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Find hotels in Winchester, KY from ₩68,780

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Check Winchester hotel prices

Tonight
Dec 22 - Dec 23
Tomorrow night
Dec 23 - Dec 24
Next weekend
Dec 27 - Dec 29

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Compare 1,090 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Holiday Inn Express Lexington East - Winchester, an IHG Hotel
In-room safe, desk, laptop workspace, blackout drapes

Holiday Inn Express Lexington East - Winchester, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (413)
"It was a very nice room and hotel. There was some damage to our room though with some leaking wall paper."
The price is ₩157,500
₩175,203 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn Express Lexington East - Winchester, an IHG Hotel
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
9.2 out of 10, Wonderful, (409)
"Rooms not as up to date"
The price is ₩158,439
₩174,662 total
includes taxes & fees
Dec 29 - Dec 30
Hampton Inn Winchester
Value Stay
Luxury Single Room | Jetted tub

Value Stay

2.0 star property
8.8 out of 10, Excellent, (45)
"Value Stay is my go-to place anytime I am traveling to/from Virginia. It's convenient, clean, cost-effective, and cozy. I have stayed several times, with no problems. I look forward to my next stay here!"
The price is ₩91,032
₩100,352 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Value Stay
Baymont by Wyndham Winchester
Lobby

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (633)
"Great stay. "
The price is ₩115,307
₩127,116 total
includes taxes & fees
Dec 29 - Dec 30
Baymont by Wyndham Winchester
Best Western Winchester Hotel
Seasonal outdoor pool

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (880)
"Nice staff"
The price is ₩122,806
₩135,377 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Best Western Winchester Hotel
Red Roof Winchester - Lexington East
Exterior

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (528)
"Nice as always "
The price is ₩89,899
₩99,105 total
includes taxes & fees
Dec 26 - Dec 27
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, (1475)
"EVERYTHING GREAT. ROOM DID NOT HAVE A MICROWAVE OVEN. "
The price is ₩124,193
₩136,909 total
includes taxes & fees
Jan 5 - Jan 6, 2025
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, (484)
"Very cozy room, decent area with some places around it. "
The price is ₩130,046
₩143,368 total
includes taxes & fees
Dec 24 - Dec 25
Black Bear Lodge Motel
Comfort Inn and Suites
Indoor pool

Comfort Inn and Suites

2.5 star property
7.4 out of 10, Good, (557)
"Nice place to stay"
The price is ₩112,879
₩124,437 total
includes taxes & fees
Dec 29 - Dec 30
Comfort Inn and Suites
Ramada Limited Mount Sterling
Lobby sitting area

Ramada Limited Mount Sterling

2.0 star property
6.8 out of 10, (635)
"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 ₩115,437
₩127,258 total
includes taxes & fees
Jan 4 - Jan 5, 2025
Ramada Limited Mount Sterling
Holiday Inn Express & Suites Mt Sterling North, an IHG Hotel
Exterior

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

2.5 star property
9.0 out of 10, Wonderful, (478)
"Looks like the bathroom was updated! "
The price is ₩154,754
₩170,600 total
includes taxes & fees
Dec 25 - Dec 26
Holiday Inn Express & Suites Mt Sterling North, an IHG Hotel
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, (279)
"It was great. Very friendly staff "
The price is ₩144,481
₩159,277 total
includes taxes & fees
Dec 24 - Dec 25
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, (670)
"Every thing was good except the water temperature. It took a long time for the water to heat up but we were told this might happen."
The price is ₩98,257
₩108,319 total
includes taxes & fees
Dec 25 - Dec 26
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, (57)
"Comfortable bed"
The price is ₩86,683
₩95,555 total
includes taxes & fees
Dec 24 - Dec 25
Motel 6 Richmond, KY – EKU Campus Area
Red Roof Inn Richmond, KY
Exterior

Red Roof Inn Richmond, KY

2.5 star property
7.8 out of 10, Good, (961)
"X"
The price is ₩93,907
₩103,530 total
includes taxes & fees
Jan 1 - Jan 2, 2025
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, (837)
"Best deal in town."
The price is ₩89,226
₩98,362 total
includes taxes & fees
Jan 12 - Jan 13, 2025
Super 8 by Wyndham Richmond
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, (265)
"Room was clean, but could use some repair. Older hotel. Remote for TV was missing and replacement did not work. Price was reasonable."
The price is ₩68,780
₩75,823 total
includes taxes & fees
Dec 31 - Jan 1, 2025
Days Inn by Wyndham Richmond
Quality Inn Richmond
Exterior

Quality Inn Richmond

2.5 star property
8.8 out of 10, Excellent, (1002)
"Friendly staff, clean, updated, great location…"
The price is ₩128,601
₩141,764 total
includes taxes & fees
Dec 24 - Dec 25
Quality Inn Richmond
Holiday Inn Express & Suites Richmond, an IHG Hotel
Exterior

Holiday Inn Express & Suites Richmond, an IHG Hotel

2.5 star property
9.0 out of 10, Wonderful, (818)
"Clean and well maintained property. So glad to find a pet free place to stay. Good breakfast"
The price is ₩128,601
₩141,770 total
includes taxes & fees
Dec 29 - Dec 30
Holiday Inn Express & Suites Richmond, an IHG Hotel
Hampton Inn Richmond
Premium bedding, in-room safe, iron/ironing board

Hampton Inn Richmond

2.5 star property
9.2 out of 10, Wonderful, (1005)
"Super nice staff! Room was clean and breakfast was good. Highly recommend !!!"
The price is ₩146,157
₩161,124 total
includes taxes & fees
Dec 31 - Jan 1, 2025
Hampton Inn 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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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 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 Explorium 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. Other choices that feature an onsite 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 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. In Winchester, there are 18 hotels and other accommodations to choose from. Find out more about Winchester.

What is there to see in Winchester?

The picturesque setting of Community Park and Lykins Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Southwind Golf Course and Bluegrass Heritage Museum. 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.