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Hotels in Winchester (Page 2)

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)
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 »

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 »

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 »

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 »

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 »

Red Roof Inn Richmond, KY in Richmond, USA

Red Roof Inn Richmond, KY

Motel in Richmond near Winchester, Kentucky , 111 Bahama Court
Located close to Interstate 75, this Richmond hotel offers free WiFi and rooms that feature cable TV.
  • Pets allowed
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Good 612 Reviews 7.3

from $62.35 Show details »

Extended Stay America Suites - Lexington - Tates Creek in Lexington, USA

Extended Stay America Suites - Lexington...

Hotel in Lexington near Winchester, Kentucky , 3575 Tates Creek Road
This Extended Stay America - Lexington - Tates Creek is located in Lexington and especially designed for longer stays, with all rooms featuring a full...
  • Parking
  • Pets allowed

Pleasant 267 Reviews 6.8

from $79.05 Show details »

The Sire Hotel Lexington, Tapestry Collection by Hilton in Lexington, USA

The Sire Hotel Lexington, Tapestry Colle...

Hotel in Lexington near Winchester, Kentucky , 120 West Second Street
Located in Lexington’s Historic District, this boutique hotel features a fitness centre and an on-site restaurant.
  • Parking
  • Fitness centre

Fabulous 232 Reviews 8.9

from $172.51 Show details »

Residence Inn by Marriott Lexington City Center in Lexington, USA

Residence Inn by Marriott Lexington City...

Hotel in Lexington near Winchester, Kentucky , 150 West Main Street
Residence Inn by Marriott Lexington City Center has free bikes, seasonal outdoor swimming pool, a fitness centre and shared lounge in Lexington.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Superb 107 Reviews 9.2

from $219.00 Show details »

21c Museum Hotel Lexington in Lexington, USA

21c Museum Hotel Lexington

Hotel in Lexington near Winchester, Kentucky , 167 West Main Street
Set in Lexington, 300 metres from Hunt-Morgan House, 21c Museum Hotel Lexington has a fitness centre and a bar, as well as free WiFi.
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre
  • Family rooms

Very good 302 Reviews 8.4

from $187.84 Show details »

Lexington Marriott City Center in Lexington, USA

Lexington Marriott City Center

Hotel in Lexington near Winchester, Kentucky , 121 West Vine Street
Lexington Marriott City Center has free bikes, seasonal outdoor swimming pool, a fitness centre and restaurant in Lexington.
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Family rooms

Fabulous 121 Reviews 8.8

from $198.71 Show details »

Hilton Lexington Downtown in Lexington, USA

Hilton Lexington Downtown

Hotel in Lexington near Winchester, Kentucky , 369 West Vine Street
This Lexington, Kentucky hotel is within walking distance from the University of Kentucky and the Lexington Opera House.
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Family rooms

Very good 615 Reviews 8.2

from $181.70 Show details »

Courtyard by Marriott Lexington North in Lexington, USA

Courtyard by Marriott Lexington North

Hotel in Lexington near Winchester, Kentucky , 775 Newtown Court
Located in the horse capitol of the world, Lexington, this hotel offers an indoor pool and free WiFi access.
  • Parking
  • Restaurant
  • Fitness centre
  • Indoor pool
  • Swimming pool

Good 264 Reviews 7.8

from $90.47 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