𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winchester from RM230 (2026) - Fully Refundable Options

Our top choices for Winchester hotels

Breakfast included

Best Western Winchester Hotel

Winchester

douglas

RM384 total

includes taxes & fees

27 Jul - 28 Jul

Baymont by Wyndham Winchester

Winchester

Tiffany

RM339 total

includes taxes & fees

27 Jul - 28 Jul

In-room safe, desk, laptop workspace, blackout curtains

Holiday Inn Express Lexington East - Winchester by IHG

Winchester

Carl

RM390 total

includes taxes & fees

9 Aug - 10 Aug

Hampton Inn Winchester

Winchester

Andrew

RM511 total

includes taxes & fees

26 Jul - 27 Jul

Value Stay

Winchester

Robert

RM265 total

includes taxes & fees

2 Aug - 3 Aug

Comfort Inn Winchester

Winchester

Slick

RM295 total

includes taxes & fees

5 Aug - 6 Aug

Indoor pool, open 5:00 AM to 10:00 PM, pool loungers

Holiday Inn Express Lexington - Horse Park Area by IHG

Lexington

Jarrod

RM376 total

includes taxes & fees

22 Jul - 23 Jul

Desk, blackout curtains, iron/ironing board, free WiFi

Super 8 by Wyndham Richmond

Richmond

Anonymous traveller

RM248 total

includes taxes & fees

16 Jul - 17 Jul

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Lexington

Jolene

RM427 total

includes taxes & fees

20 Jul - 21 Jul

Natural Bridge State Resort Park

Slade

Julie

RM469 total

includes taxes & fees

11 Aug - 12 Aug

Comfort Inn & Suites Mount Sterling

Mount Sterling

Teresa

RM417 total

includes taxes & fees

26 Jul - 27 Jul

Home2 Suites By Hilton Richmond, Ky

Richmond

Jessica

RM585 total

includes taxes & fees

23 Jul - 24 Jul

Asbury Inn & Suites

Wilmore

Amanda

RM579 total

includes taxes & fees

20 Jul - 21 Jul

Fairfield Inn & Suites by Marriott Lexington North

Lexington

Diadre

RM378 total

includes taxes & fees

20 Jul - 21 Jul

Country Inn & Suites by Radisson, Georgetown, KY

Georgetown

LISA

RM352 total

includes taxes & fees

10 Aug - 11 Aug

Days Inn Lexington SE/Hamburg

Lexington

Saelim

RM285 total

includes taxes & fees

16 Jul - 17 Jul

Holiday Inn Express & Suites Mt Sterling North by IHG

Mount Sterling

MARY E.

RM544 total

includes taxes & fees

27 Jul - 28 Jul

Hotel Thoroughbred

Paris

Malgorzata

RM662 total

includes taxes & fees

17 Jul - 18 Jul

Hampton Inn Richmond

Richmond

Dina

RM513 total

includes taxes & fees

9 Aug - 10 Aug

Tru By Hilton Lexington Hamburg

Liberty Area

Sharon

RM396 total

includes taxes & fees

22 Jul - 23 Jul

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Stay near popular Winchester attractions

Winchester Traveling Trail

This serene mile-long pathway winds through meadows of Kentucky bluegrass, offering a peaceful escape. Benches and shaded areas make it perfect for a leisurely morning stroll with your leashed dog.

See properties

Learn more about Winchester

Stroll through charming city centre 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.

See all hotels in Winchester

An aerial view of a historic town with a prominent clock tower, narrow streets lined with historic buildings, and a mix of commercial and residential areas.

Top Winchester Hotel Reviews

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent

"Close to horse park"

Fairfield Inn & Suites by Marriott Lexington North

8/10 Good

"This hotel worked out very well for my friends and me. The room not spacious, but adequate. We found everything needed for the pull out couch within the room (nothing missing). The wifi worked fine. There was a small refrigerator and a microwave in the room. The only sink is the one in the bathroom. A second sink would be a significant improvement. The breakfast was generally good, although fruit was limited. The staff were helpful. It was easy to park very close to a door. The exercise room had only one working treadmill. This was OK only because I used it at an unpopular time. Having Cracker Barrel right next door is helpful for a meal without needing to drive anywhere."

Quality Inn Lexington -Horse Park

8/10 Good

"The check in was probably the fastest I've ever had. There for Breyerfest in July. Place is clean and everything is good. Our air stopped working the middle of the 2nd to last night. Told the front desk as we were leaving that morning and she said she would either have it fixed or move us to another room, very nice lady. When we returned that evening, that girl was a tad snippy about 'she didn't know why she said she'd have it fixed because they don't come in for that over the weekend'. She did have my new room already set up and gave me that. 20 minutes later I went down to hand her the old room's keys back and as I did she said, checking out? I said no, these are the ones for the one we moved out of. Again, she was tad onry about how they have 170 rooms and deals with a lot of people all day, she can't remember everyone. I get that, but I was just standing in front of you 20 minutes ago, no need for the tude. She wasn't outright rude to the point of asking for a mgr, just wasn't as friendly as the other people that helped us throughout our stay. That being said, our issue was handled and all was good. This girl just left an icky taste where everyone else was so great!"

Holiday Inn Lexington - Hamburg by IHG

10/10 Excellent

"The room was large and the bed was very comfortable. When we arrived and settled in our room we decide to go down stairs and try out the Japanese restaurant and to our surprise the food was great. We will definitely stay here again and would recommend this hotel. "

More cheap stays in Winchester

Motel 6 Lexington, KY - Airport

750 Newtown Court Lexington KY

RM220

RM255 total

16 Jul - 17 Jul

includes taxes & fees

6/10 (1,000 reviews)

Frequently asked questions

What's the best place to stay in Winchester?

Baymont by Wyndham Winchester is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and an indoor pool. Other good choices for your visit to the area are Marriott Lexington Griffin Gate Golf Resort & Spa and The Manchester. 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! You'll find that most hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.

What's the best family accommodation in Winchester?

Hampton Inn Winchester is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Also, attractions in the area such as Lexington Ice Center and Paradise Cove Aquatic Center are fun for children of all ages. Find more child-friendly accommodations in Winchester.

What is the top 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 Wi-Fi. Hampton Inn Winchester and Red Roof Winchester - Lexington East are two other good options for your holiday. See all available hotels listed as LGBTQ-friendly in Winchester.

What's the best dog-friendly accommodation option in Winchester?

Baymont by Wyndham Winchester is a top dog-friendly hotel, and offers an indoor pool and a fitness centre for its human guests. Other good options to stay with your pet include Value Stay and Best Western Winchester Hotel. See more pet-friendly hotel accommodations in Winchester.

What are some accommodation options 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 another choice with an on-site pool. View all hotels with pools in Winchester.

How is it to stay in Winchester?

Visitors to Winchester will definitely enjoy the restaurants. Tourists can also enjoy the city's coffee shops, shopping and football games. A top sight in the area is Kentucky Horse Park. In Winchester, there are 18 hotels and other accommodation options to choose from. Find out more about Winchester.

What should I do while I'm visiting Winchester?

Landmarks like Bluegrass Heritage Museum, Winchester Opera House and Clark County Courthouse might be worth a visit. Natural beauty is on display at Wiseman Park, Lykins Park and College Park. A couple of additional sights to add to your itinerary are Clark County Public Library and GRCHS Baseball Field. Take a look at what more there is to see and do in Expedia's Winchester guide.

What's the weather like in Winchester?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Winchester is 1426 mm.

Winchester hotels from RM230

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Our top choices for Winchester hotels

Best Western Winchester Hotel

Baymont by Wyndham Winchester

Holiday Inn Express Lexington East - Winchester by IHG

Hampton Inn Winchester

Value Stay

Comfort Inn Winchester

Holiday Inn Express Lexington - Horse Park Area by IHG

Super 8 by Wyndham Richmond

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Natural Bridge State Resort Park

Comfort Inn & Suites Mount Sterling

Home2 Suites By Hilton Richmond, Ky

Asbury Inn & Suites

Fairfield Inn & Suites by Marriott Lexington North

Country Inn & Suites by Radisson, Georgetown, KY

Days Inn Lexington SE/Hamburg

Holiday Inn Express & Suites Mt Sterling North by IHG

Hotel Thoroughbred

Hampton Inn Richmond

Tru By Hilton Lexington Hamburg

Stay near popular Winchester attractions

Winchester Traveling Trail

Learn more about Winchester

Top Winchester Hotel Reviews

Embassy Suites by Hilton Lexington/UK Coldstream

More cheap stays in Winchester

Motel 6 Lexington, KY - Airport

Frequently asked questions

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