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Hotels in Winchester

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Last Minute Hot Rate® Hotel Deals in Winchester

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Choose from 958 Winchester Hotel Deals

Red Roof Inn Lexington South
Red Roof Inn Lexington South
2 out of 5
2651 Wilhite Dr, Lexington, KY
  • 54 min drive from Bluegrass Heritage Museum
The price is $65 per night from Jun 11 to Jun 12
$65
per night
Jun 11 - Jun 12
Stay at this hotel in Lexington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (999 reviews)
"Easy, courteous, professional check-in. Other guests seemed normal and friendly - not creepy [always a plus]"

Reviewed on May 28, 2023

Red Roof Inn Lexington South
Quality Inn Lexington East/Hamburg Area
Quality Inn Lexington East/Hamburg Area
2.5 out of 5
2381 Buena Vista Rd, Lexington, KY
  • 40 min drive from Bluegrass Heritage Museum
The price is $80 per night from Jun 11 to Jun 12
$80
per night
Jun 11 - Jun 12
Stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
7.4/10 Good! (1,001 reviews)
"Really superb Quality Inn ! Breakfast looked amazing too!"

Reviewed on May 28, 2023

Quality Inn Lexington East/Hamburg Area
Embassy Suites by Hilton Lexington Green
Embassy Suites by Hilton Lexington Green
3.5 out of 5
245 Lexington Green Circle, Lexington, KY
  • 55 min drive from Bluegrass Heritage Museum
The price is $127 per night from Jul 5 to Jul 6
$127
per night
Jul 5 - Jul 6
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (898 reviews)
"Lovely place to stay in Lexington..."

Reviewed on Jun 1, 2023

Embassy Suites by Hilton Lexington Green
GuestHouse Lexington
GuestHouse Lexington
2.5 out of 5
2261 Elkhorn Road, Lexington, KY
  • 40 min drive from Bluegrass Heritage Museum
The price is $70 per night from Jul 6 to Jul 7
$70
per night
Jul 6 - Jul 7
Stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
8/10 Very Good! (1,002 reviews)
"It was nice and comfortable"

Reviewed on Jun 6, 2023

GuestHouse Lexington
Quality Inn Lexington -Horse Park
Quality Inn Lexington -Horse Park
2.5 out of 5
1938 Stanton Way, Bldg A, Lexington, KY
  • 51 min drive from Bluegrass Heritage Museum
The price is $76 per night from Jun 21 to Jun 22
$76
per night
Jun 21 - Jun 22
Stay at this golf hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the comfy rooms in our reviews. ...
8.4/10 Very Good! (422 reviews)
"The place was nice and clean. Well worth the price. The staff was amazing also."

Reviewed on Jun 6, 2023

Quality Inn Lexington -Horse Park
Courtyard by Marriott Lexington North
Courtyard by Marriott Lexington North
3 out of 5
775 Newtown Ct, Lexington, KY
  • 51 min drive from Bluegrass Heritage Museum
The price is $90 per night from Jun 26 to Jun 27
$90
per night
Jun 26 - Jun 27
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,000 reviews)
"Nice property. Getting some age but maintained."

Reviewed on May 29, 2023

Courtyard by Marriott Lexington North
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
2.5 out of 5
100 Canebrake Drive, Lexington, KY
  • 33 min drive from Bluegrass Heritage Museum
The price is $101 per night from Jun 14 to Jun 15
$101
per night
Jun 14 - Jun 15
Stay at this business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
8.2/10 Very Good! (1,394 reviews)
"Clean, well kept room"

Reviewed on Jun 1, 2023

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Hilton Lexington/Downtown
Hilton Lexington/Downtown
3.5 out of 5
369 West Vine Street, Lexington, KY
  • 52 min drive from Bluegrass Heritage Museum
The price is $139 per night from Jun 30 to Jul 1
$139
per night
Jun 30 - Jul 1
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy 2 restaurants, breakfast, and a free airport shuttle. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,004 reviews)
"Excellent customer service, great cleanliness"

Reviewed on Jun 1, 2023

Hilton Lexington/Downtown
Elwood Hotel & Suites
Elwood Hotel & Suites
4 out of 5
444 Parkway Drive, Lexington, KY
  • 55 min drive from Bluegrass Heritage Museum
The price is $101 per night from Jul 3 to Jul 4
$101
per night
Jul 3 - Jul 4
Stay at this 4-star business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the spacious ...
9.2/10 Wonderful! (405 reviews)
"So stylish yet cozy. Great restaurant and bar. Very clean and an affordable rate! I’ll be back!"

Reviewed on Jun 2, 2023

Elwood Hotel & Suites
GLō Best Western Lexington
GLō Best Western Lexington
3 out of 5
1935 Stanton Way, Lexington, KY
  • 51 min drive from Bluegrass Heritage Museum
The price is $97 per night from Jun 27 to Jun 28
$97
per night
Jun 27 - Jun 28
Stay at this 3-star hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms in our reviews. ...
9.2/10 Wonderful! (2,100 reviews)
Very nice and reasonably priced.
"Check in was simple and easy. Rooms were very clean. The bed was comfortable and enough pillows to find one that was just right. Staff was very friendly and helpful. Definitely would stay here again."

Reviewed on Jun 5, 2023

GLō Best Western Lexington
Hyatt Place Lexington
Hyatt Place Lexington
3 out of 5
2001 Bryant Rd, Lexington, KY
  • 37 min drive from Bluegrass Heritage Museum
The price is $123 per night from Jun 25 to Jun 26
$123
per night
Jun 25 - Jun 26
Stay at this 3-star business-friendly hotel in Lexington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,007 reviews)
"Low water pressure in shower.. Water from shower leaks by glass shower door in floor badly.. Commode seat was falling off toilet... Other than these issues it was a nice 3 night stay. I would give it a 7 out 10.. and I would stay again here if it was cheaper than the rest"

Reviewed on May 31, 2023

Hyatt Place Lexington
Hyatt Regency Lexington
Hyatt Regency Lexington
3.5 out of 5
401 W High St, Lexington, KY
  • 52 min drive from Bluegrass Heritage Museum
The price is $144 per night from Jul 2 to Jul 3
$144
per night
Jul 2 - Jul 3
Stay at this 3.5-star business-friendly hotel in Lexington. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,000 reviews)
"Staff was very accommodating. Friendly and polite staff."

Reviewed on Jun 1, 2023

Hyatt Regency 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

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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 958 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 $59. 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 $59.

How many hotels are there in Winchester?

With over 958 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 $59.

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.