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Accommodations in Winchester (Page 4)

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

Searching for an accommodation in Winchester (Kentucky)? You will find a various number of lodgings for your overnight stay in Winchester, starting from $45.03 per bed and night. Whether you are looking for a hotel, a guesthouse or an apartment, you will find an accommodation that meets your needs.

Accommodations in Winchester and region (30 miles)
Hampton Inn Lexington Medical Center, KY in Lexington, USA

Hampton Inn Lexington Medical Center, KY

Hotel in Lexington near Winchester, Kentucky , 1953 Nicholasville Road
Just a 2-minute drive away from the University of Kentucky and downtown Lexington, this hotel offers a complimentary hot breakfast buffet and contempo...
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Allergy-free room

Fabulous 290 Reviews 8.9

from $120.86 Show details »

Holiday Inn Express Hotel & Suites Lexington-Downtown University, an IHG Hotel in Lexington, USA

Holiday Inn Express Hotel & Suites Lexin...

Hotel in Lexington near Winchester, Kentucky , 1000 Export Street
Providing free high-speed internet access in each guestroom and an indoor pool, this hotel located in Lexington, Kentucky is within walking distance o...
  • Parking
  • Fitness centre
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Very good 477 Reviews 8.5

from $103.20 Show details »

Red Roof Inn Lexington South in Lexington, USA

Red Roof Inn Lexington South

Motel in Lexington near Winchester, Kentucky , 2651 Wilhite Drive
This Lexington hotel offers free Wi-Fi and rooms equipped with a work desk and flat-screen cable TV.
  • Parking
  • Pets allowed
  • Shower
  • Bath
  • Safety deposit box

Pleasant 749 Reviews 6.6

from $61.99 Show details »

SpringHill Suites Lexington Near the University of Kentucky in Lexington, USA

SpringHill Suites Lexington Near the Uni...

Hotel in Lexington near Winchester, Kentucky , 863 South Broadway
Located adjacent to The Red Mile, one of America’s oldest horse race tracks, this hotel features an indoor pool and gym.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Indoor pool

Fabulous 192 Reviews 8.7

from $143.21 Show details »

Embassy Suites by Hilton Lexington Green in Lexington, USA

Embassy Suites by Hilton Lexington Green

Hotel in Lexington near Winchester, Kentucky , 245 Lexington Green Circle
This all-suite hotel is conveniently located within a 160,000 sq metre shopping centre, and offers spacious 2-room accommodations along with a variety...
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Family rooms

Fabulous 230 Reviews 8.8

from $150.64 Show details »

Candlewood Suites - Lexington - Medical District, an IHG Hotel in Lexington, USA

Candlewood Suites - Lexington - Medical...

Hotel in Lexington near Winchester, Kentucky , 501 Waller Avenue
Featuring 3-star accommodation, Candlewood Suites - Lexington - Medical District, an IHG Hotel is set in Lexington, 2.9 km from Lexington Convention C...
  • Pets allowed
  • Fitness centre

Fabulous 313 Reviews 8.7

from $95.20 Show details »

Origin Lexington, a Wyndham Hotel in Lexington, USA

Origin Lexington, a Wyndham Hotel

Hotel in Lexington near Winchester, Kentucky , 4174 Rowan
Located in Lexington, 2.4 km from The Mall At Lexington Green, Origin Lexington, a Wyndham Hotel provides accommodation with a fitness centre, free pr...
  • Parking
  • Restaurant
  • Bar
  • Fitness centre

Superb 413 Reviews 9.2

from $125.30 Show details »

Tru By Hilton Lexington University Medical Center, Ky in Lexington, USA

Tru By Hilton Lexington University Medic...

Hotel in Lexington near Winchester, Kentucky , 535 Waller Avenue
Located in Lexington, within 3 km of Rupp Arena and 3 km of Lexington Convention Center, Tru By Hilton Lexington University Medical Center, Ky provide...
  • Parking
  • Fitness centre

Superb 299 Reviews 9.0

from $106.57 Show details »

Updated Lexington Apartment Near Downtown, UK! in Lexington, USA

Updated Lexington Apartment Near Downtow...

Apartment in Lexington near Winchester, Kentucky
Set in Lexington, 3.5 km from Rupp Arena, 3.5 km from Lexington Convention Center and 3.8 km from Hunt-Morgan House, Updated Lexington Apartment Near ...
  • Parking
  • Internet facilities
  • Iron
  • Balcony
  • Refrigerator

Pleasant 13 Reviews 6.8

from $77.57 Show details »

Garden-Level Lexington Apt 2 Mi to UK Campus! in Lexington, USA

Garden-Level Lexington Apt 2 Mi to UK Ca...

Apartment in Lexington near Winchester, Kentucky
Within 3.5 km of Rupp Arena and 3.5 km of Lexington Convention Center, Garden-Level Lexington Apt 2 Mi to UK Campus! provides free WiFi and a garden.
  • Parking
  • Internet facilities
  • TV
  • Hairdryer
  • Iron

Good 10 Reviews 7.4

from $49.00 Show details »

Spacious Lexington Studio 2 Miles to Rupp Arena in Lexington, USA

Spacious Lexington Studio 2 Miles to Rup...

Apartment in Lexington near Winchester, Kentucky
Spacious Lexington Studio 2 Miles to Rupp Arena is located in Lexington, 3.5 km from Rupp Arena, 3.5 km from Lexington Convention Center, as well as 3...
  • Parking
  • Internet facilities
  • TV
  • Iron
  • Refrigerator

Very good 5 Reviews 8.0

from $135.00 Show details »

Elwood Hotel & Suites in Lexington, USA

Elwood Hotel & Suites

Hotel in Lexington near Winchester, Kentucky , 444 Parkway Drive
Set in Lexington, 3.1 km from Rupp Arena, Elwood Hotel & Suites offers accommodation with a fitness centre, free private parking, a restaurant and a b...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Superb 567 Reviews 9.0

from $115.28 Show details »

Staybridge Suites - Lexington S Medical Ctr Area, an IHG Hotel in Lexington, USA

Staybridge Suites - Lexington S Medical...

Hotel in Lexington near Winchester, Kentucky , 209 Ruccio Way
Set in Lexington, less than 1 km from The Mall At Lexington Green, Staybridge Suites - Lexington S Medical Ctr Area, an IHG Hotel offers accommodation...
  • Parking
  • Fitness centre
  • Indoor pool
  • Electric vehicle charging station
  • Swimming pool

Superb 291 Reviews 9.2

from $107.20 Show details »

Homewood Suites by Hilton Lexington Fayette Mall in Lexington, USA

Homewood Suites by Hilton Lexington Faye...

Hotel in Lexington near Winchester, Kentucky , 249 Ruccio Way
This all-suites hotel, less than six miles from the Lexington city center, features an outdoor pool and an on-site convenience store.
  • Parking
  • Pets allowed
  • Fitness centre
  • Kids' outdoor play equipment
  • Electric vehicle charging station

Fabulous 115 Reviews 8.7

from $105.48 Show details »

The Campbell House Lexington, Curio Collection by Hilton in Lexington, USA

The Campbell House Lexington, Curio Coll...

Hotel in Lexington near Winchester, Kentucky , 1375 South Broadway
Located near downtown Lexington, this hotel is near the University of Kentucky (1 km) and the Keeneland Race Course (7 km).
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Good 387 Reviews 7.8

from $135.74 Show details »

Hampton Inn Nicholasville Brannon Crossing, Ky in Nicholasville, USA

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 in Richmond, USA

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 »

Lexington Home about 2 Mi to University of Kentucky! in Lexington, USA

Lexington Home about 2 Mi to University...

Holiday home in Lexington near Winchester, Kentucky
Set in Lexington, 2.6 km from The Mall At Lexington Green, 6.7 km from Rupp Arena and 6.7 km from Lexington Convention Center, Inviting Lexington Home...
  • Parking

Exceptional 4 Reviews 9.8

from $230.67 Show details »

Countryside Inn Motel in Richmond, USA

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 »

Ranch Style Spacious 3 Bedrooms w/ Jacuzzi tub in Lexington, USA

Ranch Style Spacious 3 Bedrooms w/ Jacuz...

Holiday home in Lexington near Winchester, Kentucky , 2009 Polk Lane
Ranch Style Spacious 3 Bedrooms w/ Jacuzzi tub is situated in Lexington, 4.5 km from Lexington Convention Center, 4.5 km from Hunt-Morgan House, and 6...
  • Parking

no reviews

from $449.58 Show details »

Comfort Suites in Richmond, USA

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 in Richmond, USA

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 Richmond, an IHG Hotel in Richmond, USA

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 in Richmond, USA

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 in Richmond, USA

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 »

Number of Accommodations in Winchester 127
Number of guest ratings 746
Average price per night $109.90
Lowest price per night $45.03
Highest price per night $271.25

Most popular accommodations in Winchester

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

Cheapest accommodations in Winchester

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

Most booked accommodations in Winchester

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

Sleep & Travel in Winchester (Kentucky)

Getting the best travel and overnight stay experience requires careful planning and attention to detail. Start by researching your destination and choosing the right accommodations for your needs and budget. Consider factors such as location, amenities, and reviews from other travelers. To make the most of your trip, take the time to explore Winchester and immerse yourself in the local culture. This might include trying new foods, visiting historic sites, or attending cultural events.

When booking your accommodation in Winchester, be sure to communicate any special requests or preferences you may have, such as a specific room type or dietary restrictions. This will help ensure that your stay is comfortable and enjoyable. Also don't forget to pack wisely and bring along any necessary travel essentials, such as comfortable shoes, sunscreen, and a camera to capture all of your memories. With careful planning and a spirit of adventure, you can have an unforgettable travel and overnight stay experience.

How to find the best accommodation in Winchester

To find the perfect place to stay in Winchester, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com