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Our top choices for Winchester hotels

Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
Winchester
9.4 out of 10, Exceptional, (537 reviews)
"Clean room and friendly staff. "
United States
Tyson
The price is AU$145
includes taxes & fees
29 Jan - 30 Jan
Holiday Inn Express Lexington East - Winchester by IHG

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 AU$119
includes taxes & fees
25 Jan - 26 Jan
Best Western Winchester Hotel

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (455 reviews)
"Would stay there again"
United States
Patricia
The price is AU$174
includes taxes & fees
28 Jan - 29 Jan
Hampton Inn Winchester

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 AU$110
includes taxes & fees
22 Jan - 23 Jan
Value Stay

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (775 reviews)
"Great place for a reasonable price! "
United States
Whitney
The price is AU$124
includes taxes & fees
22 Jan - 23 Jan
Baymont by Wyndham Winchester

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 AU$118
includes taxes & fees
20 Feb - 21 Feb
Comfort Inn Winchester

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 AU$102
includes taxes & fees
25 Jan - 26 Jan
Red Roof Inn Winchester - Lexington East

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG
3.0 star property
Lexington
9.4 out of 10, Exceptional, (2,231 reviews)
"Room was clean, staff was very helpful, easy parking, decent breakfast"
Canada
Christian
The price is AU$152
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express Lexington Horse Park Area by IHG

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, (1,003 reviews)
"Room was very clean, staff was extremely helpful"
United States
Tyler
The price is AU$128
includes taxes & fees
19 Feb - 20 Feb
Country Inn & Suites by Radisson, Georgetown, KY

Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1,010 reviews)
"The room was clean and the bed was super comfortable. "
United States
Elizabeth
The price is AU$146
includes taxes & fees
22 Jan - 23 Jan
Quality Inn Richmond

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,795 reviews)
"Friendly staff, convenient the have a restaurant and tavern on site. There is great hiking right out the back door. Appreciated a quiet stay."
United States
Kimberly
Natural Bridge State Resort Park

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
Lexington
8.8 out of 10, Excellent, (1,211 reviews)
"Love love love this hotel. "
United States
Kirsten
The price is AU$156
includes taxes & fees
25 Jan - 26 Jan
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Comfort Inn & Suites Mount Sterling

Comfort Inn & Suites Mount Sterling
2.5 star property
Mount Sterling
7.8 out of 10, Good, (711 reviews)
"We stay here anytime we are in town "
United States
Donn
The price is AU$118
includes taxes & fees
25 Jan - 26 Jan
Comfort Inn & Suites Mount Sterling

Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
3.0 star property
Lexington
9.0 out of 10, Wonderful, (1,008 reviews)
"Amazing staff especially the lady Nicki who went above and beyond for us during check in "
United States
Jessica
The price is AU$152
includes taxes & fees
13 Feb - 14 Feb
Holiday Inn Lexington - Hamburg by IHG

Hampton Inn Nicholasville Brannon Crossing

Hampton Inn Nicholasville Brannon Crossing
2.5 star property
Nicholasville
9.4 out of 10, Exceptional, (247 reviews)
"Very nice all around! Would stay again. "
United States
Dave
The price is AU$149
includes taxes & fees
29 Jan - 30 Jan
Hampton Inn Nicholasville Brannon Crossing

Hampton Inn Richmond

Hampton Inn Richmond
2.5 star property
Richmond
9.2 out of 10, Wonderful, (1,002 reviews)
"Clean hotel with friendly staff. "
Canada
Susan
The price is AU$160
includes taxes & fees
3 Feb - 4 Feb
Hampton Inn Richmond

Asbury Inn & Suites

Asbury Inn & Suites
3.0 star property
Wilmore
9.6 out of 10, Exceptional, (491 reviews)
"Room was clean, building was very quiet and I will definitely be staying at"
United States
Sarah
The price is AU$197
includes taxes & fees
22 Jan - 23 Jan
Asbury Inn & Suites

Holiday Inn Express & Suites Mt Sterling North by IHG

Holiday Inn Express & Suites Mt Sterling North by IHG
2.5 star property
Mount Sterling
8.8 out of 10, Excellent, (580 reviews)
"Room was super clean and the woman at the front desk was really nice and very helpful"
United States
mark
The price is AU$146
includes taxes & fees
19 Feb - 20 Feb
Holiday Inn Express & Suites Mt Sterling North by IHG

Baymont by Wyndham Richmond KY

Baymont by Wyndham Richmond KY
2.5 star property
Richmond
7.0 out of 10, Good, (1,001 reviews)
"clean room nice hot tub friendly staff "
United States
Marissa
The price is AU$112
includes taxes & fees
26 Jan - 27 Jan
Baymont by Wyndham Richmond KY

Clarion Pointe Richmond North near University

Clarion Pointe Richmond North near University
2.5 star property
Richmond
8.2 out of 10, Very good, (908 reviews)
"It was a place to stay. "
United States
Amy
The price is AU$106
includes taxes & fees
25 Jan - 26 Jan
Clarion Pointe Richmond North near University
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

Learn more about Winchester

Stroll through charming city centre 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.

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

Recent Reviews in Winchester

More cheap accommodation in Winchester

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 options for your visit. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Morning View Ranch- Red River Gorge- Indoor Pool open March-Nov. Pet friendly.: This holiday home rental outside of Winchester is located on a river, and has an indoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What's the best family accommodation in Winchester?
Hampton Inn Winchester is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Also, attractions in the area such as Lexington Ice Center and Explorium are fun for children of all ages. Find more child-friendly accommodations in Winchester.
What is the top 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 Wi-Fi. Hampton Inn Winchester and Red Roof Winchester - Lexington East are two other good options for your holiday. See all available hotels listed as LGBTQ-friendly in Winchester.
What's the best dog-friendly accommodation option in Winchester?
Best Western Winchester Hotel is a top hotel for people travelling with their pets, and offers a seasonal outdoor pool and a computer station for its human guests. Other good options to stay with your pet include Hampton Inn Winchester and Baymont by Wyndham Winchester. See more pet-friendly hotel accommodations in Winchester.
What are some accommodation options with pools in Winchester?
Best Western Winchester Hotel is a top hotel with a seasonal outdoor pool, free full breakfast and free self-parking. Baymont by Wyndham Winchester is another choice with an on-site pool. View all hotels with pools in Winchester.
What's the most popular 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 favourite water park hotel in Winchester
How is it to stay in Winchester?
Visitors to Winchester will definitely enjoy the restaurants. Tourists can also enjoy the city's coffee shops, shopping and football games. In Winchester, there are 20 hotels and other accommodation options to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
Landmarks like Bluegrass Heritage Museum, Winchester Opera House and Clark County Courthouse might be worth a visit. Natural beauty is on display at College Park, GRCHS Baseball Field and Community Park. A couple of additional sights to add to your itinerary are Southwind Golf Course and Clark County Public Library. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the weather like in Winchester?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Winchester is 1426 mm.

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