort and entertaining. Off street parking , large deck and great location, only 30 minutes from one of the most visited state parks in the country ( Natural Bridge-Red River Gorge) ready for adventure? Rock climbing, hiking, caving, and much much more. Approximately 20 minutes from Lexington Kys most popular shopping and dining areas. I know you will enjoy your stay and we look forward to meeting you.Guest accessParking access is in the rear of the home so you will need to enter the property from the next street over ( Maryland Ave) . Once you arrive if you enter the front of the home on Forest Ct you will understand quickly what I am trying to explain. Back door will have a keypad in which we will give you the combination number the day of check in.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
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La Quinta Inn & Suites by Wyndham Lexington South / Hamburg Hotels in Winchester
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg Hotels in WinchesterLa Quinta Inn & Suites by Wyndham Lexington South / Hamburg Hotels in WinchesterLa Quinta Inn & Suites by Wyndham Lexington South / Hamburg Hotels in WinchesterLa Quinta Inn & Suites by Wyndham Lexington South / Hamburg Hotels in WinchesterLa Quinta Inn & Suites by Wyndham Lexington South / Hamburg Hotels in WinchesterLa Quinta Inn & Suites by Wyndham Lexington South / Hamburg Hotels in Winchester
99+
Hotels in Winchester
Public parking
Gym
24-hour front desk
"Absolutely loved this hotel!!! Not sure why it has such a low star. Very clean. Very professional environment. I had the deluxe king suite and it was very nice. Comfortable bed. Only 2 things was I expected it to have a jacuzzi being the king suite and the shower (no tub) was a joke. It had no water pressure like barley even a dribble. Worst shower I have ever used. "
Very Good
96 reviews
8.5/10
1 night
From SAR 327
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FAQs About Winchester Hotels

Where can I find the best hotels in Winchester?

Winchester has some of the best hotels for you to select. Whether you're traveling for business or on a vacation, Best Western Winchester Hotel (from SAR 296), Red Roof Inn Winchester - Lexington East (from SAR 243) and Comfort Inn (from SAR 294) are preferred hotels.

Where can you find hotels with excellent breakfast in Winchester?

Best Western Winchester Hotel (from SAR 296),Baymont by Wyndham Winchester (from SAR 269) and Hampton Inn Winchester (from SAR 436) provide high-quality breakfast. Start your day with fresh, delicious breakfast!

What are some hotels with pools in Winchester?

Best Western Winchester Hotel (from SAR 296), Comfort Inn (from SAR 294) and Baymont by Wyndham Winchester (from SAR 269) are hotels with swimming pools. Stay at any of these hotels to enjoy a swimming pool!

Where can I find the best hotel discounts in Winchester?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.

Winchester Hotels Info

Highest PriceSAR 1,158
Number of Reviews572
Total Properties9
Average Price (Weekdays)SAR 382
Average Price (Weekends)SAR 425