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Winchester Hotels

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Top 10 trending Winchester hotels

Baymont by Wyndham Winchester

2.5 star property
7.2 out of 10, Good, (733)
"Very nice hotel. Staff was wonderful. "
The price is €76
includes taxes & fees
17 Aug - 18 Aug
Baymont by Wyndham Winchester

Value Stay

2.0 star property
8.0 out of 10, Very good, (87)
"Nice clean place"
The price is €56
includes taxes & fees
5 Aug - 6 Aug
Value Stay

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (472)
"Jennifer, at the front desk, was wonderful!"
The price is €98
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express Lexington East - Winchester by IHG

Comfort Inn

2.5 star property
7.0 out of 10, Good, (339)
"Hotel was overbooked. We had booked 2 rooms for my wife and 4 kids. Because there were no adjoining rooms we ended up booking just one room. It worked out ok but kind of disappointed."
The price is €67
includes taxes & fees
31 Aug - 1 Sept
Comfort Inn

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very good, (957)
"Great one night stay. Pool area exceeded expectations!"
The price is €95
includes taxes & fees
5 Aug - 6 Aug
Best Western Winchester Hotel

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (434)
"Property was nice"
The price is €110
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn Winchester

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (566)
"Staff were really friendly, dog stay free, and the rooms were beautiful"
The price is €59
includes taxes & fees
7 Aug - 8 Aug
Red Roof Winchester - Lexington East

Origin Lexington a Wyndham Hotel

3.5 star property
9.6 out of 10, Exceptional, (1002)
"Comfortable room, good food and great surroundings "
The price is €127
includes taxes & fees
24 Aug - 25 Aug
Origin Lexington a Wyndham Hotel

Hyatt Place Lexington

3.0 star property
8.8 out of 10, Excellent, (1006)
"Great place to stay"
The price is €95
includes taxes & fees
22 Aug - 23 Aug
Hyatt Place Lexington

GLō Best Western Lexington

3.0 star property
9.4 out of 10, Exceptional, (2254)
"Great place to stay!"
The price is €94
includes taxes & fees
24 Aug - 25 Aug
GLō Best Western Lexington

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 star property
8.6 out of 10, Excellent, (1006)
"Very beautiful and very helpful staff."
The price is €101
includes taxes & fees
24 Aug - 25 Aug
Embassy Suites by Hilton Lexington/UK Coldstream

The Campbell House Lexington, Curio Collection by Hilton

4.0 star property
8.0 out of 10, Very good, (1004)
"We had a great stay"
The price is €111
includes taxes & fees
24 Aug - 25 Aug
The Campbell House Lexington, Curio Collection by Hilton

Hyatt Regency Lexington

3.5 star property
8.6 out of 10, Excellent, (1004)
"Excellent staff, awesome bar staff."
The price is €127
includes taxes & fees
17 Aug - 18 Aug
Hyatt Regency Lexington

Hilton Lexington/Downtown

3.5 star property
8.4 out of 10, Very good, (1001)
"Staff was amazing food and drinks was good nice area everything was walking decent "
The price is €138
includes taxes & fees
24 Aug - 25 Aug
Hilton Lexington/Downtown

Days Inn Lexington SE/Hamburg

2.0 star property
7.0 out of 10, Good, (990)
"The staff was very friendly and the rooms were clean"
The price is €53
includes taxes & fees
10 Aug - 11 Aug
Days Inn Lexington SE/Hamburg

Sleep Inn Lexington

2.5 star property
7.8 out of 10, Good, (745)
"Wonderful place to stay, super friendly staff! "
The price is €67
includes taxes & fees
19 Aug - 20 Aug
Sleep Inn Lexington

Everhome Suites Lexington - Horse Park

2.5 star property
9.2 out of 10, Wonderful, (279)
"Great stay!"
The price is €89
includes taxes & fees
10 Aug - 11 Aug
Everhome Suites Lexington - Horse Park

Days Inn & Suites by Wyndham Lexington

2.0 star property
6.4 out of 10, (1005)
"Clean pool and friendly staff."
The price is €54
includes taxes & fees
31 Aug - 1 Sept
Days Inn & Suites by Wyndham Lexington

Fairfield Inn & Suites by Marriott Lexington North

3.0 star property
8.6 out of 10, Excellent, (1011)
"Great place for staying for Breyerfest, close to the horse park and on and off "
The price is €88
includes taxes & fees
21 Aug - 22 Aug
Fairfield Inn & Suites by Marriott Lexington North

Tru by Hilton University Medical Center

2.5 star property
9.4 out of 10, Exceptional, (409)
"The breakfast options were plentiful, and the rooms were adequate and the bathrooms fairly clean."
The price is €93
includes taxes & fees
24 Aug - 25 Aug
Tru by Hilton University Medical Center
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Near an Attraction

Kentucky Horse Park
Kentucky Horse Park

Kentucky Horse Park

Explore Kentucky Horse Park, a favourite green space in Lexington, and also enjoy the area's horse riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Keeneland Racing Course

Keeneland Racing Course

Enjoy a trip to Keeneland Racing Course and popular activities such as horse riding in Lexington. You can attend a sporting event while in the area.

Rupp Arena

Rupp Arena

Catch an event at Rupp Arena and enjoy other activities in Lexington such as horse riding.Attend a sporting event or simply enjoy the lively bars while you're in the area.

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.

Photo by Hyelsinta
Open Photo by Hyelsinta

Top Winchester Hotel 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 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?

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!: This holiday home rental outside of Winchester is located in the mountains, and has a selection of games, 1 hot tub and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 budget-friendly accommodation in Winchester?

Based on reviews, Red Roof Inn Lexington - Winchester is a popular hotel for our travellers who want a more economical choice, and features free WiFi and free parking. View all budget hotels 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 Hampton Inn Winchester. See more pet-friendly hotel accommodations in Winchester.

What's the best golf hotel in Winchester?

House on Belmont is a B&B featuring free breakfast and laundry facilities, and it's a top choice for golfing nearby. Visit Southwind Golf Course or Cassell Creek Golf Course to perfect your golf swing. See more golf hotels 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 is the best spa hotel in Winchester?

Baymont by Wyndham Winchester is a top spa hotel featuring a pool and a fitness centre. See all spa hotels 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 21 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 Lykins Park, College Park and GRCHS Baseball Field. 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.