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Check prices for these dates

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Feb 13 - Feb 14
Tomorrow
Feb 14 - Feb 15
This weekend
Feb 13 - Feb 15
Next weekend
Feb 20 - Feb 22

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Our top choices for Winchester hotels

Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (778 reviews)
"Great place for a reasonable price! "
United States
Whitney
The price is ￥11,549
￥12,733 total
includes taxes & fees
Feb 16 - Feb 17
Baymont by Wyndham Winchester
Indoor pool

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (354 reviews)
"This was the second time we’ve stopped here this year. It’s the perfect halfway respite between our home town and our destination. Very clean and comfortable. We will tag this as a regular stop on other trips. "
United States
Noelle
The price is ￥10,492
￥11,567 total
includes taxes & fees
Mar 15 - Mar 16
Comfort Inn Winchester
Exterior

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
Winchester
9.2 out of 10, Wonderful, (544 reviews)
"Clean room, great hot fresh breakfast "
United States
Bob
The price is ￥15,735
￥17,347 total
includes taxes & fees
Feb 22 - Feb 23
Holiday Inn Express Lexington East - Winchester by IHG
Free daily full breakfast

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very Good, (1,000 reviews)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is ￥11,036
￥12,166 total
includes taxes & fees
Feb 19 - Feb 20
Best Western Winchester Hotel
Lobby

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (456 reviews)
"Would stay there again"
United States
Patricia
The price is ￥19,365
￥21,348 total
includes taxes & fees
Feb 22 - Feb 23
Hampton Inn Winchester
Suite, 1 King Bed, Hot Tub | Free WiFi, bed sheets

Value Stay

Value Stay
2.0 star property
Winchester
7.8 out of 10, Good, (127 reviews)
"Awesome rooms and service"
United States
Brandon
The price is ￥9,013
￥9,936 total
includes taxes & fees
Mar 1 - Mar 2
Value Stay
Exterior

Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East
2.0 star property
Winchester
6.4 out of 10, (589 reviews)
"Great stay"
United States
Walter
The price is ￥9,518
￥10,492 total
includes taxes & fees
Feb 18 - Feb 19
Red Roof Inn Winchester - Lexington East
Cabin, 2 Bedrooms, Kitchen | Living area | 32-inch flat-screen TV with cable channels, TV

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,801 reviews)
"Great setting and very convenient to everything. "
United States
WILLIAM
Natural Bridge State Resort Park
Free daily buffet breakfast

Asbury Inn & Suites

Asbury Inn & Suites
3.0 star property
Wilmore
9.6 out of 10, Exceptional, (492 reviews)
"Room was clean, building was very quiet and I will definitely be staying at"
United States
Sarah
The price is ￥18,328
￥20,205 total
includes taxes & fees
Feb 14 - Feb 15
Asbury Inn & Suites
Exterior

Holiday Inn Express Nicholasville by IHG

Holiday Inn Express Nicholasville by IHG
2.5 star property
Nicholasville
8.8 out of 10, Excellent, (611 reviews)
"Yes, staff was great, the room was clean and very comfortable. "
United States
scott G
The price is ￥13,902
￥15,326 total
includes taxes & fees
Feb 22 - Feb 23
Holiday Inn Express Nicholasville by IHG
Lobby

Comfort Inn Lexington South

Comfort Inn Lexington South
2.5 star property
Nicholasville
8.2 out of 10, Very Good, (621 reviews)
"Room was spotless, staff was very curtious. Great breakfast, great place to stay when passing through. "
United States
Tammy
The price is ￥10,889
￥12,004 total
includes taxes & fees
Feb 15 - Feb 16
Comfort Inn Lexington South
Daily to-go breakfast for a fee

Hilton Garden Inn Lexington Georgetown

Hilton Garden Inn Lexington Georgetown
3.0 star property
Georgetown
8.8 out of 10, Excellent, (866 reviews)
"The front desk girl was very nice and helpful. So was the bartender. "
United States
Matthew
The price is ￥14,307
￥15,774 total
includes taxes & fees
Mar 7 - Mar 8
Hilton Garden Inn Lexington Georgetown
Lobby

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
Georgetown
9.0 out of 10, Wonderful, (1,001 reviews)
"Great stay! The hotel is clean, quite, and friendly. The breakfast bar was really good, too. Will definitely stay again."
United States
Sarah
The price is ￥12,206
￥13,456 total
includes taxes & fees
Feb 22 - Feb 23
Country Inn & Suites by Radisson, Georgetown, KY
Terrace/patio

Home2 Suites by Hilton Georgetown

Home2 Suites by Hilton Georgetown
3.0 star property
Georgetown
9.6 out of 10, Exceptional, (1,000 reviews)
"Clean room, lots of space, great staff, perfect breakfast "
United States
Andrea
The price is ￥15,320
￥16,889 total
includes taxes & fees
Feb 22 - Feb 23
Home2 Suites by Hilton Georgetown
Lobby

Best Western Plus Georgetown Corporate Center Hotel

Best Western Plus Georgetown Corporate Center Hotel
2.5 star property
Georgetown
8.8 out of 10, Excellent, (1,000 reviews)
"Clean room and the staff was very friendly and helpful."
United States
Jim
The price is ￥12,220
￥13,472 total
includes taxes & fees
Feb 16 - Feb 17
Best Western Plus Georgetown Corporate Center Hotel
Hypo-allergenic bedding, pillowtop beds, desk, laptop workspace

Microtel Inn by Wyndham Georgetown

Microtel Inn by Wyndham Georgetown
2.0 star property
Georgetown
7.8 out of 10, Good, (1,001 reviews)
"Perfect place!"
United States
Daniel
The price is ￥10,541
￥11,622 total
includes taxes & fees
Feb 16 - Feb 17
Microtel Inn by Wyndham Georgetown
Lobby

Comfort Suites Georgetown

Comfort Suites Georgetown
2.5 star property
Georgetown
8.6 out of 10, Excellent, (1,000 reviews)
"Clean, comfortable bed."
United States
Melissa
The price is ￥11,122
￥12,262 total
includes taxes & fees
Feb 26 - Feb 27
Comfort Suites Georgetown
Indoor pool

Hampton Inn Lexington/Georgetown

Hampton Inn Lexington/Georgetown
2.5 star property
Georgetown
8.6 out of 10, Excellent, (499 reviews)
"Enjoyed the stay!"
United States
Travis
The price is ￥12,787
￥14,095 total
includes taxes & fees
Feb 21 - Feb 22
Hampton Inn Lexington/Georgetown
Lobby

Baymont by Wyndham Georgetown/Lexington North

Baymont by Wyndham Georgetown/Lexington North
2.5 star property
Georgetown
8.0 out of 10, Very Good, (1,003 reviews)
"Staff was very friendly and the room was very clean and comfortable. "
United States
Mayme
The price is ￥10,259
￥11,309 total
includes taxes & fees
Feb 22 - Feb 23
Baymont by Wyndham Georgetown/Lexington North
Exterior

Holiday Inn Express & Suites Richmond by IHG

Holiday Inn Express & Suites Richmond by IHG
2.5 star property
Richmond
9.0 out of 10, Wonderful, (919 reviews)
" Dry clean hotel and property. Check in was smooth "
United States
joe
The price is ￥15,430
￥17,010 total
includes taxes & fees
Feb 16 - Feb 17
Holiday Inn Express & Suites Richmond by IHG
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

Winchester Traveling Trail

This serene mile-long pathway winds through meadows of Kentucky bluegrass, offering a peaceful escape. Benches and shaded areas make it perfect for a leisurely morning stroll with your leashed dog.
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Bluegrass Heritage Museum

This Romanesque Revival building houses three floors of exhibits chronicling the Bluegrass region's rich heritage. Explore the preserved historic operating room and discover local artifacts spanning centuries.
See properties

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
Thanks to my friend of mine who's recommended me to this spot easy hike short walk to get there
Photo by Nawa Aseen
Open Photo by Nawa Aseen

Top Winchester Hotel Reviews

The Manchester

The Manchester

10/10 Excellent
"Friendly and attentive staff. Great location, bar and onsite restaurant. "
Donna 1-night trip
Posted 4 days ago
The Manchester

More cheap stays in Winchester

Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg

5575 Athens Boonesboro Rd Lexington KY
The price is ￥7,975 per night from Mar 15 to Mar 16
￥7,975
￥9,257 total
Mar 15 - Mar 16
includes taxes & fees
7/10 Good! (1,001 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 Best Western Winchester Hotel as top choices for your visit. See all available top hotels, or vacation rentals in Winchester.
What are some of the best vacation rentals in Winchester?
Morrison Cabin Offers The Finest Interiors, Unique History & Very Best Location: This vacation home rental outside of Winchester is located in the city center and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all 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 Paradise Cove Aquatic Center 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?
Hampton Inn Winchester is a top hotel for people traveling with their pets, and offers a seasonal outdoor pool and free WiFi for its human guests. Other good choices for you and your pet's trip include Best Western Winchester Hotel and Fantastic 4-bedroom farmhouse with AC in charming 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's the best hotel in Winchester with an on-site water park or a water park nearby?
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min. is a favorite water park hotel in WinchesterCheck out all hotels with or near waterparks 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. In Winchester, there are 20 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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