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House With all the Amenities
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5.3 km from city centre
5/5Exceptional! (2 reviews)
Home away from home

"This rental is such a great alternative to a hotel. It’s in a very quiet neighborhood, and on a dead end street. I felt extremely safe even though I was traveling alone. It’s fully stocked with all items needed, very clean, and the bed was comfortable. The high speed internet allowed me to continue ..."…"

Reviewed on Jan. 17, 2021

House With all the Amenities
Natural Bridge State Resort Park
3.5 out of 5
2135 Natural Bridge Road, Slade, KY
Free cancellationReserve now, pay when you stay
The price is CA $80 per night from Jan 23 to Jan 24
45.96 km from city centre
4.3/5Excellent! (628 reviews)

"Property is right off the main road, but back far enough that you didn’t feel like you were that close to it. I did hear larger trucks at times, but for the most part it was very quiet. Parking is not right next to the cabin so you will have to walk up and down steps. There were almost 50 steps from ..."…"

Reviewed on Dec. 21, 2020

Natural Bridge State Resort Park
Farmhouse living within sight of Lexington
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Country Inn & Suites by Radisson, Georgetown, KY
3 out of 5
131 Darby Dr, Georgetown, KY
Free cancellationReserve now, pay when you stay
The price is CA $91 per night from Jan 22 to Jan 23
44.75 km from city centre
4.5/5Wonderful! (1,086 reviews)

"Staff was very friendly and courteous. Hotel was clean."…"

Reviewed on Jan. 20, 2021

Country Inn & Suites by Radisson, Georgetown, KY
Lexington Griffin Gate Marriott Golf Resort & Spa
4 out of 5
1800 Newtown Pike, Lexington, KY
Free cancellationReserve now, pay when you stay
The price is CA $96 per night from Feb 4 to Feb 5
32.9 km from city centre
3.9/5Good! (435 reviews)

"Quick overnighter in Lexington and was very happy to find the Marriott Griffin Gate. The staff was awesome and helped me tremendously when I was having issues with my credit card. ( it was mechanical😂) I couldn’t be happier with my stay and will be back soon."…"

Reviewed on Dec. 24, 2020

Lexington Griffin Gate Marriott Golf Resort & Spa
Holiday Inn Express Lexington East - Winchester
2.5 out of 5
100 Winchester Plaza, Winchester, KY
Free cancellationReserve now, pay when you stay
The price is CA $116 per night from Jan 22 to Jan 23
7.34 km from city centre
4.5/5Wonderful! (105 reviews)

"Friendly check in, clean room and halls. Adorable breakfast lady. Very good impression and experience."…"

Reviewed on Oct. 20, 2020

Holiday Inn Express Lexington East - Winchester
Best Western Winchester Hotel
2.5 out of 5
1307 W Lexington Ave, Winchester, KY
Free cancellationReserve now, pay when you stay
The price is CA $101 per night from Jan 23 to Jan 24
6.21 km from city centre
4.1/5Very Good! (473 reviews)

"Nice free breakfast. It would be nice if windows would open for fresh air."…"

Reviewed on Oct. 27, 2020

Best Western Winchester Hotel
GLō Best Western Lexington
3 out of 5
1935 Stanton Way, Lexington, KY
Free cancellationReserve now, pay when you stay
The price is CA $85 per night from Jan 28 to Jan 29
33.15 km from city centre
4.6/5Exceptional! (982 reviews)

"Nice new look for a best western. Fun layout in the room and nice appointments."…"

Reviewed on Jan. 16, 2021

GLō Best Western Lexington
21c Museum Hotel Lexington - MGallery
4 out of 5
167 West Main Street, Lexington, KY
Free cancellationReserve now, pay when you stay
The price is CA $181 per night from Jan 22 to Jan 23
32.1 km from city centre
4.5/5Wonderful! (391 reviews)

"Great location and staff. Neat rooms, very clean !"…"

Reviewed on Oct. 13, 2020

21c Museum Hotel Lexington - MGallery
Embassy Suites by Hilton Lexington Green
3.5 out of 5
245 Lexington Green Circle, Lexington, KY
Free cancellationReserve now, pay when you stay
The price is CA $160 per night from Jan 26 to Jan 27
33.48 km from city centre
4.5/5Wonderful! (638 reviews)

"We really enjoyed our stay. The room was very clean and it offered numerous amenities. The only issue we had was the mattress was very hard."…"

Reviewed on Jan. 13, 2021

Embassy Suites by Hilton Lexington Green
Baymont by Wyndham Winchester
2.5 out of 5
960 Interstate Dr, Winchester, KY
Free cancellationReserve now, pay when you stay
The price is CA $76 per night from Jan 22 to Jan 23
5.24 km from city centre
3.1/5 (316 reviews)

"Love the spacious rooms. Most rooms have a sofa bed, nice extra without the price."…"

Reviewed on Sep. 22, 2020

Baymont by Wyndham Winchester
TownePlace Suites by Marriott Lexington Keeneland/Airport
2.5 out of 5
980 Midnight Pass, Lexington, KY
Free cancellationReserve now, pay when you stay
The price is CA $88 per night from Feb 1 to Feb 2
36.49 km from city centre
4.7/5Exceptional! (271 reviews)

"It had all the pots and pans needed for the stove as well as all the amenities for eating and cooking, plus a dishwasher, full size fridge and two burner stove. Even with covid, they still offered a large selection of breakfast that started at 5am. The only downside: my toaster didn’t work and there ..."…"

Reviewed on Jan. 16, 2021

TownePlace Suites by Marriott Lexington Keeneland/Airport
Holiday Inn Express & Suites Lexington Dtwn Area-Keenland
2.5 out of 5
1780 Sharkey Way, Lexington, KY
Free cancellationReserve now, pay when you stay
The price is CA $84 per night from Jan 23 to Jan 24
35.61 km from city centre
4.6/5Exceptional! (638 reviews)

"Liked the cleanliness of the room. Wish the pool was warmer."…"

Reviewed on Jan. 3, 2021

Holiday Inn Express & Suites Lexington Dtwn Area-Keenland
Staybridge Suites Lexington
3 out of 5
125 Louie Place, Lexington, KY
Free cancellationReserve now, pay when you stay
The price is CA $107 per night from Jan 31 to Feb 1
35.31 km from city centre
4.6/5Wonderful! (667 reviews)

"Great spot to stay and feel safe with an entire studio apartment set up including a full kitchen."…"

Reviewed on Dec. 30, 2020

Staybridge Suites Lexington
Red Roof Inn Lexington - Winchester
2 out of 5
1100 Interstate Drive, Winchester, KY
Free cancellationReserve now, pay when you stay
The price is CA $67 per night from Jan 24 to Jan 25
5.25 km from city centre
3.1/5 (405 reviews)

"Great stay, staff very nice and helpful, location close to stores and shopping if needed"…"

Reviewed on Nov. 30, 2020

Red Roof Inn Lexington - Winchester
Home2 Suites by Hilton Georgetown
2.5 out of 5
270 Tiger Way, Georgetown, KY
Free cancellationReserve now, pay when you stay
The price is CA $109 per night from Jan 22 to Jan 23
44.42 km from city centre
4.7/5Exceptional! (171 reviews)

"The hotel is brand new, so enough said about its condition. The indoor pool is available on a first-come-first-served basis, which was nice because we knew no one else could use it at the same time as us. Another great bonus, we had an ice cream birthday cake for our birthday kid. The apartment sized ..."…"

Reviewed on Jan. 19, 2021

Home2 Suites by Hilton Georgetown
GuestHouse Lexington
2.5 out of 5
2261 Elkhorn Road, Lexington, KY
Free cancellationReserve now, pay when you stay
The price is CA $62 per night from Feb 12 to Feb 13
25.74 km from city centre
4/5Very Good! (993 reviews)

"There isn't a single negative comment to make. Very good accommodations."…"

Reviewed on Jan. 13, 2021

GuestHouse Lexington
Courtyard by Marriott Lexington North
3 out of 5
775 Newtown Ct, Lexington, KY
Free cancellationReserve now, pay when you stay
The price is CA $80 per night from Jan 23 to Jan 24
32.54 km from city centre
4.3/5Excellent! (895 reviews)

"I really enjoyed this property. My room was so nice and I loved having a kitchenette for meal prep before going to work. Everything was really updated and clean looking. They kindly accommodated my early check in and late check out since I work night shift and gave me a room towards the end of the ..."…"

Reviewed on Jan. 8, 2021

Courtyard by Marriott Lexington North
Red Roof Inn Lexington
2 out of 5
1980 Haggard Ct, Lexington, KY
Free cancellationReserve now, pay when you stay
The price is CA $66 per night from Jan 31 to Feb 1
30.1 km from city centre
3.6/5Good! (989 reviews)

"Nice and quiet , enjoyed the quick access and check in. Thanks"…"

Reviewed on Jan. 3, 2021

Red Roof Inn Lexington
Origin Hotel Lexington
3.5 out of 5
4174 Rowan, Lexington, KY
Free cancellationReserve now, pay when you stay
The price is CA $133 per night from Jan 22 to Jan 23
33.38 km from city centre
4.8/5Exceptional! (265 reviews)

"Our stay at Origin Hotel Lexington was wonderful! The hotel was beautiful, and the staff was helpful and very friendly. I would definitely recommend this hotel!"…"

Reviewed on Jan. 17, 2021

Origin Hotel Lexington
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Winchester Hotel Guide

Traveling to Lexington? Would you like to stay somewhere within a short drive from the main part of Winchester? Within a 0.1-kilometre (0.06-mile) radius of central Winchester you'll find 5 Expedia-listed hotel options from which to choose.

Hotels that aren't all that far from the city center of Winchester include the Hampton Inn Winchester and Baymont Inn and Suites Winchester.

Expedia's hotel database has only a handful of no-frills hotels in Winchester. The Best Western Winchester Hotel is one of them.

The The Bennett House Bed & Breakfast is located 30 kilometres (17 miles) from the center of Winchester. Or, alternatively, the Homewood Suites Lexington-Hamburg is positioned 25 kilometres (15 miles) away. Another possibility is to check out the rates and amenities at the Hyatt Place Lexington or the Hilton Garden Inn Lexington.

Why don't you experience more of the rolling hills that are commonly found in in Northern Kentucky? Plan to spend a few extra nights in some of the other parts of Northern Kentucky. Whether you enjoy common local activities, such as hiking, or just tour around to see the attractions, you will be able to find comfortable places to stay in the vicinity.

Richmond is 30 kilometres (17 miles) to the southwest of Winchester and is home to the Richmond Centre Mall and Hummel Planetarium. The Holiday Inn Express & Suites Richmond and Hampton Inn Richmond are some of the Expedia-recommended hotel and apartment alternatives in Richmond. Or stay in Frankfort, 70 kilometres (43 miles) to the west of Winchester, where you can pick from the Holiday Inn Express Hotel & Suites Frankfort and Hampton Inn Frankfort. The Kentucky State University and Kentucky State Capitol are popular places to explore while in Frankfort.

Get your sports fix by making a journey to Rupp Arena, which is 35 kilometres (20 miles) to the west of Winchester. Those wanting to find a bed near to the action can take their choice from the Lyndon House B&B or the Embassy Suites Lexington.

Blue Grass Airport is a convenient airport, and can be found 40 kilometres (25 miles) away from Winchester. Nearby hotels include Residence Inn Lexington Keeneland/Airport and Courtyard Lexington Keeneland/Airport.

Frequently asked questions

What's the best place to stay in Winchester?
Hampton Inn Winchester is ranked highly by Expedia customers. This hotel offers free breakfast and free WiFi. Reviews from our site also recommend Holiday Inn Express Lexington East - Winchester and Best Western Winchester Hotel as top choices for your visit.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Enter dates in and click on “Search”, then filter by “free cancellation” to view the best options available in Winchester.
What's the best place to stay on a budget in Winchester?
Based on reviews, Baymont by Wyndham Winchester is a popular 2.5-star hotel for our travelers looking for an economical choice, and features free breakfast and free WiFi. Other good options for your budget-friendly stay include Red Roof Inn Lexington - Winchester and Best Western Winchester Hotel.
What's the best place to stay for families in Winchester?
Baymont by Wyndham Winchester is a hotel with an indoor pool and free parking, and it’s a top choice on Expedia for families. Other choices for your family trip include Hampton Inn Winchester and Best Western Winchester Hotel. Attractions in the area like Lexington Ice Center and Hummel Planetarium are also fun for kids of all ages.
What's the best pet-friendly place to stay in Winchester?
Best Western Winchester Hotel is a top hotel for people traveling with their pets, and offers a computer station and free WiFi for its human guests. Other good choices for you and your pet’s trip include Red Roof Inn Lexington - Winchester and Baymont by Wyndham 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. Another good choice is Best Western Winchester Hotel if you’d like to stay near a golf course while in town. Visit Southwind Golf Course or Cassell Creek Golf Course to perfect your golf swing.
What are some accommodations with pools in Winchester?
Baymont by Wyndham Winchester is a top hotel with an indoor pool, a children’s pool, and free breakfast. A couple of other options that offer an onsite pool include Best Western Winchester Hotel and Comfort Inn.

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