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Hotels in Winchester (Page 4)

Enjoy your stay and find the best Hotels in Winchester at affordable prices

Searching for a hotel in Winchester (Kentucky)? You will find a wide selection of hotels in Winchester and the surrounding region at great rates, starting from $45.03 per night. From cheap budget hotels to family hotels and premium hotels for business travel and more upscale. Choose a hotel for more info about the offer.

Hotels in Winchester and region (30 miles)

Hampton Inn Nicholasville Brannon Crossi...

Hotel in Nicholasville near Winchester, Kentucky , 453 East Brannon Road
Located within 5.6 km of The Mall At Lexington Green and 11 km of The Arboretum, Hampton Inn Nicholasville Brannon Crossing, Ky provides rooms with ai...
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $109.12 Show details »

Quality Quarters Inn

Motel in Richmond near Winchester, Kentucky , 105 North Killarney Lane
Located in Richmond, 22 km from Fort Boonesborough State Park, Quality Quarters Inn provides accommodation with free WiFi and free private parking.
  • Parking
  • Pets allowed
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Disappointing 60 Reviews 4.8

from $59.99 Show details »

Countryside Inn Motel

Motel in Richmond near Winchester, Kentucky , 230 Eastern Bypass
Located in Richmond, 22 km from Fort Boonesborough State Park, Countryside Inn Motel provides accommodation with free WiFi and free private parking.
  • Parking
  • Pets allowed

Disappointing 43 Reviews 4.5

from $55.95 Show details »

Comfort Suites

Hotel in Richmond near Winchester, Kentucky , 2007 Colby Taylor Drive
The Comfort Suites hotel is just two miles from Eastern Kentucky University, the third largest university in the state.
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Swimming pool

Pleasant 149 Reviews 6.3

from $132.05 Show details »

Quality Inn

Hotel in Richmond near Winchester, Kentucky , 2006 Colby Taylor Drive
Tucked inside the rolling hills of Kentucky, the Quality Inn in Richmond offers easy access to the Acres of Land Winery, Eastern Kentucky University a...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Very good 295 Reviews 8.4

from $122.20 Show details »

Holiday Inn Express Hotel & Suites Richm...

Hotel in Richmond near Winchester, Kentucky , 1990 Colby Taylor Drive
Located in Richmond, Kentucky, this hotel offers a daily hot breakfast and free high-speed internet access.
  • Parking
  • Fitness centre
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Very good 191 Reviews 8.2

from $131.20 Show details »

Hampton Inn Richmond KY

Hotel in Richmond near Winchester, Kentucky , 1099 Barnes Mill Road
Located just off Interstate 75, this Richmond hotel features free WiFi, an indoor pool, and rooms that offer plush bedding and a flat-screen TV.
  • Parking
  • Fitness centre
  • Family rooms
  • Indoor pool
  • Swimming pool

Superb 353 Reviews 9.0

from $133.36 Show details »

TownePlace Suites by Marriott Richmond

Hotel in Richmond near Winchester, Kentucky , 2018 Colby Taylor Drive
Just 1 mile away from Eastern Kentucky University, this all-suites hotel is located in the heart of Kentucky’s Bluegrass region in Richmond and feat...
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Electric vehicle charging station
  • Telephone

Fabulous 54 Reviews 8.8

from $207.57 Show details »

Tru By Hilton Richmond

Hotel in Richmond near Winchester, Kentucky , 1020 Amberly Way
Featuring 3-star accommodation, Tru By Hilton Richmond is located in Richmond, 22 km from Fort Boonesborough State Park and 37 km from The Arboretum.
  • Parking
  • Fitness centre
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Very good 110 Reviews 8.2

from $121.03 Show details »

Staybridge Suites Lexington, an IHG Hote...

Hotel in Lexington near Winchester, Kentucky , 125 Louie Place
This Lexington hotel offers a hot breakfast daily and is located within 7 minutes drive of downtown Lexington, 8 minutes drive of the University of Ke...
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Swimming pool

Fabulous 651 Reviews 8.8

from $105.83 Show details »

Holiday Inn Express & Suites Lexington D...

Hotel in Lexington near Winchester, Kentucky , 1780 Sharkey Way
Located off Route 60, this hotel is a 10-minute drive from downtown Lexington and the University of Kentucky.
  • Parking
  • Fitness centre
  • Family rooms
  • Indoor pool
  • Kid-friendly buffet

Superb 654 Reviews 9.1

from $105.87 Show details »

Residence Inn Lexington Keeneland/Airpor...

Hotel in Lexington near Winchester, Kentucky , 3110 Wall Street
Residence Inn Lexington Keeneland/Airport offers self-catering suites with a flat-screen TV and free Wi-Fi, just 4 miles from Blue Grass Airport.
  • Parking
  • Fitness centre
  • Family rooms
  • Indoor pool
  • Swimming pool

Very good 119 Reviews 8.3

from $104.10 Show details »

Courtyard by Marriott Lexington Keenelan...

Hotel in Lexington near Winchester, Kentucky , 3100 Wall Street
This Lexington hotel offers free Wi-Fi and spacious rooms that feature plush bedding along with a microwave and a refrigerator.
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Indoor pool

Good 151 Reviews 7.8

from $89.82 Show details »

Fairfield Inn & Suites Lexington Keenela...

Hotel in Lexington near Winchester, Kentucky , 3050 Lakecrest Circle
This hotel is less than 1 mile from Harrods Hill Park in Lexington and features an indoor swimming pool and a business centre by the lobby.
  • Parking
  • Fitness centre
  • Family rooms
  • Swimming pool
  • Swimming Pool

Very good 89 Reviews 8.4

from $98.10 Show details »

Hampton Inn Lexington South

Hotel in Lexington near Winchester, Kentucky , 3060 Lakecrest Circle
Located 4 miles outside of downtown Lexington, Kentucky, this hotel is 10 minutes from the Lexington Center and Commonwealth Stadium.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Tea/Coffee maker

Good 73 Reviews 7.8

from $100.09 Show details »

Comfort Suites Keeneland

Hotel in Lexington near Winchester, Kentucky , 3060 Fieldstone Way
Located 10 minutes outside of downtown Lexington, this hotel is 4 miles from Memorial Stadium.
  • Parking
  • Fitness centre
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Good 373 Reviews 7.4

from $79.90 Show details »

TownePlace Suites by Marriott Lexington...

Hotel in Lexington near Winchester, Kentucky , 980 Midnight Pass
Located 5.1 km from The Mall At Lexington Green, TownePlace Suites by Marriott Lexington Keeneland/Airport offers 3-star accommodation in Lexington an...
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Kid-friendly buffet

Superb 123 Reviews 9.2

from $124.33 Show details »

Home Place Inn

Hotel in Nicholasville near Winchester, Kentucky , 181 Imperial Way
Featuring 3-star accommodation, Home Place Inn is situated in Nicholasville, 11 km from The Mall At Lexington Green and 17 km from The Arboretum.
  • Parking
  • Telephone
  • Air conditioning
  • Hairdryer
  • Refrigerator

Pleasant 151 Reviews 6.2

from $60.41 Show details »

Holiday Inn Express Lexington Southwest...

Hotel in Nicholasville near Winchester, Kentucky , 164 Imperial Way
Located just off Route 27 and less than 2 miles from downtown Nicholasville, this Holiday Inn Express features an indoor swimming pool.
  • Parking
  • Fitness centre
  • Family rooms
  • Indoor pool
  • Swimming pool

Good 103 Reviews 7.7

from $95.20 Show details »

Comfort Inn Lexington South

Hotel in Nicholasville near Winchester, Kentucky , 100 Allstar Way
The Comfort Inn Lexington South is located off US Route 27 in the greater Lexington, Kentucky area.
  • Parking
  • Fitness centre
  • TV
  • Telephone
  • Air conditioning

Good 120 Reviews 7.2

from $81.13 Show details »

HomeTowne Studios by Red Roof Georgetown...

Hotel in Georgetown near Winchester, Kentucky , 3075 Paris Pike, Building B
HomeTowne Studios by Red Roof Georgetown, KY provides free WiFi throughout the property and rooms with air conditioning in Georgetown.
  • Parking
  • Pets allowed

Pleasant 28 Reviews 6.5

price on demand Show details »

Red Roof Inn Georgetown, KY

Motel in Georgetown near Winchester, Kentucky , 3075 Paris Pike, Building A
Located off Interstate-75, this motel is a 3-minute drive from downtown Georgetown and Georgetown College.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool

Good 79 Reviews 7.0

from $61.74 Show details »

Number of Hotels in Winchester 97
Number of guest ratings 746
Average price per night $109.90
Lowest price per night $45.03
Highest price per night $219.00

Most popular Hotels in Winchester

The most popular Hotels in Winchester based on average guest rating (Top 10).

Cheapest Hotels in Winchester

The cheapest Hotels in Winchester based on room rate per night (Top 10).

Most booked Hotels in Winchester

The most booked Hotels in Winchester based on popularity with guests (Top 10).

How to find the best hotel in Winchester (Kentucky)

Finding the best hotel in Winchester depends on your individual needs and preferences. First, consider your budget. Deciding how much you are willing to spend can help you narrow down your search and avoid overspending. Keep in mind that higher prices may not always equate to better quality or value.

Next, think about the location. Do you want to stay in the heart of Winchester, or would you prefer a quieter area outside of town? Consider factors like proximity to attractions, transportation, and safety when choosing a location.

After that, consider the type of hotel you want to stay in. Do you prefer a boutique hotel with personalized service, or a large chain hotel with more amenities? Think about whats most important to you, whether it is a pool, a gym, or a great restaurant.

It is also important to read reviews from other travelers to get an idea of the hotels reputation. Look for comments about cleanliness, service, and overall experience to get a better sense of what to expect.

Don't be afraid to contact the hotel directly with any questions or concerns. A good hotel should be happy to answer your questions and make your stay as comfortable as possible.

Hotels in Winchester - which one to choose?

One of the most common types of hotels in Winchester and surrounding region are budget or economy hotels, who offer affordable accommodation for travelers on a tight budget, and extended-stay hotels, which are designed for guests who need to stay for an extended period of time, such as business travelers or those relocating to a new city.

Another popular type of hotel is the boutique hotel. These hotels are smaller in size and typically feature unique and personalized decor and amenities, often designed to appeal to a specific target market or theme. Boutique hotels in Winchester are often independently owned and operated, and they are known for their distinctive character and personalized service.

If you want the carefree package maybe the luxury hotel in Winchester ist the right choice for you. These hotels are known for their high-end amenities and exceptional service, and are often located in prime locations such as city centers or scenic destinations. Luxury hotels typically feature upscale restaurants, fitness centers, spas, and other lavish facilities, and they are designed to cater to guests who are seeking a luxurious and indulgent experience.

Resort hotels are another common type of accommodation, particularly in tropical and beach destinations. These hotels offer a wide range of amenities, including pools, spas, restaurants, and outdoor activities such as water sports and golf. They are designed to provide guests with a complete vacation experience, with everything they need to relax and have fun in one location.


Accommodation data and pictures provided by Booking.com