Search for Cheap Deals on
Hotels in Winchester

Photo by Hyelsinta

Choose from 1121 Winchester Hotel Deals

Quality Inn Lexington -Horse Park
Quality Inn Lexington -Horse Park
2.5 out of 5
1938 Stanton Way, Bldg A, Lexington, KY
  • 48 min drive from Clark Regional Medical Center
The price is $67 per night from Nov 24 to Nov 25
$67
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this golf hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,293 reviews)
"clear"

Reviewed on Oct 29, 2024

Quality Inn Lexington -Horse Park
GLō Best Western Lexington
GLō Best Western Lexington
3 out of 5
1935 Stanton Way, Lexington, KY
  • 48 min drive from Clark Regional Medical Center
The price is $104 per night from Nov 11 to Nov 12
$104
includes taxes & fees
Nov 11 - Nov 12
Stay at this 3-star hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.2/10 Wonderful! (2,258 reviews)
European Feel
"This was a great stay. The staff were super helpful.The fridge in the room was broken. We were offered the use of the hotel’s kitchen to store my fridge items. These were labeled with our room number and different staff helped me collect my items in n the morning. The beds were excellent. The bedding ..."

Reviewed on Nov 1, 2024

GLō Best Western Lexington
GuestHouse Lexington
GuestHouse Lexington
2.5 out of 5
2261 Elkhorn Road, Lexington, KY
  • 37 min drive from Clark Regional Medical Center
The price is $69 per night from Nov 13 to Nov 14
$69
includes taxes & fees
Nov 13 - Nov 14
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,065 reviews)
"Great"

Reviewed on Oct 28, 2024

GuestHouse Lexington
Hilton Lexington/Downtown
Hilton Lexington/Downtown
3.5 out of 5
369 West Vine Street, Lexington, KY
  • 49 min drive from Clark Regional Medical Center
The price is $153 per night from Nov 27 to Nov 28
$153
includes taxes & fees
Nov 27 - Nov 28
Book a stay at this business-friendly hotel in Lexington. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.2/10 Very Good! (1,006 reviews)
"Had a wonderful experience. All staff was very friendly. Room service was amazing!"

Reviewed on Nov 3, 2024

Hilton Lexington/Downtown
Marriott Lexington Griffin Gate Golf Resort & Spa
Marriott Lexington Griffin Gate Golf Resort & Spa
4.5 out of 5
1800 Newtown Pike, Lexington, KY
  • 48 min drive from Clark Regional Medical Center
The price is $148 per night from Nov 24 to Nov 25
$148
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this spa resort in Lexington. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (313 reviews)
"Convenient location"

Reviewed on Oct 14, 2024

Marriott Lexington Griffin Gate Golf Resort & Spa
Embassy Suites by Hilton Lexington Green
Embassy Suites by Hilton Lexington Green
3.5 out of 5
245 Lexington Green Circle, Lexington, KY
  • 53 min drive from Clark Regional Medical Center
The price is $127 per night from Nov 24 to Nov 25
$127
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,003 reviews)
"Perfect a little pricey"

Reviewed on Oct 26, 2024

Embassy Suites by Hilton Lexington Green
The Manchester
The Manchester
4 out of 5
941 Manchester St, Lexington, KY
  • 50 min drive from Clark Regional Medical Center
The price is $208 per night from Nov 24 to Nov 25
$208
includes taxes & fees
Nov 24 - Nov 25
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. ...
9.4/10 Exceptional! (582 reviews)
"Beautiful place!"

Reviewed on Nov 3, 2024

The Manchester
Hyatt Regency Lexington
Hyatt Regency Lexington
3.5 out of 5
401 W High St, Lexington, KY
  • 49 min drive from Clark Regional Medical Center
The price is $162 per night from Nov 20 to Nov 21
$162
includes taxes & fees
Nov 20 - Nov 21
Book a stay at this business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,001 reviews)
"I had a problem with my booking, all of my fault. The front desk, Peter especially, was INCREDIBLY helpful! The room was comfortable and was clean. I'd stay there again!"

Reviewed on Oct 28, 2024

Hyatt Regency Lexington
Home2 Suites by Hilton Lexington Hamburg
Home2 Suites by Hilton Lexington Hamburg
3 out of 5
1750 PLEASANT RIDGE DR, Lexington, KY
  • 34 min drive from Clark Regional Medical Center
The price is $116 per night from Nov 14 to Nov 15
$116
includes taxes & fees
Nov 14 - Nov 15
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (663 reviews)
Soccer team travels.
"We were traveling with a soccer team for two games in the city. This location was peefect for our stay. Boys all 13 year olds were a little rowdy but had plenty of space to enjoy our time in the hotel. Breakfast eas great. Could have used some more table seating."

Reviewed on Nov 3, 2024

Home2 Suites by Hilton Lexington Hamburg
Fairfield Inn & Suites by Marriott Lexington North
Fairfield Inn & Suites by Marriott Lexington North
2.5 out of 5
2100 Hackney Pl, Lexington, KY
  • 48 min drive from Clark Regional Medical Center
The price is $109 per night from Nov 24 to Nov 25
$109
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,001 reviews)
Tight Quarters
"Furniture in room all chipped edges. Entry very tight and difficult to get luggage cart in Guest chair very small and no footstool"

Reviewed on Oct 31, 2024

Fairfield Inn & Suites by Marriott Lexington North
Embassy Suites by Hilton Lexington/UK Coldstream
Embassy Suites by Hilton Lexington/UK Coldstream
3.5 out of 5
1801 Newtown Pike, Lexington, KY
  • 48 min drive from Clark Regional Medical Center
The price is $108 per night from Dec 1 to Dec 2
$108
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this business-friendly hotel in Lexington. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,009 reviews)
"Good location. Good service. I am NOT a fan of dog friendly hotel rooms. As a dog owner, I know how dogs can act in hotel rooms."

Reviewed on Nov 3, 2024

Embassy Suites by Hilton Lexington/UK Coldstream
21c Museum Hotel Lexington
21c Museum Hotel Lexington
4 out of 5
167 West Main Street, Lexington, KY
  • 48 min drive from Clark Regional Medical Center
The price is $182 per night from Dec 4 to Dec 5
$182
includes taxes & fees
Dec 4 - Dec 5
Stay at this 4-star hotel in Lexington. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
8.8/10 Excellent! (980 reviews)
"We enjoyed majority of the stay. However the man securing the door was cracking it up in the street. We were followed by a man to our hotel and he was no where to stop the man following us in. No one in the lobby. I guess that’s Lexington nowadays. He was waiting for us to get in the elevator to ..."

Reviewed on Oct 7, 2024

21c Museum Hotel Lexington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Winchester

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Winchester hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winchester.

Choosing the right hotel in Kentucky has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winchester’s 1,121 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $67. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Winchester hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winchester. No matter your reason for visiting Winchester, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winchester hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winchester for as low as $67.

How many hotels are there in Winchester?

With over 1,121 hotels in Winchester, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $67.

How to find cheap car rentals in Winchester?

Finding a cheap car rental deal in Winchester is as easy as scoring cheap hotels in Winchester. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Winchester now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Winchester right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.