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Find hotels in Winchester, KY from SAR 194

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Compare 1,142 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (708)
"Very nice hotel. Staff was wonderful. "
The price is SAR 284
SAR 313 total
includes taxes & fees
30 Jun - 1 Jul
Baymont by Wyndham Winchester

Comfort Inn

2.5 star property
7.0 out of 10, Good, (335)
"Very clean "
The price is SAR 247
SAR 272 total
includes taxes & fees
27 Jul - 28 Jul
Comfort Inn

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (459)
"The hotel staff was super nice and helpful."
The price is SAR 435
SAR 480 total
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Lexington East - Winchester by IHG

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (428)
"Easy access to the hotel and drivable distance to other restaurants. Briana is friendly and helpful with the check in process. "
The price is SAR 529
SAR 583 total
includes taxes & fees
24 Jul - 25 Jul
Hampton Inn Winchester

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (559)
"Staff were really friendly, dog stay free, and the rooms were beautiful"
The price is SAR 234
SAR 258 total
includes taxes & fees
1 Jul - 2 Jul
Red Roof Winchester - Lexington East

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (937)
"best check in staff I have ever experienced. one of the best breakfasts also. Room has a full size jacucci and the pool was open"
The price is SAR 375
SAR 413 total
includes taxes & fees
29 Jun - 30 Jun
Best Western Winchester Hotel

Value Stay

2.0 star property
8.2 out of 10, Very Good, (74)
"This was a nice, clean, quiet place to stop over on our travels. I would stay here again."
The price is SAR 233
SAR 257 total
includes taxes & fees
12 Jul - 13 Jul
Value Stay

Origin Lexington a Wyndham Hotel

3.5 star property
9.6 out of 10, Exceptional, (1000)
"Nice rooms, great restaurant."
The price is SAR 475
SAR 551 total
includes taxes & fees
1 Jul - 2 Jul
Origin Lexington a Wyndham Hotel

Embassy Suites by Hilton Lexington/UK Coldstream

3.5 star property
8.6 out of 10, Excellent, (1011)
"Great location, near the highway, and provided an excellent reception and breakfast. "
The price is SAR 386
SAR 448 total
includes taxes & fees
6 Jul - 7 Jul
Embassy Suites by Hilton Lexington/UK Coldstream

Hyatt Place Lexington

3.0 star property
8.8 out of 10, Excellent, (1013)
"Breakfast was excellent, room very clean!"
The price is SAR 356
SAR 414 total
includes taxes & fees
14 Jul - 15 Jul
Hyatt Place Lexington

Sleep Inn Lexington

2.5 star property
7.8 out of 10, Good, (710)
"We had very nice stay at this hotel. The room was clean, the bed was comfy and the property was quiet. It was easy in and out. We would stay there again."
The price is SAR 252
SAR 292 total
includes taxes & fees
5 Jul - 6 Jul
Sleep Inn Lexington

Days Inn Lexington SE/Hamburg

2.0 star property
7.0 out of 10, Good, (961)
"Nice room for our one night stay in Lexington."
The price is SAR 195
SAR 227 total
includes taxes & fees
15 Jul - 16 Jul
Days Inn Lexington SE/Hamburg

Hilton Lexington/Downtown

3.5 star property
8.4 out of 10, Very Good, (1005)
"Would stay here again. Great choice with close proximity to Rupp Arena. "
The price is SAR 520
SAR 603 total
includes taxes & fees
4 Jul - 5 Jul
Hilton Lexington/Downtown

Everhome Suites Lexington - Horse Park

2.5 star property
9.2 out of 10, Wonderful, (247)
"Great stay!"
The price is SAR 334
SAR 387 total
includes taxes & fees
29 Jun - 30 Jun
Everhome Suites Lexington - Horse Park

Ramada Limited Mount Sterling

2.0 star property
7.0 out of 10, Good, (704)
"Jaccuzzi in room, nice staff, and nice rooms."
The price is SAR 258
SAR 285 total
includes taxes & fees
28 Jul - 29 Jul
Ramada Limited Mount Sterling

Springhill Suites by Marriott Lexington Fritz Farm

3.0 star property
9.4 out of 10, Exceptional, (242)
"Love staying here! Great location, clean, professional and friendly staff."
The price is SAR 454
SAR 527 total
includes taxes & fees
4 Jul - 5 Jul
Springhill Suites by Marriott Lexington Fritz Farm

Tru by Hilton University Medical Center

2.5 star property
9.4 out of 10, Exceptional, (361)
"Nice hotel very clean, check in was quick and they had a good selection for breakfast!"
The price is SAR 354
SAR 411 total
includes taxes & fees
20 Jul - 21 Jul
Tru by Hilton University Medical Center

Fairfield Inn & Suites by Marriott Lexington North

3.0 star property
8.6 out of 10, Excellent, (1007)
"Rooms were very clean and the spa was just what I needed after a very long days drive. "
The price is SAR 315
SAR 366 total
includes taxes & fees
20 Jul - 21 Jul
Fairfield Inn & Suites by Marriott Lexington North

Quality Inn Lexington -Horse Park

2.5 star property
8.2 out of 10, Very Good, (1626)
"Staff was friendly, room was clean and quiet. "
The price is SAR 238
SAR 276 total
includes taxes & fees
14 Jul - 15 Jul
Quality Inn Lexington -Horse Park

Spark by Hilton Lexington Hamburg

2.5 star property
9.0 out of 10, Wonderful, (32)
"Property was nice, room Clean, staff very friendly."
The price is SAR 239
SAR 278 total
includes taxes & fees
5 Jul - 6 Jul
Spark by Hilton Lexington 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.
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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

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.

What are some of the best vacation rentals in Winchester?

WiFi, Hot Tub, Pets, Prime Location in Red River Gorge!: This vacation home rental outside of Winchester is located in the mountains and has a selection of games, a hot tub, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. See all 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 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 Paradise Cove Aquatic Center 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. Best Western Winchester Hotel and Hampton Inn Winchester are two other good options for your stay.

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 Best Western Winchester Hotel. 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 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's the best hotel in Winchester with an on-site water park or a water park nearby?
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.