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Find hotels in Winchester, KY from AED 180

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Check prices for these dates

Tonight
9 Apr - 10 Apr
Tomorrow
10 Apr - 11 Apr
This weekend
11 Apr - 13 Apr
Next weekend
18 Apr - 20 Apr

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Compare 1,091 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Baymont by Wyndham Winchester
Lobby

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (657)
"It was better than we expected. Paid under $100 and it definitely needed updates, but was spacious and plenty of room for our family of 4"
The price is AED 293
AED 323 total
includes taxes & fees
16 Apr - 17 Apr
Baymont by Wyndham Winchester
Hampton Inn Winchester
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, (416)
"Room and hotel were clean and quiet."
The price is AED 527
AED 581 total
includes taxes & fees
18 Apr - 19 Apr
Hampton Inn Winchester
Holiday Inn Express Lexington East - Winchester by IHG
In-room safe, desk, laptop workspace, blackout drapes

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.4 out of 10, Exceptional, (441)
"T"
The price is AED 400
AED 445 total
includes taxes & fees
20 Apr - 21 Apr
Holiday Inn Express Lexington East - Winchester by IHG
Best Western Winchester Hotel
Seasonal outdoor pool

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (901)
"Easy to find a good place"
The price is AED 312
AED 344 total
includes taxes & fees
10 Apr - 11 Apr
Best Western Winchester Hotel
Value Stays by OYO I-64
Exterior

Value Stays by OYO I-64

2.0 star property
8.4 out of 10, Very Good, (60)
"Check in was okay. We were moved to a different room (first room still had half finished milk and open beer in the fridge). The bed was wider than the frame (very uncomfortable). You can see that they are trying to take care of this old motel (but definitely needs a lot of work). The toilet paper dispenser literally fell out of the wall and there was a long strip of paint torn from the wall. Also, if you stay in 108, there's such a large gap between the door and the frame - i literally had to...
The price is AED 269
AED 296 total
includes taxes & fees
15 Apr - 16 Apr
Value Stays by OYO I-64
Red Roof Winchester - Lexington East
Exterior

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (545)
"always friendly and easy going "
The price is AED 229
AED 252 total
includes taxes & fees
13 Apr - 14 Apr
Red Roof Winchester - Lexington East
Natural Bridge State Resort Park
Seasonal outdoor pool

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1524)
"👍👍"
The price is AED 426
AED 470 total
includes taxes & fees
17 Apr - 18 Apr
Natural Bridge State Resort Park
Black Bear Lodge Motel
Exterior

Black Bear Lodge Motel

2.5 star property
8.2 out of 10, Very Good, (498)
"This is my second time staying here. Perfect location and I love the rustic looking rooms, adds to the experience of being outdoors. The rooms are very clean and comfortable. I will be back. The price is very reasonable too! "
The price is AED 312
AED 344 total
includes taxes & fees
10 Apr - 11 Apr
Black Bear Lodge Motel
Comfort Inn and Suites
Indoor pool

Comfort Inn and Suites

2.5 star property
7.6 out of 10, Good, (594)
"."
The price is AED 311
AED 343 total
includes taxes & fees
13 Apr - 14 Apr
Comfort Inn and Suites
Ramada Limited Mount Sterling
Lobby sitting area

Ramada Limited Mount Sterling

2.0 star property
6.8 out of 10, (649)
"My husband and I stayed here and for a random spur of the moment weekend trip. Our room was clean and comfortable, staff at the desk were always friendly, they offer breakfast. Breakfast was lacking a little, but just for a quick “grab something and go” it got the job done!"
The price is AED 240
AED 265 total
includes taxes & fees
12 Apr - 13 Apr
Ramada Limited Mount Sterling
Holiday Inn Express & Suites Mt Sterling North by IHG
Exterior

Holiday Inn Express & Suites Mt Sterling North by IHG

2.5 star property
9.0 out of 10, Wonderful, (501)
"It was very quiet and staff pleasant. I can stay here again. "
The price is AED 437
AED 482 total
includes taxes & fees
13 Apr - 14 Apr
Holiday Inn Express & Suites Mt Sterling North by IHG
Best Western Paris Inn
Hypo-allergenic bedding, desk, iron/ironing board, rollaway beds

Best Western Paris Inn

2.5 star property
7.8 out of 10, Good, (288)
"It was great. Very friendly staff "
The price is AED 375
AED 413 total
includes taxes & fees
10 Apr - 11 Apr
Best Western Paris Inn
Clarion Pointe Richmond North near University
Exterior

Clarion Pointe Richmond North near University

2.5 star property
8.4 out of 10, Very Good, (724)
"Enjoyed all the options for breakfast "
The price is AED 281
AED 310 total
includes taxes & fees
23 Apr - 24 Apr
Clarion Pointe Richmond North near University
Motel 6 Richmond, KY – EKU Campus Area
Standard Room, 1 King Bed, Smoking | Free WiFi

Motel 6 Richmond, KY – EKU Campus Area

2.0 star property
7.2 out of 10, Good, (62)
"The rooms have exterior entry doorways so you do hear the outside traffic. The heater was a little rattley but not to the point that it annoyed us and it worked very well. The room was clean and comfortable. No roaches or bedbugs. Plenty of hot water for the shower. Room also came with a microwave and mini fridge which was nice. It isnt fancy at all but it is affordable and the conditions were nuce for the price. There was no shampoo in room but when i went to front they did have some for...
The price is AED 257
AED 283 total
includes taxes & fees
10 Apr - 11 Apr
Motel 6 Richmond, KY – EKU Campus Area
Red Roof Inn Richmond, KY
Exterior

Red Roof Inn Richmond, KY

2.5 star property
7.6 out of 10, Good, (1002)
"Nice people"
The price is AED 234
AED 258 total
includes taxes & fees
15 Apr - 16 Apr
Red Roof Inn Richmond, KY
Super 8 by Wyndham Richmond
Exterior

Super 8 by Wyndham Richmond

2.0 star property
7.6 out of 10, Good, (863)
"The front desk staff were very friendly and the room was amazing! The entire hotel is extremely clean and well kept. I will definitely be booking another stay in the future"
The price is AED 232
AED 256 total
includes taxes & fees
13 Apr - 14 Apr
Super 8 by Wyndham Richmond
Best Western Richmond Hotel
Indoor pool

Best Western Richmond Hotel

2.5 star property
7.2 out of 10, Good, (1000)
"No hot water was a problem "
The price is AED 287
AED 317 total
includes taxes & fees
1 May - 2 May
Best Western Richmond Hotel
Days Inn by Wyndham Richmond
Premium bedding, pillowtop beds, in-room safe, desk

Days Inn by Wyndham Richmond

2.0 star property
5.6 out of 10, (280)
"So this particular hotel is one of the cheapest rates and more reasonable stay for long term renters. They actually have pretty decent weekly rates. The breakfast wasn't anything fancy but it was the thought that counts that someone does get up at 5am and brew fresh coffee , fresh fruit and milk and juice . Nice sweet simple breakfast. I love that they have a in site laundry room. I like the privacy too. It's quiet and peaceful and the maids do not bother you when your checking out even if...
The price is AED 190
AED 210 total
includes taxes & fees
14 Apr - 15 Apr
Days Inn by Wyndham Richmond
Quality Inn Richmond
Exterior

Quality Inn Richmond

2.5 star property
8.8 out of 10, Excellent, (1001)
"We got in very late and left right after breakfast in the morning. Staff was kind and helpful (even called us when they noticed we dropped something so we didn’t lose it!) Room was very clean and comfortable. Breakfast was great. We’ll stay here again!"
The price is AED 382
AED 421 total
includes taxes & fees
13 Apr - 14 Apr
Quality Inn Richmond
Comfort Suites Richmond
Desk, laptop workspace, iron/ironing board, free cribs/infant beds

Comfort Suites Richmond

2.5 star property
7.6 out of 10, Good, (673)
"There was no safety grab bar in the shower. Hard for me to get in an out of it "
The price is AED 450
AED 496 total
includes taxes & fees
13 Apr - 14 Apr
Comfort Suites Richmond
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

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Canoeing down the Kentucky river 🚣
Photo by Hyelsinta
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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 Value Stays by OYO I-64 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?

Spacious Home - Sleeps 8 Fire-pit 1 Block to EKU & Downtown, 2 Miles to I-75: This vacation home rental outside of Winchester is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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. Hampton Inn Winchester and Red Roof Winchester - Lexington East 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 Stays by OYO I-64 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 are some accommodations with pools in Winchester?

Baymont by Wyndham Winchester is a top hotel with a pool, free breakfast, and free WiFi. Other choices that feature an onsite pool include Hampton Inn Winchester and Best Western Winchester Hotel. 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?

Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min. is a favorite water park hotel in WinchesterCheck out all hotels with or near waterparks 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. In Winchester, there are 20 hotels and other accommodations to choose from. Find out more about Winchester.

What is there to see in Winchester?

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