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Find hotels in Winchester, KY from $53

Check Winchester hotel prices

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May 29 - May 30
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May 30 - May 31
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May 31 - Jun 2
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Jun 7 - Jun 9

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Compare 1,199 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Room, 2 Queen Beds, Non Smoking | Premium bedding, pillowtop beds, desk, blackout drapes
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
2.5 star property
8.4 out of 10, Very Good, (1521)
"This property needs more luggage carts"
The price is $107
$124 total
includes taxes & fees
Jun 3 - Jun 4
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Exterior
Clarion Pointe Richmond North near University
2.5 star property
8.4 out of 10, Very Good, (575)
"For the money a good stop."
The price is $79
$87 total
includes taxes & fees
Jun 16 - Jun 17
Clarion Pointe Richmond North near University
Lobby
Comfort Inn Hamburg Area / I-75 Lexington
2.5 star property
7.4 out of 10, Good, (518)
"I was in town for the NCAA track meet at University of Kentucky with my two younger sons in tow. We drove 11 hours and arrived around 6 pm. We were immediately greeted and checked in by a friendly employee. We were informed of breakfast times and went to our room. It was clean and very comfortable. The TV is satellite, so the channel selection was a bit different, but there was a print out with channels listed which was helpful. The hotel was quiet. Unfortunately, our trip had to be cut short by...
The price is $76
$88 total
includes taxes & fees
Jun 17 - Jun 18
Comfort Inn Hamburg Area / I-75 Lexington
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Lobby sitting area
Hotel Lex
2.5 star property
8.0 out of 10, Very Good, (119)
"Great restaurant and bar. Needs some work but we would stay there again. "
The price is $131
$152 total
includes taxes & fees
Jun 4 - Jun 5
Hotel Lex
Exterior
Quality Inn Richmond
2.5 star property
8.6 out of 10, Excellent, (955)
"Just under remodeling but really nice"
The price is $99
$110 total
includes taxes & fees
May 30 - May 31
Quality Inn Richmond
Lobby
Days Inn by Wyndham Lexington Southeast
2.0 star property
7.0 out of 10, Good, (654)
"Very clean and nice. Area was very nice, easy access to the room, friendly staff. "
The price is $53
$62 total
includes taxes & fees
Jun 5 - Jun 6
Days Inn by Wyndham Lexington Southeast
Exterior
Red Roof Inn Richmond, KY
2.5 star property
7.6 out of 10, Good, (852)
"It was clean and quiet the staff was friendly and the room was just as advertised "
The price is $74
$82 total
includes taxes & fees
May 30 - May 31
Red Roof Inn Richmond, KY
Indoor pool
Best Western Richmond Hotel
2.5 star property
7.4 out of 10, Good, (1001)
"It was under construction so it smelled weird. The staff was very friendly and helpful and attentive to our needs. The pool and hot tub werent working. "
The price is $76
$83 total
includes taxes & fees
Jun 24 - Jun 25
Best Western Richmond Hotel
Exterior
Holiday Inn Express & Suites Richmond, an IHG Hotel
2.5 star property
9.0 out of 10, Wonderful, (759)
"Definently will be coming back. Check in was easy, hotel was clean and presentable, the room was modern and cozy, very comfortable and zero complaints. "
The price is $135
$149 total
includes taxes & fees
Jun 16 - Jun 17
Holiday Inn Express & Suites Richmond, an IHG Hotel
Premium bedding, in-room safe, iron/ironing board
Hampton Inn Richmond
2.5 star property
9.2 out of 10, Wonderful, (1001)
"Just stopped in for a night, staff were super friendly, room was quiet and clean. "
The price is $119
$131 total
includes taxes & fees
Jun 24 - Jun 25
Hampton Inn Richmond
Exterior
Red Roof Inn Lexington - Winchester
2.0 star property
6.4 out of 10, (501)
"Very nice place to stay for the price. They did not have breakfast, but everything else was nice."
The price is $72
$80 total
includes taxes & fees
Jun 6 - Jun 7
Red Roof Inn Lexington - Winchester
Reception
Quality Quarters Inn
2.0 star property
5.4 out of 10, (169)
"All around excellent place to stay"
The price is $55
$61 total
includes taxes & fees
Jun 18 - Jun 19
Quality Quarters Inn
Lobby
Baymont by Wyndham Winchester
2.5 star property
7.0 out of 10, Good, (587)
"Ok"
The price is $78
$86 total
includes taxes & fees
Jun 16 - Jun 17
Baymont by Wyndham Winchester
Seasonal outdoor pool
Best Western Winchester Hotel
2.5 star property
8.4 out of 10, Very Good, (822)
"FYI, you pay a $300 deposit upon check in, and if you smoke in your room or anywhere other than the designated smoking area, you will lose your deposit. The room was satisfactory. Temperature control was easy to regulate, but was a little noisy (I woke up at night each time the AC kicked on). Service was excellent! We rode in on motorcycle and were given a first floor room so that we could keep an eye on the bike. Breakfast was surprisingly large and very good."
The price is $90
$99 total
includes taxes & fees
Jun 3 - Jun 4
Best Western Winchester Hotel
Exterior
Super 8 by Wyndham Richmond
2.0 star property
7.6 out of 10, Good, (776)
"The staff was great! My room was clean and accommodating. "
The price is $71
$78 total
includes taxes & fees
Jun 3 - Jun 4
Super 8 by Wyndham Richmond
Desk, laptop workspace, iron/ironing board, free cribs/infant beds
Comfort Suites Richmond
2.5 star property
7.6 out of 10, Good, (599)
"Spacious and relatively quiet."
The price is $96
$106 total
includes taxes & fees
Jun 16 - Jun 17
Comfort Suites Richmond
Reception
Tru by Hilton Richmond
2.5 star property
8.6 out of 10, Excellent, (254)
"This in my opinion is good for 1 night stay, breakfast was good. Coffee was really good. "
Tru by Hilton Richmond
Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace
Hampton Inn Winchester
2.5 star property
9.4 out of 10, Exceptional, (358)
"Friendly staff very clean comfortable room. Highly recommend staying here."
The price is $138
$152 total
includes taxes & fees
Jun 28 - Jun 29
Hampton Inn Winchester
Premium bedding, pillowtop beds, in-room safe, desk
Days Inn by Wyndham Richmond
2.0 star property
5.6 out of 10, (230)
"Great location "
The price is $61
$67 total
includes taxes & fees
May 30 - May 31
Days Inn by Wyndham Richmond
Desk, iron/ironing board, free WiFi, bed sheets
Comfort Inn
2.5 star property
7.0 out of 10, Good, (325)
"One night stay to visit Claireborne farm. Comfortable, quiet , clean had everything we needed."
Comfort Inn
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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.

Stay near popular Winchester attractions

Image for University of Kentucky

University of Kentucky

4.5/5(384 reviews)

Explore the campus of University of Kentucky, during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.

See properties
University of Kentucky

Winchester Travel Info

Number of reviews
12,567
Accommodation
1,199 hotels
Highest price
$138
Lowest price
$53
Reasons to visit
Bluegrass Heritage Museum, Southwind Golf Course and Lykins Park
Hotels with dining
2
Hotels with free breakfast
6

Frequently asked questions

What's the best place to stay in Winchester?

Hampton Inn Winchester is ranked highly by Expedia customers. This hotel offers free breakfast and free parking. Reviews from our site also recommend Holiday Inn Express Lexington East - Winchester, an IHG Hotel and Best Western Winchester Hotel 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?

Stay in a 1953 Gunnison Home is within walking distance to St Joe Hospital: This vacation home rental outside Winchester is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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 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 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?

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 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 Best Western Winchester Hotel 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. A couple of other options that offer an onsite pool include Best Western Winchester Hotel and Comfort Inn. View all hotels with pools in Winchester.

Recent reviews of Winchester hotels
Expedia verified reviews

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

5/5 Excellent
Enjoyed the Stay
"First the check in was seamless, everyone helpful and quick. The highlight was certainly the service in the bar and the food prepared well. I cannot speak highly enough about JJ and her professional nature. Luis was personal/professional and checked on us both days of our stay. He mentioned he had not been with the team very long but it certainly did not show. "
A verified traveler stayed at Embassy Suites by Hilton Lexington/UK Coldstream
Posted 16 hours ago
Embassy Suites by Hilton Lexington/UK Coldstream