Photo by Hyelsinta

Find hotels in Winchester, KY from ฿1,696

    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, (768)
"We are just stopping over for one night on our way to Atlanta. The hotel was simple, clean and quiet. Quite suitable for our stay. "
The price is ฿1,696
฿1,968 total
includes taxes & fees
10 Nov - 11 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, (1436)
"Very comfortable. Nice and quiet. Breakfast is nice"
The price is ฿2,775
฿3,221 total
includes taxes & fees
1 Dec - 2 Dec
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Hotel Lex
2.5 star property
8.4 out of 10, Very good, (272)
"First time staying and loved it highly recommend "
The price is ฿4,246
฿4,928 total
includes taxes & fees
12 Nov - 13 Nov
Hotel Lex
Clarion Pointe Richmond North near University
2.5 star property
8.4 out of 10, Very good, (648)
"Front desk staff were very friendly and efficient. The room we had needs some TLC. But it was clean, beds were comfortable. "
The price is ฿2,418
฿2,666 total
includes taxes & fees
2 Dec - 3 Dec
Clarion Pointe Richmond North near University
Comfort Inn Hamburg Area / I-75 Lexington
2.5 star property
7.4 out of 10, Good, (578)
"The hotel is still doing renovations and isn’t in the best area. If you are okay with a strip club, gas stations and a McDonald’s close by, then this is your place. The staff was helpful and the room was relaxing and clean. The shining moment was realizing that my room window had a perfect view of the morning sunrise."
The price is ฿2,135
฿2,478 total
includes taxes & fees
4 Dec - 5 Dec
Comfort Inn Hamburg Area / I-75 Lexington
Value Stay
8.4 out of 10, Very good, (36)
"The owner at Value stay was so nice and accommodating!! This is an older hotel but has been renovated. We felt safe and loved the area. Very convenient to all the areas we were there to visit. Much better than we had anticipated for the price. The owner was even able to upgrade us to a jacuzzi suite at check in. "
The price is ฿2,128
฿2,346 total
includes taxes & fees
15 Nov - 16 Nov
Value Stay
Quality Inn Richmond
2.5 star property
8.6 out of 10, Excellent, (1017)
"Close proximity to a variety of restaurants and activities."
The price is ฿3,435
฿3,787 total
includes taxes & fees
2 Dec - 3 Dec
Quality Inn Richmond
Hampton Inn Richmond
2.5 star property
9.2 out of 10, Wonderful, (1004)
"Nice"
The price is ฿3,436
฿3,788 total
includes taxes & fees
2 Dec - 3 Dec
Hampton Inn Richmond
Red Roof Inn Richmond, KY
2.5 star property
7.8 out of 10, Good, (932)
"Excellent price. Needs remodel but clean. Sparse breakfast and no coffee at breakfast station. For the price can still do better eating out over hotel breakfast and come out cheaper. Would stay again. "
The price is ฿2,145
฿2,364 total
includes taxes & fees
6 Nov - 7 Nov
Red Roof Inn Richmond, KY
Baymont by Wyndham Winchester
2.5 star property
7.0 out of 10, Good, (627)
"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 ฿2,695
฿2,971 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, (1005)
"Everything was nice and clean, but the bathroom was not handicap assessable because you had to step over the tub to get in the shower.Once you got into the tub, there were bars in the tub."
The price is ฿2,727
฿3,006 total
includes taxes & fees
2 Dec - 3 Dec
Best Western Richmond Hotel
Holiday Inn Express & Suites Richmond, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (801)
"Very pleasant stay. "
The price is ฿3,295
฿3,632 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express & Suites Richmond, an IHG Hotel
Hampton Inn Winchester
2.5 star property
9.2 out of 10, Wonderful, (401)
"Leann was very nice and I was able to get checked in quickly. "
The price is ฿3,724
฿4,106 total
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn Winchester
Motel 6 Richmond, KY – EKU Campus Area
7.2 out of 10, Good, (56)
"Comfortable bed"
The price is ฿1,959
฿2,159 total
includes taxes & fees
5 Dec - 6 Dec
Motel 6 Richmond, KY – EKU Campus Area
Super 8 by Wyndham Richmond
2.0 star property
7.6 out of 10, Good, (829)
"We. Stay here. Each time. When. We. Go. south "
The price is ฿1,987
฿2,191 total
includes taxes & fees
6 Nov - 7 Nov
Super 8 by Wyndham Richmond
Days Inn by Wyndham Richmond
2.0 star property
5.6 out of 10, (260)
"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 ฿1,703
฿1,878 total
includes taxes & fees
10 Nov - 11 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, (403)
"I liked everything no complaints. The entire staff was excellent and we were treated as family with great kindness and care. Extremely friendly!, "
The price is ฿3,532
฿3,929 total
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Lexington East - Winchester, an IHG Hotel
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 ฿2,888
฿3,183 total
includes taxes & fees
4 Dec - 5 Dec
Best Western Winchester Hotel
Comfort Suites Richmond
2.5 star property
7.6 out of 10, Good, (641)
"Best value room for the night I was in the area. "
The price is ฿2,853
฿3,145 total
includes taxes & fees
2 Dec - 3 Dec
Comfort Suites Richmond
Red Roof Inn Winchester
2.0 star property
6.4 out of 10, (524)
"The lady working til 11:00 was wonderful, and told me she was working in the morning again. She was super nice and helpful ! Shane Gill"
The price is ฿2,384
฿2,628 total
includes taxes & fees
5 Dec - 6 Dec
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.