Photo by Nawa Aseen

Find hotels in Winchester, KY from NT$1,558

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Compare 1,119 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Baymont by Wyndham Winchester

2.5 star property
7.2 out of 10, Good, (738)
"Very nice hotel. Staff was wonderful. "
The price is NT$2,154
NT$2,375 total
includes taxes & fees
Sep 7 - Sep 8
Baymont by Wyndham Winchester

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 NT$1,765
NT$1,946 total
includes taxes & fees
Aug 19 - Aug 20
Value Stay

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 NT$1,954
NT$2,154 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn

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 NT$3,081
NT$3,397 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express Lexington East - Winchester by IHG

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (435)
"Property was nice"
The price is NT$3,560
NT$3,925 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn Winchester

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 NT$2,692
NT$2,968 total
includes taxes & fees
Aug 14 - Aug 15
Best Western Winchester Hotel

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 NT$1,864
NT$2,055 total
includes taxes & fees
Aug 17 - Aug 18
Red Roof Winchester - Lexington East

Origin Lexington a Wyndham Hotel

3.5 star property
9.6 out of 10, Exceptional, (1005)
"Comfortable room, good food and great surroundings "
The price is NT$3,570
NT$4,144 total
includes taxes & fees
Aug 24 - Aug 25
Origin Lexington a Wyndham Hotel

Hyatt Place Lexington

3.0 star property
8.8 out of 10, Excellent, (1005)
"Great place to stay"
The price is NT$2,842
NT$3,299 total
includes taxes & fees
Aug 23 - Aug 24
Hyatt Place Lexington

GLō Best Western Lexington

3.0 star property
9.4 out of 10, Exceptional, (2248)
"Great place to stay!"
The price is NT$2,674
NT$3,104 total
includes taxes & fees
Aug 25 - Aug 26
GLō Best Western Lexington

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 star property
8.6 out of 10, Excellent, (1001)
"I enjoyed the rooms being very clean and the Ham/Cheese omelet breakfast with real decaf coffee... "
The price is NT$3,026
NT$3,512 total
includes taxes & fees
Aug 31 - Sep 1
Embassy Suites by Hilton Lexington/UK Coldstream

The Campbell House Lexington, Curio Collection by Hilton

4.0 star property
8.0 out of 10, Very Good, (1006)
"Great stay"
The price is NT$3,336
NT$3,872 total
includes taxes & fees
Aug 24 - Aug 25
The Campbell House Lexington, Curio Collection by Hilton

Hyatt Regency Lexington

3.5 star property
8.6 out of 10, Excellent, (1001)
"Excellent staff, awesome bar staff."
The price is NT$4,050
NT$4,701 total
includes taxes & fees
Aug 22 - Aug 23
Hyatt Regency Lexington

Hilton Lexington/Downtown

3.5 star property
8.4 out of 10, Very Good, (1001)
"Staff was amazing food and drinks was good nice area everything was walking decent "
The price is NT$4,156
NT$4,824 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Lexington/Downtown

Sleep Inn Lexington

2.5 star property
7.8 out of 10, Good, (755)
"Wonderful place to stay, super friendly staff! "
The price is NT$2,009
NT$2,332 total
includes taxes & fees
Aug 19 - Aug 20
Sleep Inn Lexington

Days Inn Lexington SE/Hamburg

2.0 star property
7.0 out of 10, Good, (997)
"Great overnight stop "
The price is NT$1,558
NT$1,808 total
includes taxes & fees
Aug 18 - Aug 19
Days Inn Lexington SE/Hamburg

Days Inn & Suites by Wyndham Lexington

2.0 star property
6.4 out of 10, (1012)
"Clean pool and friendly staff."
The price is NT$1,627
NT$1,889 total
includes taxes & fees
Aug 31 - Sep 1
Days Inn & Suites by Wyndham Lexington

Everhome Suites Lexington - Horse Park

2.5 star property
9.2 out of 10, Wonderful, (283)
"Great stay!"
The price is NT$2,666
NT$3,094 total
includes taxes & fees
Aug 20 - Aug 21
Everhome Suites Lexington - Horse Park

Tru by Hilton University Medical Center

2.5 star property
9.4 out of 10, Exceptional, (418)
"Great place "
The price is NT$2,772
NT$3,217 total
includes taxes & fees
Aug 28 - Aug 29
Tru by Hilton University Medical Center

Fairfield Inn & Suites by Marriott Lexington North

3.0 star property
8.6 out of 10, Excellent, (1002)
"Great place for staying for Breyerfest, close to the horse park and on and off "
The price is NT$2,513
NT$2,917 total
includes taxes & fees
Aug 25 - Aug 26
Fairfield Inn & Suites by Marriott Lexington North
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Winchester attractions

Learn more about Winchester

Stroll through charming downtown 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.

Canoeing down the Kentucky river 🚣
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 choices 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, 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. Filter your search by fully refundable to find flexible hotel deals in Winchester.

Where can I learn more about changing or cancelling my trip to Winchester?

For more information about changing or cancelling your trip to Winchester, head over to our customer service page.

What's the best place to stay on a budget in Winchester?

Based on reviews, Red Roof Inn Lexington - Winchester is a popular hotel for our travelers who want a more economical choice, and features free WiFi and free parking. View all budget hotels in Winchester.

What's the best place to stay for families in Winchester?

Hampton Inn Winchester is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Attractions in the area like Lexington Ice Center and Hummel Planetarium are also fun for kids of all ages. Find more child-friendly accommodations in Winchester.

What is the favorite 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 WiFi. Hampton Inn Winchester and Red Roof Winchester - Lexington East are two other good options for your stay. See all available hotels listed as LGBTQ-friendly in Winchester.

What's the best pet-friendly place to stay in Winchester?

Baymont by Wyndham Winchester is a top dog-friendly hotel, and offers an indoor pool and a fitness center for its human guests. Other good choices for you and your pet's trip include Value Stay and Hampton Inn Winchester. See more pet-friendly hotel accommodations in Winchester.

Where is the best hotel to stay close to Community Park?

Best Western Winchester Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. It's located just a short 0.8 mi (1.3 km) from Community Park. Other good choices within a few miles include Baymont by Wyndham Winchester and Holiday Inn Express Lexington East - Winchester, an IHG Hotel.

What about the best place to stay close to Southwind Golf Course?

One of the top choices for your stay is Best Western Winchester Hotel, located 2.7 mi (4.3 km) from Southwind Golf Course, and this hotel offers free breakfast and free parking. Holiday Inn Express Lexington East - Winchester, an IHG Hotel and Baymont by Wyndham Winchester are two other good choices within 5 miles.

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 accommodations 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 an additional hotel that offers an onsite 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 center. See all spa hotels in Winchester.

What is the best accommodation for staying close to Blue Grass Airport (LEX)?

Chateau Annette is a popular 3.5-star B&B featuring free breakfast and free parking. It's located a short 1.8 mi (3 km) from Blue Grass Airport. Other good choices close to the airport include Comfort Suites and Americas Best Value Inn Blue Grass Airport.

How is it to stay in Winchester?

Visitors to Winchester are sure to enjoy the restaurants. Tourists can also enjoy the city's coffeehouses, shopping, and football games. A top sight in the area is Kentucky Horse Park. In Winchester, there are 21 hotels and other accommodations to choose from. Find out more about Winchester.

What is there to see in 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 agenda are Southwind Golf Course and Clark County Public Library. Check out what more to see and do in Expedia's Winchester guide.

What's the seasonal weather like in Winchester?

The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Winchester is 56 inches.