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Accommodations in Winchester (Page 2)

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)
Bits n Boom Crib in Lexington, USA

Bits n Boom Crib

Apartment in Lexington near Winchester, Kentucky , 2900 Alydar Court
Set in Lexington, 6.4 km from Ashland The Henry Clay Estate, 9 km from Rupp Arena and 9 km from Lexington Convention Center, Cute 2 bedroom Crib with ...
  • Parking

Pleasant 3 Reviews 6.7

from $87.50 Show details »

Hampton Inn Lexington I-75 in Lexington, USA

Hampton Inn Lexington I-75

Hotel in Lexington near Winchester, Kentucky , 2251 Elkhorn Road
Directly off motorway I-75, only minutes from popular sites, including Kentucky Horse Park, this Lexington hotel offers friendly service along with ma...
  • Parking
  • Pets allowed
  • Fitness centre
  • Indoor pool
  • Swimming pool

Very good 388 Reviews 8.1

from $99.34 Show details »

Guesthouse Inn & Suites Lexington in Lexington, USA

Guesthouse Inn & Suites Lexington

Hotel in Lexington near Winchester, Kentucky , 2261 Elkhorn Road
A short distance off Interstate 75, this Lexington hotel offers rooms with free WiFi.
  • Parking
  • Family rooms
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Good 930 Reviews 7.6

from $84.00 Show details »

Best Western Lexington Inn in Lexington, USA

Best Western Lexington Inn

Hotel in Lexington near Winchester, Kentucky , 2221 Elkhorn Road
Best Western Lexington Inn is located in Lexington, within 7.8 km of Lexington Convention Center and 9.2 km of The Arboretum.
  • Parking
  • Indoor pool
  • Swimming pool
  • Swimming Pool
  • Refrigerator

Good 374 Reviews 7.9

from $82.71 Show details »

Fairfield Inn & Suites by Marriott Lexington East/I-75 in Lexington, USA

Fairfield Inn & Suites by Marriott Lexin...

Hotel in Lexington near Winchester, Kentucky , 2211 Elkhorn Road
Featuring 3-star accommodation, Fairfield Inn & Suites by Marriott Lexington East/I-75 is set in Lexington, 7.3 km from Ashland The Henry Clay Estate ...
  • Parking
  • Electric vehicle charging station

Superb 132 Reviews 9.0

from $107.33 Show details »

Holiday Inn Express & Suites Lexington Midtown - I-75, an IHG Hotel in Lexington, USA

Holiday Inn Express & Suites Lexington M...

Hotel in Lexington near Winchester, Kentucky , 2255 Buena Vista Road
Offering an indoor pool and a fitness centre, Holiday Inn Express & Suites Lexington is located in Lexington.
  • Parking
  • Fitness centre
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 218 Reviews 8.6

from $107.20 Show details »

Microtel Inn by Wyndham Lexington in Lexington, USA

Microtel Inn by Wyndham Lexington

Hotel in Lexington near Winchester, Kentucky , 2240 Buena Vista Road
This hotel is located 15 minutes east of downtown Lexington and the University of Kentucky.
  • Parking
  • Pets allowed
  • Family rooms

Okay 568 Reviews 5.9

from $58.65 Show details »

Days Inn by Wyndham Mt. Sterling in Mount Sterling, USA

Days Inn by Wyndham Mt. Sterling

Motel in Mount Sterling near Winchester, Kentucky , 705 Maysville Road
Located off of Interstate 64, the Mount Sterling Days Inn is 15 miles from hiking and fishing in the Daniel Boone National Forest.
  • Parking
  • Family rooms

Okay 98 Reviews 5.8

from $61.60 Show details »

Country Inn & Suites by Radisson, Lexington, KY in Lexington, USA

Country Inn & Suites by Radisson, Lexing...

Hotel in Lexington near Winchester, Kentucky , 2297 Executive Drive
Located 5 miles from downtown Lexington and the University of Kentucky, this hotel serves a daily buffet breakfast.
  • Parking
  • Fitness centre
  • Family rooms
  • Allergy-free room
  • Indoor pool

Good 413 Reviews 7.6

from $92.81 Show details »

Red Roof Inn & Suites Lexington - Hamburg in Lexington, USA

Red Roof Inn & Suites Lexington - Hambur...

Hotel in Lexington near Winchester, Kentucky , 2241 Elkhorn Rd
This Lexington hotel is 8 km from the University of Kentucky and is a 15-minute drive from the Kentucky Horse Park.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Outdoor pool

Pleasant 206 Reviews 6.5

from $72.84 Show details »

Cozy and Spacious-4 Bedrooms Townhouse in Lexington, USA

Cozy and Spacious-4 Bedrooms Townhouse

Holiday home in Lexington near Winchester, Kentucky , 2438 Woodhill Drive
Set in Lexington, 3.9 km from The Arboretum, 4 km from Ashland The Henry Clay Estate and 6.6 km from Rupp Arena, Cozy and Spacious-4 Bedrooms Townhous...
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Very good 9 Reviews 8.1

from $271.25 Show details »

Beautiful Country Estate Basement Apartment in Richmond, USA

Beautiful Country Estate Basement Apartm...

Apartment in Richmond near Winchester, Kentucky , 160 Northridge Way
Beautiful Country Estate Basement Apartment, a property with a garden and a terrace, is situated in Richmond, 30 km from The Arboretum, 32 km from Ash...
  • Parking
  • Pets allowed
  • Family rooms

Exceptional 1 Reviews 10.0

from $255.75 Show details »

Bluegrass Extended Stay in Lexington, USA

Bluegrass Extended Stay

Hotel in Lexington near Winchester, Kentucky , 2753 Richmond Rd
This hotel is within a 10-minute drive of downtown Lexington and the University of Kentucky.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Good 231 Reviews 7.1

from $59.49 Show details »

DoubleTree Suites by Hilton Lexington in Lexington, USA

DoubleTree Suites by Hilton Lexington

Hotel in Lexington near Winchester, Kentucky , 2601 Richmond Road
Featuring spacious 2-room suites, furnished with state-of-the-art amenities, this hotel is centred in the heart of Kentuckys horse country, minutes fr...
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Very good 262 Reviews 8.3

from $130.38 Show details »

WoodSpring Suites Lexington Southeast in Lexington, USA

WoodSpring Suites Lexington Southeast

Hotel in Lexington near Winchester, Kentucky , 2370 Lake Park Road
Set in Lexington, 3.4 km from The Arboretum, WoodSpring Suites Lexington Southeast offers accommodation with free WiFi and free private parking.
  • Parking
  • Pets allowed

Passable 204 Reviews 5.3

from $50.00 Show details »

Captain Tuttles on Stoner Creek in Paris, USA

Captain Tuttles on Stoner Creek

Holiday home in Paris near Winchester, Kentucky , 387 Chambers Street
Featuring air-conditioned accommodation with a terrace, Captain Tuttles on Stoner Creek is located in Paris.
  • Parking
  • Family rooms

no reviews

from $367.94 Show details »

Best Western Paris Inn in Paris, USA

Best Western Paris Inn

Hotel in Paris near Winchester, Kentucky , 2011 Alverson Drive
The Paris Best Western Inn is 20 miles from the Kentucky Horse Park and the Hopewell Museum is less than 10 minutes’ drive away.
  • Parking
  • Family rooms
  • Outdoor pool
  • Kid-friendly buffet
  • Swimming pool

Good 199 Reviews 7.8

from $99.99 Show details »

Ramada by Wyndham Lexington North Hotel & Conference Center in Lexington, USA

Ramada by Wyndham Lexington North Hotel...

Hotel in Lexington near Winchester, Kentucky , 2143 North Broadway
Just 5 miles away from downtown Lexington, this hotel features an indoor pool, complimentary breakfast and free WiFi.
  • Pets allowed
  • Fitness centre
  • Tea/Coffee maker
  • Bath
  • TV

Passable 1526 Reviews 5.4

from $59.49 Show details »

Days Inn & Suites by Wyndham Lexington in Lexington, USA

Days Inn & Suites by Wyndham Lexington

Hotel in Lexington near Winchester, Kentucky , 1987 North Broadway
Located in Lexington, 5 km from Hunt-Morgan House, Days Inn & Suites by Wyndham Lexington provides accommodation with a fitness centre, free private p...
  • Parking
  • Pets allowed
  • Bar
  • Fitness centre
  • Family rooms

Okay 878 Reviews 5.7

from $51.57 Show details »

Lexington Getaway with Backyard Deck Less Than 2 Mi to UK! in Lexington, USA

Lexington Getaway with Backyard Deck Les...

Holiday home in Lexington near Winchester, Kentucky
Lexington Getaway with Backyard Deck Less Than 2 Mi to UK! is situated in Lexington, 700 metres from Ashland The Henry Clay Estate, 3.4 km from Rupp A...
  • Parking
  • Pets allowed
  • Internet facilities
  • Hairdryer
  • Iron

Exceptional 7 Reviews 10.0

from $219.33 Show details »

Red Roof Inn Lexington in Lexington, USA

Red Roof Inn Lexington

Motel in Lexington near Winchester, Kentucky , 1980 Haggard Court
This hotel is located 3 miles from central Lexington and features rooms with a flat-screen TV.
  • Parking
  • Pets allowed

Pleasant 740 Reviews 6.9

from $62.69 Show details »

Luxe in DT Lexington - Walk to EVERYTHING in Lexington, USA

Luxe in DT Lexington - Walk to EVERYTHIN...

Holiday home in Lexington near Winchester, Kentucky , 913 Aurora Avenue
Situated 2.5 km from Hunt-Morgan House, 3 km from Rupp Arena and 3 km from Lexington Convention Center, Luxe in DT Lexington - Walk to EVERYTHING feat...
  • Parking
  • Pets allowed

Pleasant 3 Reviews 7.0

from $98.67 Show details »

Days Inn by Wyndham Richmond in Richmond, USA

Days Inn by Wyndham Richmond

Hotel in Richmond near Winchester, Kentucky , 2109 Belmont Drive
Located off Interstate-75, this hotel is an 8-minute drive from downtown Richmond and Eastern Kentucky University.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Passable 80 Reviews 5.5

from $58.65 Show details »

Super 8 by Wyndham Richmond in Richmond, USA

Super 8 by Wyndham Richmond

Hotel in Richmond near Winchester, Kentucky , 107 North Keeneland
Located 1 mile from Interstate 75, this hotel is just a 3-minute drive from Arlington Golfcenter.
  • Parking
  • Pets allowed
  • Family rooms
  • Tea/Coffee maker
  • Bath

Pleasant 238 Reviews 6.9

from $53.43 Show details »

Clarion Pointe Richmond North near University in Richmond, USA

Clarion Pointe Richmond North near Unive...

Hotel in Richmond near Winchester, Kentucky , 1751 Lexington Road
Located 18 km from Fort Boonesborough State Park, Clarion Pointe Richmond North near University offers 3-star accommodation in Richmond and features a...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 452 Reviews 7.5

from $82.00 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