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Find hotels in Winchester, KY from ₩84,495

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Compare 1,146 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Value Stay
Exterior

Value Stay

2.0 star property
8.0 out of 10, Very Good, (101)
"EXCELLENT value for the quality of the room!! Daily housekeeping, friendly front desk, and a smart TV in the room. It's also right off the interstate for wherever you're headed. "
The price is ₩84,019
₩92,620 total
includes taxes & fees
Nov 1 - Nov 2
Value Stay
Baymont by Wyndham Winchester
Lobby

Baymont by Wyndham Winchester

2.5 star property
7.2 out of 10, Good, (756)
"The room was comfortable. The staff was helpful and accommodating. "
The price is ₩119,620
₩131,869 total
includes taxes & fees
Oct 20 - Oct 21
Baymont by Wyndham Winchester
Comfort Inn
Desk, iron/ironing board, free WiFi, bed sheets

Comfort Inn

2.5 star property
7.0 out of 10, Good, (343)
" Nice, new facilities"
The price is ₩101,193
₩111,556 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn
Hampton Inn Winchester
Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (443)
"Breakfast was really good! "
The price is ₩166,984
₩184,084 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn Winchester
Holiday Inn Express Lexington East - Winchester by IHG
In-room safe, desk, laptop workspace, blackout drapes

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.2 out of 10, Wonderful, (498)
"Just an overnight stop, but great stay. Will stay again if in the area."
The price is ₩149,525
₩164,834 total
includes taxes & fees
Nov 5 - Nov 6
Holiday Inn Express Lexington East - Winchester by IHG
Best Western Winchester Hotel
Seasonal outdoor pool

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (983)
"Firm bed, clean room, friendly staff and adequate breakfast. "
The price is ₩114,978
₩126,751 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Winchester Hotel
Red Roof Winchester - Lexington East
Exterior

Red Roof Winchester - Lexington East

2.0 star property
6.6 out of 10, (572)
"Nice overnight hotel"
The price is ₩88,720
₩97,804 total
includes taxes & fees
Oct 12 - Oct 13
Red Roof Winchester - Lexington East
Origin Lexington a Wyndham Hotel
Front of property

Origin Lexington a Wyndham Hotel

3.5 star property
9.6 out of 10, Exceptional, (1010)
"Excellent hotel in a shopping area."
The price is ₩162,199
₩188,265 total
includes taxes & fees
Nov 9 - Nov 10
Origin Lexington a Wyndham Hotel
Hyatt Regency Lexington
Lobby

Hyatt Regency Lexington

3.5 star property
8.6 out of 10, Excellent, (1015)
"Wonderful stay! "
The price is ₩216,456
₩251,241 total
includes taxes & fees
Nov 9 - Nov 10
Hyatt Regency Lexington
GLō Best Western Lexington
Exterior

GLō Best Western Lexington

3.0 star property
9.4 out of 10, Exceptional, (2234)
"Great breakfast peaceful stay"
The price is ₩127,282
₩147,737 total
includes taxes & fees
Oct 15 - Oct 16
GLō Best Western Lexington
Embassy Suites by Hilton Lexington/UK Coldstream
Lobby

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 star property
8.6 out of 10, Excellent, (1017)
"great breakfast, clean rooms, very friendly staff!"
The price is ₩148,030
₩171,818 total
includes taxes & fees
Nov 2 - Nov 3
Embassy Suites by Hilton Lexington/UK Coldstream
Tru by Hilton University Medical Center
Snack bar

Tru by Hilton University Medical Center

2.5 star property
9.4 out of 10, Exceptional, (481)
"Excellent hotel! "
The price is ₩127,282
₩147,735 total
includes taxes & fees
Oct 29 - Oct 30
Tru by Hilton University Medical Center
Hilton Lexington/Downtown
Lobby

Hilton Lexington/Downtown

3.5 star property
8.4 out of 10, Very Good, (1005)
"Great"
The price is ₩220,699
₩256,165 total
includes taxes & fees
Oct 26 - Oct 27
Hilton Lexington/Downtown
Spark by Hilton Lexington Hamburg
Free daily continental breakfast

Spark by Hilton Lexington Hamburg

2.5 star property
8.6 out of 10, Excellent, (185)
"Staff was friendly and the place was clean n well kept "
The price is ₩98,089
₩113,852 total
includes taxes & fees
Oct 28 - Oct 29
Spark by Hilton Lexington Hamburg
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Lobby

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3.0 star property
8.8 out of 10, Excellent, (1194)
"Great breakfast!"
The price is ₩124,177
₩144,128 total
includes taxes & fees
Nov 2 - Nov 3
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
The Campbell House Lexington, Curio Collection by Hilton
Breakfast, lunch, dinner served; southern cuisine

The Campbell House Lexington, Curio Collection by Hilton

4.0 star property
8.2 out of 10, Very Good, (1003)
"Would stay here again "
The price is ₩162,313
₩188,397 total
includes taxes & fees
Oct 26 - Oct 27
The Campbell House Lexington, Curio Collection by Hilton
Sleep Inn Lexington
Lobby lounge

Sleep Inn Lexington

2.5 star property
7.8 out of 10, Good, (779)
"Wonderful place to stay, super friendly staff! "
The price is ₩97,320
₩112,959 total
includes taxes & fees
Nov 2 - Nov 3
Sleep Inn Lexington
Motel 6 Lexington, KY - East I-75
Exterior

Motel 6 Lexington, KY - East I-75

2.0 star property
7.0 out of 10, Good, (1003)
"Always a great quiet stay for me and my husband!! "
The price is ₩76,884
₩90,285 total
includes taxes & fees
Oct 12 - Oct 13
Motel 6 Lexington, KY - East I-75
Everhome Suites Lexington - Horse Park
Property amenity

Everhome Suites Lexington - Horse Park

2.5 star property
9.2 out of 10, Wonderful, (329)
"Clean and great staff! "
The price is ₩126,883
₩147,261 total
includes taxes & fees
Nov 2 - Nov 3
Everhome Suites Lexington - Horse Park
Days Inn Lexington SE/Hamburg
Lobby

Days Inn Lexington SE/Hamburg

2.0 star property
7.0 out of 10, Good, (1004)
"Would stay again. "
The price is ₩72,797
₩84,495 total
includes taxes & fees
Oct 12 - Oct 13
Days Inn Lexington SE/Hamburg
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.
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Stay near popular Winchester attractions

Southwind Golf Course

Enjoy a round of golf in Winchester at Southwind Golf Course. While in this family-friendly area, you can savor the top-notch restaurants.
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Bluegrass Heritage Museum

You can spend time browsing the exhibits at Bluegrass Heritage Museum during your trip to Winchester. While you're here, you can savor the top-notch restaurants.
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Learn more about Winchester

Stroll through charming downtown streets lined with local shops and eateries. Tee off at Cassell Creek or Southwind Golf Course, then explore local history at the Bluegrass Heritage Museum.

See all hotels in Winchester
Canoeing down the Kentucky river 🚣
Photo by Hyelsinta
Open Photo by Hyelsinta

Top Winchester Hotel Reviews

Origin Lexington a Wyndham Hotel

Origin Lexington a Wyndham Hotel

10/10 Excellent
"Thank you for a pleasant stay. Great lication. Everyone was very welcoming, professional and friendly. I will definitely recommend the Origin to all our friends traveling to Lexington."
Thomas 2-night trip
Posted 3 days ago
Origin Lexington a Wyndham Hotel

More cheap stays in Winchester

More cheap stays in Winchester

Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

1938 Stanton Way, Bldg A, Lexington, KY
The price is ₩99,441 per night from Nov 2 to Nov 3
₩99,441
₩115,422 total
Nov 2 - Nov 3
includes taxes & fees
8.2/10 Very Good! (1,649 reviews)

Frequently asked questions

What's the best place to stay in Winchester?
Holiday Inn Express Lexington East - Winchester by IHG is ranked highly by Expedia customers. This hotel offers free breakfast and an indoor pool. Reviews from our site also recommend Hampton Inn Winchester and Value Stay as top choices for your visit. See all available top hotels, or vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if cancelled before the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
For more information about changing or cancelling your trip to Winchester, head over to our customer service page.
What's the best place to stay for families in Winchester?
Hampton Inn Winchester is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Attractions in the area like Lexington Ice Center and Hummel Planetarium are also fun for kids of all ages. Find more child-friendly accommodations in Winchester.
What is the favorite LGBTQ-friendly accommodation in Winchester?
Holiday Inn Express Lexington East - Winchester by IHG is a top LGBTQ-friendly hotel that features free breakfast and free WiFi. Hampton Inn Winchester and Red Roof Winchester - Lexington East are two other good options for your stay. See all available hotels listed as LGBTQ-friendly in Winchester.
What's the best pet-friendly place to stay in Winchester?
Best Western Winchester Hotel is a top hotel for people traveling with their pets, and offers a seasonal outdoor pool and a computer station for its human guests. Other good choices for you and your pet's trip include Value Stay and Baymont by Wyndham Winchester. See more pet-friendly hotel accommodations in Winchester.
Where is the best hotel to stay close to Community Park?
Best Western Winchester Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located just a short 0.8 mi (1.3 km) from Community Park. Other good choices within a few miles include Baymont by Wyndham Winchester and Holiday Inn Express Lexington East - Winchester, an IHG Hotel.
What about the best place to stay close to Southwind Golf Course?
One of the top choices for your stay is Best Western Winchester Hotel, located 2.7 mi (4.3 km) from Southwind Golf Course, and this hotel offers free breakfast and free parking. Holiday Inn Express Lexington East - Winchester, an IHG Hotel and Baymont by Wyndham Winchester are two other good choices within 5 miles.
What are some accommodations with pools in Winchester?
Best Western Winchester Hotel is a top hotel with a seasonal outdoor pool, free full breakfast, and free parking. Baymont by Wyndham Winchester is an additional hotel that offers an onsite pool. View all hotels with pools in Winchester.
What is the best accommodation for staying close to Blue Grass Airport (LEX)?
Chateau Annette is a popular 3.5-star B&B featuring free breakfast and free parking. It's located a short 1.8 mi (3 km) from Blue Grass Airport. Other good choices close to the airport include Comfort Suites and Americas Best Value Inn Blue Grass Airport.
How is it to stay in Winchester?
Visitors to Winchester are sure to enjoy the restaurants. Tourists can also enjoy the city's coffeehouses, shopping, and football games. A top sight in the area is Kentucky Horse Park. In Winchester, there are 21 hotels and other accommodations to choose from. Find out more about Winchester.
What is there to see in Winchester?
Landmarks like Bluegrass Heritage Museum, Winchester Opera House, and Clark County Courthouse might be worth a visit. Natural beauty is on display at Lykins Park, College Park, and GRCHS Baseball Field. A couple of additional sights to add to your agenda are Southwind Golf Course and Clark County Public Library. Check out what more to see and do in Expedia's Winchester guide.
What's the seasonal weather like in Winchester?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.

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