Photo by Hyelsinta

Find hotels in Winchester, KY from ฿1,543

  • 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 prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top 10 Winchester hotels and places to stay

Holiday Inn Express Lexington East - Winchester, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (415)
"It was a very nice room and hotel. There was some damage to our room though with some leaking wall paper."
The price is ฿3,535
฿3,932 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express Lexington East - Winchester, an IHG Hotel

Value Stays by OYO I-64

2.0 star property
8.6 out of 10, Excellent, (47)
"I enjoy staying here whenever i am travelling cross country. The staff's pleasant. The check-in is quick. The rooms are comfortable. I have stayed here multiple times throughout the past year. The location is great: right off the highway, near stores and restaurants, and near historical sites. The only issue i had this time was that someone kept setting off their car alarm ALL night (and morning). I finally just left around 4 am. "
The price is ฿1,922
฿2,119 total
includes taxes & fees
28 Jan - 29 Jan
Value Stays by OYO I-64

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (410)
"Close to town. "
The price is ฿3,740
฿4,123 total
includes taxes & fees
16 Feb - 17 Feb
Hampton Inn Winchester

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very good, (891)
"It was during a snow/ice storm. Staff was nice, easy check in. "
The price is ฿2,719
฿2,997 total
includes taxes & fees
27 Jan - 28 Jan
Best Western Winchester Hotel

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (639)
"Staff was very friendly and accommodating "
The price is ฿2,447
฿2,698 total
includes taxes & fees
25 Jan - 26 Jan
Baymont by Wyndham Winchester

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (530)
"good"
The price is ฿1,921
฿2,118 total
includes taxes & fees
27 Jan - 28 Jan
Red Roof Winchester - Lexington East

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1487)
"This was our second time staying here. The staff at the hotel are very friendly and helpful. The rooms are clean and well maintained. Our only complaint about the room is that during the winter season they are cold. There are no heavy blankets or comforters provided. Only a thin bedspread. Also the breakfast is very sparse. Only waffles, toast, bagels, cold cereal and instant oatmeal. The coffee is really bad as well, very muddy"
The price is ฿2,921
฿3,220 total
includes taxes & fees
23 Jan - 24 Jan
Natural Bridge State Resort Park

Comfort Inn and Suites

2.5 star property
7.6 out of 10, Good, (568)
"Very clean and staff very friendly and helpful."
The price is ฿2,370
฿2,613 total
includes taxes & fees
16 Feb - 17 Feb
Comfort Inn and Suites

Ramada Limited Mount Sterling

2.0 star property
6.8 out of 10, (636)
"Clean room, no smoke smell at all, bed was comfortable. Easy parking. Friendly attendants. Older interior could use some TLC, but I was not looking for lavish. I did not have time to work out, but the exercise room looked to have some nice options if I had."
The price is ฿2,715
฿2,993 total
includes taxes & fees
25 Jan - 26 Jan
Ramada Limited Mount Sterling

Holiday Inn Express & Suites Mt Sterling North, an IHG Hotel

2.5 star property
9.0 out of 10, Wonderful, (487)
"Great stay. No issues. Wonderful breakfast"
The price is ฿3,946
฿4,350 total
includes taxes & fees
2 Feb - 3 Feb
Holiday Inn Express & Suites Mt Sterling North, an IHG Hotel

Best Western Paris Inn

2.5 star property
7.8 out of 10, Good, (281)
"It was great. Very friendly staff "
The price is ฿3,466
฿3,821 total
includes taxes & fees
26 Jan - 27 Jan
Best Western Paris Inn

Clarion Pointe Richmond North near University

2.5 star property
8.4 out of 10, Very good, (680)
"Great check-in, friendly staff. My room was clean, well maintained, and very comfortable. The price was very reasonable for an excellent night's sleep. "
The price is ฿2,332
฿2,570 total
includes taxes & fees
26 Jan - 27 Jan
Clarion Pointe Richmond North near University

Red Roof Inn Richmond, KY

2.5 star property
7.8 out of 10, Good, (967)
"Great "
The price is ฿2,107
฿2,323 total
includes taxes & fees
23 Jan - 24 Jan
Red Roof Inn Richmond, KY

Super 8 by Wyndham Richmond

2.0 star property
7.6 out of 10, Good, (844)
"Went above and beyond in customer service. "
The price is ฿1,774
฿1,955 total
includes taxes & fees
23 Jan - 24 Jan
Super 8 by Wyndham Richmond

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 ฿2,311
฿2,548 total
includes taxes & fees
28 Jan - 29 Jan
Best Western Richmond Hotel

Days Inn by Wyndham Richmond

2.0 star property
5.6 out of 10, (269)
"I haven’t got there yet I need the room for Thursday the 9th of January I need to check in around 10 am no later than 11am "
The price is ฿1,733
฿1,911 total
includes taxes & fees
3 Feb - 4 Feb
Days Inn by Wyndham Richmond

Quality Inn Richmond

2.5 star property
8.8 out of 10, Excellent, (1001)
"Very nice place to stay"
The price is ฿3,025
฿3,335 total
includes taxes & fees
23 Jan - 24 Jan
Quality Inn Richmond

Holiday Inn Express & Suites Richmond, an IHG Hotel

2.5 star property
9.0 out of 10, Wonderful, (832)
"Room was clean and comfortable, breakfast was as expected. Shower ceiling was mildewed however. "
The price is ฿3,025
฿3,335 total
includes taxes & fees
8 Feb - 9 Feb
Holiday Inn Express & Suites Richmond, an IHG Hotel

Hampton Inn Richmond

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Excellent customer service. Choices offered for which room I'd prefer in relation to which floor and whether or not I preferred to be closer or farther from elevator. Room clean. Employees pleasant and welcoming. Would definitely stay again. "
The price is ฿3,438
฿3,790 total
includes taxes & fees
28 Jan - 29 Jan
Hampton Inn Richmond

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

2.5 star property
8.6 out of 10, Excellent, (1429)
"Clean, updated room and friendly staff. This was a great option at a nice price for staying the weekend for our volleyball tournament. Would stay again! "
The price is ฿2,262
฿2,625 total
includes taxes & fees
2 Feb - 3 Feb
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
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 Stays by OYO I-64 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 Explorium 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. Other choices that offer 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?

Natural beauty is on display at College Park, GRCHS Baseball Field and Community Park. A couple of additional sights to add to your itinerary are Bluegrass Heritage Museum 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.