Photo by Hyelsinta

Find hotels in Winchester, KY from NT$1,559

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Compare 1,087 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Holiday Inn Express Lexington East - Winchester by IHG

2.5 star property
9.2 out of 10, Wonderful, (424)
"Pleasantly nice staff. Jennifer welcomed us with warmth and a smile. I am very happy with everything. The hotel and rooms are very well kept and clean. Thank you!"
The price is NT$3,407
NT$3,790 total
includes taxes & fees
Feb 23 - Feb 24
Holiday Inn Express Lexington East - Winchester by IHG

Value Stays by OYO I-64

2.0 star property
8.6 out of 10, Excellent, (51)
"They don't have elevators "
The price is NT$2,395
NT$2,640 total
includes taxes & fees
Mar 4 - Mar 5
Value Stays by OYO I-64

Hampton Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (411)
"Close to town. "
The price is NT$4,216
NT$4,648 total
includes taxes & fees
Mar 23 - Mar 24
Hampton Inn Winchester

Best Western Winchester Hotel

2.5 star property
8.4 out of 10, Very Good, (893)
"Great place!!!"
The price is NT$2,784
NT$3,069 total
includes taxes & fees
Feb 23 - Feb 24
Best Western Winchester Hotel

Baymont by Wyndham Winchester

2.5 star property
7.0 out of 10, Good, (647)
"Management was so friendly and supportive "
The price is NT$2,457
NT$2,708 total
includes taxes & fees
Feb 23 - Feb 24
Baymont by Wyndham Winchester

Red Roof Winchester - Lexington East

2.0 star property
6.4 out of 10, (534)
"Basic room. Comfy beds. Can’t beat the price. "
The price is NT$1,851
NT$2,041 total
includes taxes & fees
Feb 27 - Feb 28
Red Roof Winchester - Lexington East

Natural Bridge State Resort Park

3.5 star property
8.6 out of 10, Excellent, (1495)
"Hiking trail was nice"
The price is NT$2,815
NT$3,104 total
includes taxes & fees
Feb 23 - Feb 24
Natural Bridge State Resort Park

Comfort Inn and Suites

2.5 star property
7.6 out of 10, Good, (575)
"Cracker barrel "
The price is NT$2,713
NT$2,991 total
includes taxes & fees
Mar 9 - Mar 10
Comfort Inn and Suites

Ramada Limited Mount Sterling

2.0 star property
6.8 out of 10, (638)
"The hot tub not working 😞"
The price is NT$2,617
NT$2,885 total
includes taxes & fees
Feb 25 - Feb 26
Ramada Limited Mount Sterling

Holiday Inn Express & Suites Mt Sterling North by IHG

2.5 star property
9.0 out of 10, Wonderful, (496)
"It is a nice clean property. Nothing more to add. "
The price is NT$3,636
NT$4,008 total
includes taxes & fees
Mar 23 - Mar 24
Holiday Inn Express & Suites Mt Sterling North by IHG

Best Western Paris Inn

2.5 star property
7.8 out of 10, Good, (282)
"It was great. Very friendly staff "
The price is NT$3,341
NT$3,683 total
includes taxes & fees
Feb 23 - Feb 24
Best Western Paris Inn

Clarion Pointe Richmond North near University

2.5 star property
8.4 out of 10, Very Good, (688)
"Great check-in, friendly staff. My room was clean, well maintained, and very comfortable. The price was very reasonable for an excellent night's sleep. "
The price is NT$2,367
NT$2,609 total
includes taxes & fees
Mar 2 - Mar 3
Clarion Pointe Richmond North near University

Motel 6 Richmond, KY – EKU Campus Area

2.0 star property
7.2 out of 10, Good, (61)
"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 NT$1,965
NT$2,166 total
includes taxes & fees
Feb 23 - Feb 24
Motel 6 Richmond, KY – EKU Campus Area

Red Roof Inn Richmond, KY

2.5 star property
7.6 out of 10, Good, (982)
"It was a nice hotel"
The price is NT$1,932
NT$2,130 total
includes taxes & fees
Feb 23 - Feb 24
Red Roof Inn Richmond, KY

Super 8 by Wyndham Richmond

2.0 star property
7.6 out of 10, Good, (849)
"Very accessible off of Interstate and Cracker Barrel nearby. What more could you ask for. Very pleasant front desk experience at check-in."
The price is NT$1,836
NT$2,024 total
includes taxes & fees
Mar 2 - Mar 3
Super 8 by Wyndham Richmond

Best Western Richmond Hotel

2.5 star property
7.2 out of 10, Good, (1000)
"The check in was quick and the staff was friendly. The room was clean and parking was good. They are doing updates on the facility, but we had a good stay."
The price is NT$2,561
NT$2,824 total
includes taxes & fees
Mar 8 - Mar 9
Best Western Richmond Hotel

Days Inn by Wyndham Richmond

2.0 star property
5.6 out of 10, (272)
"I haven’t got there yet I need the room for Thursday the 9th of January I need to check in around 10 am no later than 11am "
The price is NT$1,559
NT$1,719 total
includes taxes & fees
Feb 25 - Feb 26
Days Inn by Wyndham Richmond

Quality Inn Richmond

2.5 star property
8.8 out of 10, Excellent, (1001)
"Overnight stay on the way to Gatlinburg. The desk staff were super friendly. The hotel was super clean. Several nearby restaurants and decent breakfast. "
The price is NT$3,243
NT$3,575 total
includes taxes & fees
Mar 4 - Mar 5
Quality Inn Richmond

Holiday Inn Express & Suites Richmond by IHG

2.5 star property
9.0 out of 10, Wonderful, (837)
"Room and bathroom were very clean. Breakfast and dining area were also well kept. Good selection of breakfast offered."
The price is NT$3,865
NT$4,261 total
includes taxes & fees
Mar 4 - Mar 5
Holiday Inn Express & Suites Richmond by IHG

Hampton Inn Richmond

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Hotel was clean and quiet. "
The price is NT$3,592
NT$3,960 total
includes taxes & fees
Mar 16 - Mar 17
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Winchester

Trip time! Discover the local cuisine, hiking, and football in Winchester.

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 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.

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?

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 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'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 Hampton Inn Winchester and Best Western Winchester Hotel. 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 19 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 Lykins Park, College Park, and GRCHS Baseball Field. 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.