Photo by Hyelsinta

Find hotels in Winchester, KY from ฿1,737

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check Winchester hotel prices

Tomorrow night
This weekend
Next weekend

Filter by

Guest rating
Guest rating
Property class

Top 10 Winchester hotels and places to stay

Days Inn Lexington SE/Hamburg
2.0 star property
7.0 out of 10, Good, (782)
"The room was clean and comfortable. The shower was great, clean and lots of hot water."
The price is ฿1,837
฿2,133 total
includes taxes & fees
24 Nov - 25 Nov
Days Inn Lexington SE/Hamburg
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
2.5 star property
8.6 out of 10, Excellent, (1416)
"Easy to find off highway, very clean "
The price is ฿2,248
฿2,610 total
includes taxes & fees
15 Dec - 16 Dec
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Hotel Lex
2.5 star property
8.4 out of 10, Very good, (283)
"The decor was very nice. The front desk woman was very friendly and helpful. We had dinner at Barrel 53 and it was excellent! The food was great and the service was outstanding. The rooms were clean and stylish. My only quibble would be that the room itself was very dark. Maybe overhead lighting would be good. Thank you! "
The price is ฿4,538
฿5,267 total
includes taxes & fees
30 Nov - 1 Dec
Hotel Lex
Value Stay
2.0 star property
8.6 out of 10, Excellent, (42)
"The staff were very friendly and I love that the hotel is right off the highway. There's a lot to see and do nearby. I went to the Fort, drove along the river and back roads. Enjoyed seeing the fall colors. Restaurants are conveniently located nearby, along with many other businesses. I will definitely stay here again!"
The price is ฿2,460
฿2,711 total
includes taxes & fees
1 Dec - 2 Dec
Value Stay
Clarion Pointe Richmond North near University
2.5 star property
8.4 out of 10, Very good, (654)
"The ac/heating unit filter/vents need cleaned, a quick air freshener did the trick. However, everything else was great, clean and staff was friendly. "
The price is ฿2,451
฿2,702 total
includes taxes & fees
12 Dec - 13 Dec
Clarion Pointe Richmond North near University
Comfort Inn Hamburg Area / I-75 Lexington
2.5 star property
7.4 out of 10, Good, (584)
"The staff and management were friendly and accommodating with a few requests due to extended stay. Fantastic for the price. Parking was a bit of a challenge but it was managable. The facility is under remodel but it was not noisy. Pool was indoor but not heated. I would stay here again."
The price is ฿2,189
฿2,541 total
includes taxes & fees
5 Dec - 6 Dec
Comfort Inn Hamburg Area / I-75 Lexington
Quality Inn Richmond
2.5 star property
8.6 out of 10, Excellent, (1028)
"This hotel was so CLEAN and quiet. Check in was a breeze. However if you are traveling with a PET please keep in mind they have to be under 20 lbs. I did not see this on their pet policies when I booked. Luckily they let me check in with an extra fee charged (as my dog is 55lbs) :( as the room was paid for and non refundable. After driving 9 hours I was just happy not to be turned away. I wouldn't risk it as when checking out I was told "I'm surprised he let you check in last night". Breakfast...
The price is ฿3,440
฿3,792 total
includes taxes & fees
24 Nov - 25 Nov
Quality Inn Richmond
Hampton Inn Richmond
2.5 star property
9.2 out of 10, Wonderful, (1002)
"It was everything that I needed "
The price is ฿3,504
฿3,863 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn Richmond
Red Roof Inn Richmond, KY
2.5 star property
7.6 out of 10, Good, (939)
"The only negative is the very limited continental breakfast. Definitely could have a better selection of items to choose from. "
The price is ฿2,199
฿2,424 total
includes taxes & fees
1 Dec - 2 Dec
Red Roof Inn Richmond, KY
Baymont by Wyndham Winchester
2.5 star property
7.0 out of 10, Good, (628)
"They are redoing the carpet and appear to be remodeling. Front and dining area are nice, and rooms good. The bathroom seems to be in process because it needed a few repairs. Overall fine and good price, plus convenient."
The price is ฿2,764
฿3,048 total
includes taxes & fees
4 Dec - 5 Dec
Baymont by Wyndham Winchester
Best Western Richmond Hotel
2.5 star property
7.2 out of 10, Good, (1000)
"The check in was quick and the staff was friendly. The room was clean and parking was good. They are doing updates on the facility, but we had a good stay."
The price is ฿2,717
฿2,995 total
includes taxes & fees
28 Nov - 29 Nov
Best Western Richmond Hotel
Holiday Inn Express & Suites Richmond, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (803)
"Excellent!"
The price is ฿3,422
฿3,772 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Richmond, an IHG Hotel
Super 8 by Wyndham Richmond
2.0 star property
7.6 out of 10, Good, (831)
"Price and close to the highway "
The price is ฿1,826
฿2,013 total
includes taxes & fees
1 Dec - 2 Dec
Super 8 by Wyndham Richmond
Hampton Inn Winchester
2.5 star property
9.2 out of 10, Wonderful, (404)
"Rooms not as up to date"
The price is ฿3,810
฿4,200 total
includes taxes & fees
8 Dec - 9 Dec
Hampton Inn Winchester
Days Inn by Wyndham Richmond
2.0 star property
5.6 out of 10, (261)
"I showed up hours late, after a concert, and they we're still so friendly and happy to have us, my daughter and I. They even upgraded our room. Very very clean! The place is in need of some updates, that I noticed they were doing. Just an older building but still was very clean and I'm picky! The beds were so comfortable! "
The price is ฿1,654
฿1,823 total
includes taxes & fees
27 Nov - 28 Nov
Days Inn by Wyndham Richmond
Holiday Inn Express Lexington East - Winchester, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (408)
"We had been on a week long vacation and were on our way home to Virginia. The hotels we had stayed at prior to this one were okay, but this Holiday Inn was really nice, clean, and comfortable. The room provided plenty of space to lay and open luggage. The bed and pillows were very comfy. Powerful shower with Dove soap, shampoo, and conditioner. The breakfast was great, with omelets, bacon, and excellent cinnamon rolls. They are pet friendly. Thank you, Holiday Inn!"
The price is ฿3,134
฿3,486 total
includes taxes & fees
8 Dec - 9 Dec
Holiday Inn Express Lexington East - Winchester, an IHG Hotel
Motel 6 Richmond, KY – EKU Campus Area
2.0 star property
7.2 out of 10, Good, (56)
"Comfortable bed"
The price is ฿2,425
฿2,673 total
includes taxes & fees
24 Nov - 25 Nov
Motel 6 Richmond, KY – EKU Campus Area
Comfort Suites Richmond
2.5 star property
7.6 out of 10, Good, (644)
"Mold in bathroom shower 406"
The price is ฿2,779
฿3,064 total
includes taxes & fees
22 Dec - 23 Dec
Comfort Suites Richmond
Best Western Winchester Hotel
2.5 star property
8.4 out of 10, Very good, (877)
"It was clean , convenient and the staff was nice and friendly. Good breakfast available in the mornings."
The price is ฿2,970
฿3,274 total
includes taxes & fees
26 Nov - 27 Nov
Best Western Winchester Hotel
Red Roof Inn Winchester
2.0 star property
6.4 out of 10, (526)
"Nice as always "
The price is ฿2,327
฿2,565 total
includes taxes & fees
25 Nov - 26 Nov
Red Roof Inn Winchester
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

What's the best place to stay in Winchester?

Holiday Inn Express Lexington East - Winchester, an IHG Hotel 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.

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 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?

Best Western Winchester Hotel is a top LGBTQ-friendly hotel that features free breakfast and free parking. Hampton Inn Winchester and Holiday Inn Express Lexington East - Winchester, an IHG Hotel 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'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. A couple of other options that feature an on-site pool include Best Western Winchester Hotel and Hampton Inn Winchester. 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.

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?

The picturesque setting of Community Park and Lykins Park exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Bluegrass Heritage Museum and Southwind Golf Course. 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.