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Winchester Hotels

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Top 10 trending Winchester hotels

Hampton Inn I-75 Lexington/Hamburg Area

2.5 star property
8.6 out of 10, Excellent, (845)
"Very clean rooms - great staff. Enjoyed our stay very much"
The price is €85
includes taxes & fees
29 Aug - 30 Aug
Hampton Inn I-75 Lexington/Hamburg Area

Home2 Suites By Hilton Richmond, Ky

3.0 star property
9.6 out of 10, Exceptional, (81)
"Very nice clean hotel staff was amazing pool was saltwater and warm and clean breakfast was good "
The price is €104
includes taxes & fees
31 Aug - 1 Sept
Home2 Suites By Hilton Richmond, Ky

Value Stay

2.0 star property
8.0 out of 10, Very good, (89)
"Room not fancy. But what you need for a good night stay. Clean, comfortable and for the price it was definitely worth it. Would definitely recommend and go back to. "
The price is €56
includes taxes & fees
13 Aug - 14 Aug
Value Stay

Black Bear Lodge Motel

2.5 star property
8.0 out of 10, Very good, (579)
"Great stay!"
The price is €83
includes taxes & fees
15 Aug - 16 Aug
Black Bear Lodge Motel

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very good, (960)
"Was very quiet, nice swimming pool and great breakfast. The staff was very friendly."
The price is €85
includes taxes & fees
13 Aug - 14 Aug
Best Western Winchester Hotel

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (473)
"Great staff - very friendly!"
The price is €98
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express Lexington East - Winchester by IHG

Baymont by Wyndham Winchester

2.5 star property
7.2 out of 10, Good, (736)
"Very nice hotel. Staff was wonderful. "
The price is €68
includes taxes & fees
7 Sept - 8 Sept
Baymont by Wyndham Winchester

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 €62
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn

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
17 Aug - 18 Aug
Red Roof Winchester - Lexington East

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (435)
"Property was nice"
The price is €113
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn Winchester

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1657)
"Very convenient and beautiful views! "
Natural Bridge State Resort Park

Days Inn Lexington SE/Hamburg

2.0 star property
7.0 out of 10, Good, (997)
"Great overnight stop "
The price is €53
includes taxes & fees
18 Aug - 19 Aug
Days Inn Lexington SE/Hamburg

Super 8 by Wyndham Richmond

2.0 star property
7.6 out of 10, Good, (930)
"It’s clean, and affordable and when you’re looking for a room that’s all that matters!"
The price is €60
includes taxes & fees
13 Aug - 14 Aug
Super 8 by Wyndham Richmond

Comfort Inn Lexington I-75

2.5 star property
7.4 out of 10, Good, (679)
"The pool was nice. "
The price is €67
includes taxes & fees
14 Aug - 15 Aug
Comfort Inn Lexington I-75

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3.0 star property
8.6 out of 10, Excellent, (1203)
"Nicest motel we have stayed in for the price."
The price is €82
includes taxes & fees
17 Aug - 18 Aug
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Comfort Inn Lexington South

2.5 star property
8.4 out of 10, Very good, (560)
"We enjoyed our stay. The staff was very nice, especially Sarah."
The price is €65
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn Lexington South

Red Roof Inn Richmond, KY

2.5 star property
7.6 out of 10, Good, (1003)
"Had a good stay"
The price is €64
includes taxes & fees
18 Aug - 19 Aug
Red Roof Inn Richmond, KY

Quality Inn Lexington -Horse Park

2.5 star property
8.2 out of 10, Very good, (1650)
"Good location, well kept property "
The price is €63
includes taxes & fees
25 Aug - 26 Aug
Quality Inn Lexington -Horse Park

avid hotel Lexington - Hamburg Area by IHG

2.5 star property
9.2 out of 10, Wonderful, (799)
"Awesome stay and pet friendly "
The price is €78
includes taxes & fees
24 Aug - 25 Aug
avid hotel Lexington - Hamburg Area by IHG

Hampton Inn Nicholasville Brannon Crossing

2.5 star property
9.2 out of 10, Wonderful, (194)
"Clean rooms, quiet and close to shopping "
The price is €104
includes taxes & fees
23 Aug - 24 Aug
Hampton Inn Nicholasville Brannon Crossing
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Near an Attraction

Kentucky Horse Park
Kentucky Horse Park

Kentucky Horse Park

4.5/5(5 reviews)

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

4.5/5(3 reviews)

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

4/5(1 review)

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?

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 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.