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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, (148 reviews)
"The pool was very nice "
United States
Todd
The price is NZ$111
includes taxes & fees
24 May - 25 May
Value Stay

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. Helpful staff."
United States
Mark
The price is NZ$169
includes taxes & fees
26 May - 27 May
Best Western Winchester Hotel

Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.0 out of 10, Good, (365 reviews)
"Pool was again closed."
United States
Michael
The price is NZ$138
includes taxes & fees
14 June - 15 June
Comfort 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, (564 reviews)
"Clean room, good breakfast, friendly staff."
United States
Blake
The price is NZ$218
includes taxes & fees
21 June - 22 June
Holiday Inn Express Lexington East - Winchester by IHG

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (801 reviews)
"The hotel provides value for the cost. Staff, facilities, and maintenance were above average for a budget hotel."
United States
Geri
The price is NZ$153
includes taxes & fees
14 June - 15 June
Baymont by Wyndham Winchester

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (466 reviews)
"Location"
United States
Sangramsingh
The price is NZ$263
includes taxes & fees
14 June - 15 June
Hampton Inn Winchester

Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,001 reviews)
"Nice hotel and reasonably priced."
United States
Mark
The price is NZ$104
includes taxes & fees
23 May - 24 May
Super 8 by Wyndham Richmond

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, (1,147 reviews)
"Nice place to stay."
United States
Guy
The price is NZ$143
includes taxes & fees
16 June - 17 June
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Comfort Inn Lexington South

Comfort Inn Lexington South
2.5 star property
Nicholasville
8.2 out of 10, Very good, (642 reviews)
"The staff is very friendly, the breakfast was good and fresh, the rooms are nice but the toilet runs and runs and runs. Other than that, the stay was pleasant "
United States
Lachrisha
The price is NZ$149
includes taxes & fees
31 May - 1 June
Comfort Inn Lexington South

Hampton Inn Nicholasville Brannon Crossing

Hampton Inn Nicholasville Brannon Crossing
2.5 star property
Nicholasville
9.4 out of 10, Exceptional, (281 reviews)
"Fantastic location with lots of options."
United States
Charles D
The price is NZ$179
includes taxes & fees
14 June - 15 June
Hampton Inn Nicholasville Brannon Crossing

Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,011 reviews)
"Great price and a nice place to stay"
United States
Saelim
The price is NZ$122
includes taxes & fees
17 June - 18 June
Days Inn Lexington SE/Hamburg

Hampton Inn Richmond

Hampton Inn Richmond
2.5 star property
Richmond
9.2 out of 10, Wonderful, (1,000 reviews)
"A good stay!"
United States
SATBIR
The price is NZ$184
includes taxes & fees
4 June - 5 June
Hampton Inn Richmond

Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1,026 reviews)
"Was a great stay."
United States
Christopher
The price is NZ$186
includes taxes & fees
3 June - 4 June
Quality Inn Richmond

Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North
3.0 star property
Lexington
8.4 out of 10, Very good, (1,003 reviews)
"Great staff , beds and breakfast"
Canada
Fateh
The price is NZ$175
includes taxes & fees
21 June - 22 June
Fairfield Inn & Suites by Marriott Lexington North

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, (2,199 reviews)
"Very clean, nice breakfast, friendly staff! "
United States
Stephanie
The price is NZ$190
includes taxes & fees
31 May - 1 June
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
8.8 out of 10, Excellent, (1,001 reviews)
"Breakfast was great, room was spacious and clean, staff was very welcoming!"
United States
Cindy
The price is NZ$142
includes taxes & fees
22 June - 23 June
Country Inn & Suites by Radisson, Georgetown, KY

GuestHouse Lexington

GuestHouse Lexington
2.5 star property
Lexington
8.4 out of 10, Very good, (1,586 reviews)
"Very nice and clean hotel , good place to stay . And close to a lot of nice place to visit and restraunt to eat ."
United States
Qader
The price is NZ$129
includes taxes & fees
21 June - 22 June
GuestHouse Lexington

Spark by Hilton Lexington Hamburg

Spark by Hilton Lexington Hamburg
2.5 star property
Lexington
8.8 out of 10, Excellent, (478 reviews)
"Our stay was satisfactory."
United States
Sandra
The price is NZ$149
includes taxes & fees
16 June - 17 June
Spark by Hilton Lexington Hamburg

Clarion Pointe Richmond North near University

Clarion Pointe Richmond North near University
2.5 star property
Richmond
8.2 out of 10, Very good, (987 reviews)
"We had a great stay. We will be booking rooms for our upcoming wedding"
United States
Jayson
The price is NZ$150
includes taxes & fees
3 June - 4 June
Clarion Pointe Richmond North near University

Asbury Inn & Suites

Asbury Inn & Suites
3.0 star property
Wilmore
9.6 out of 10, Exceptional, (504 reviews)
"Very pleasant stay. Large room and good breakfast."
United States
Jamie
The price is NZ$242
includes taxes & fees
28 May - 29 May
Asbury Inn & Suites
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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?
The Manchester, located 18.5 mi (29.8 km) from the heart of Winchester, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Holiday Inn Express Lexington Horse Park Area by IHG and Hilton Lexington/Downtown. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
Hot Tub! Fire pit! Picnic area & Grill! View! Hardwicks Creek Haven@RRG: This holiday home rental outside of Winchester is located in a rural location, and has a patio, a garden and a BBQ 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. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub. 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 Paradise Cove Aquatic Center 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 Best Western Winchester Hotel and Hampton Inn Winchester. 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. 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 Winchester Traveling Trail, Lykins Park and College Park. A couple of additional sights to add to your itinerary are Clark County Public Library and GRCHS Baseball Field. 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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