MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings

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Our top choices for Winchester hotels

Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (156 reviews)
"The pool was very nice "
United States
Todd
The price is NZ$123
includes taxes & fees
10 June - 11 June
Value Stay

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,007 reviews)
"The hotel represents excellent value for money. Everything is very clean and the staff very helpful."
United Kingdom
Roy
The price is NZ$180
includes taxes & fees
10 June - 11 June
Best Western Winchester Hotel

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (807 reviews)
"Great beds and friendly staff"
United States
Tiffany
The price is NZ$160
includes taxes & fees
1 July - 2 July
Baymont by Wyndham Winchester

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (366 reviews)
"CLOSED"
United States
alene
The price is NZ$143
includes taxes & fees
1 July - 2 July
Comfort Inn Winchester

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (468 reviews)
"Room was nice, hotel is quiet, and breakfast was clean and organized."
United States
Andrew
The price is NZ$255
includes taxes & fees
6 July - 7 July
Hampton Inn Winchester

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, (569 reviews)
"Clean room, good breakfast, friendly staff."
United States
Blake
The price is NZ$232
includes taxes & fees
10 July - 11 July
Holiday Inn Express Lexington East - Winchester by IHG

Black Bear Lodge Motel

Black Bear Lodge Motel
2.5 star property
Slade
8.0 out of 10, Very good, (675 reviews)
"For the price, it was a great location and would stay there again."
United States
marion
The price is NZ$167
includes taxes & fees
15 June - 16 June
Black Bear Lodge Motel

Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,000 reviews)
"Nice hotel, conveniently located, friendly staff, very clean rooms"
United States
Aman
The price is NZ$105
includes taxes & fees
10 June - 11 June
Super 8 by Wyndham Richmond

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,919 reviews)
"Great place to stay, they have a place to eat, trails to walk and lots of nice people around."
United States
Coty jay
The price is NZ$216
includes taxes & fees
14 June - 15 June
Natural Bridge State Resort Park

Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,009 reviews)
"It was good stay with a decent price "
United States
Saelim
The price is NZ$87
includes taxes & fees
30 June - 1 July
Days Inn Lexington SE/Hamburg

Best Western Paris Inn

Best Western Paris Inn
2.5 star property
Paris
7.8 out of 10, Good, (363 reviews)
"Comfy bed! Most important than everything"
United States
Jaime
The price is NZ$155
includes taxes & fees
10 June - 11 June
Best Western Paris Inn

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, (1,166 reviews)
"Nice place to stay."
United States
Guy
The price is NZ$181
includes taxes & fees
16 June - 17 June
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (225 reviews)
"Great place to stay"
United States
Sharon
The price is NZ$178
includes taxes & fees
23 June - 24 June
Tru By Hilton Lexington Hamburg

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, (2,203 reviews)
"Hotel staff were great, the rooms were clean And the price was reasonable. Would definitely stay again."
United States
Terry
The price is NZ$186
includes taxes & fees
3 July - 4 July
Holiday Inn Express Lexington Horse Park Area by IHG

Microtel Inn by Wyndham Georgetown

Microtel Inn by Wyndham Georgetown
2.0 star property
Georgetown
7.8 out of 10, Good, (1,007 reviews)
"Best motel in Georgetown"
United States
Leeray
The price is NZ$131
includes taxes & fees
14 June - 15 June
Microtel Inn by Wyndham Georgetown

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
Georgetown
8.8 out of 10, Excellent, (1,006 reviews)
"Breakfast was great, room was spacious and clean, staff was very welcoming!"
United States
Cindy
The price is NZ$142
includes taxes & fees
5 July - 6 July
Country Inn & Suites by Radisson, Georgetown, KY

Baymont by Wyndham Georgetown/Lexington North

Baymont by Wyndham Georgetown/Lexington North
2.5 star property
Georgetown
8.0 out of 10, Very good, (1,010 reviews)
"Friendly staff, clean rooms, great location."
United States
Sherry
The price is NZ$136
includes taxes & fees
14 June - 15 June
Baymont by Wyndham Georgetown/Lexington North

Super 8 by Wyndham Georgetown

Super 8 by Wyndham Georgetown
2.0 star property
Georgetown
8.4 out of 10, Very good, (1,006 reviews)
"Great time very clean"
United States
Alyssa
The price is NZ$129
includes taxes & fees
11 June - 12 June
Super 8 by Wyndham Georgetown

Motel 6 Lexington I-75 Hamburg

Motel 6 Lexington I-75 Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,001 reviews)
"Clean and restful stay"
United States
Francis
The price is NZ$90
includes taxes & fees
14 June - 15 June
Motel 6 Lexington I-75 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

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.

MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings

Top Winchester Hotel Reviews

More cheap accommodation in Winchester

Frequently asked questions

What's the best place to stay in Winchester?
Baymont by Wyndham Winchester is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and an indoor pool. Other good choices for your visit to the area are Holiday Inn Express Lexington Horse Park Area by IHG and La Quinta Inn & Suites by Wyndham Lexington South / Hamburg. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Near Kentucky State Horse Park 💛The Yalla House🚪 🏇🏼Horse & Bourbon Central🥃: This holiday home rental outside of Winchester is located in a rural location, and has a patio, a garden 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 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 Hummel Planetarium 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?
Baymont by Wyndham Winchester is a top dog-friendly hotel, and offers an indoor pool and a fitness centre for its human guests. Other good options to stay with your pet include Value Stay and Best Western Winchester Hotel. See more pet-friendly hotel accommodations in Winchester.
What are some accommodation options with pools in Winchester?
Baymont by Wyndham Winchester is a top hotel with a pool, free breakfast and free WiFi. Best Western Winchester Hotel 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. A top sight in the area is Kentucky Horse Park. In Winchester, there are 18 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 Community Park, The Holler and Wiseman Park. A couple of additional sights to add to your itinerary are Winchester Traveling Trail and Lykins Park. 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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