The Best Pet-friendly Hotels in Winchester, KY from AED 203 in 2026

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Our top choices for Winchester pet-friendly hotels

A Holiday Inn Express building with a covered entrance, stone pillars, and potted plants.

1. Holiday Inn Express Lexington East - Winchester by IHG

Winchester

Stephen

AED 413 total

includes taxes & fees

6 Dec - 7 Dec

A hotel room with a large bed, a television, a desk with a chair, a wardrobe, and a window with curtains.

2. Hampton Inn Winchester

Winchester

kelly

AED 447 total

includes taxes & fees

23 Nov - 24 Nov

A breakfast bar with a refrigerator, microwave, and coffee dispensers.

3. Best Western Winchester Hotel

Winchester

David

AED 346 total

includes taxes & fees

1 Dec - 2 Dec

A swimming pool with wooden walls and large windows offering views of greenery.

4. Baymont by Wyndham Winchester

Winchester

Ronald

AED 323 total

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a bed, a desk, a chair, a desk lamp, a window with curtains, an air conditioner, and a view of the outside.

5. Value Stay

Winchester

Ronald

AED 225 total

includes taxes & fees

16 Nov - 17 Nov

A two-story house with a porch and a front yard.

6. Charming Victorian Apartment | Downtown Winchester

Winchester

AED 1,480 total

includes taxes & fees

16 Nov - 17 Nov

A two-story wooden cabin with a balcony, surrounded by trees.

7. River Relaxation - Calm Riverfront Home in Winchester Kentucky

Winchester

Polly H.

AED 1,278 total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with a wooden ceiling, tiled walls, and a seating area with chairs and a table.

8. La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Lexington

Sheila

AED 372 total

includes taxes & fees

8 Nov - 9 Nov

A modern hotel with a prominent red and grey facade, multiple windows, and a well-lit entrance.

9. avid hotel Lexington - Hamburg Area by IHG

Lexington

Beth

AED 358 total

includes taxes & fees

10 Nov - 11 Nov

A Holiday Inn hotel with a modern facade, multiple floors, and a well-lit entrance.

10. Holiday Inn Lexington - Hamburg by IHG

Lexington

John

AED 345 total

includes taxes & fees

5 Dec - 6 Dec

View all properties

Top Winchester Hotel Reviews

Holiday Inn Express Lexington East - Winchester by IHG

Winchester

10/10 Excellent

Dennis

Hampton Inn Winchester

Winchester

10/10 Excellent

JDK

Best Western Winchester Hotel

Winchester

10/10 Excellent

Kimbery

Value Stay

Winchester

10/10 Excellent

This is a money saver motel. No frills, no bugs and no extras. The refrigerator, microwave and air conditioner and toilet were near new and functioning well. The carpet and sink are original from 1989 and in poor shape, the sink was draining very slowly but for the price of a clean room without bugs it wasn't an issue for us. The water saver shower head was annoying as could be but it's a hot shower and it was definitely clean so we lived with it. This isn't a vacation resort but if you're...

Crystal

Baymont by Wyndham Winchester

Winchester

10/10 Excellent

Rick

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Lexington

10/10 Excellent

karen

avid hotel Lexington - Hamburg Area by IHG

Lexington

10/10 Excellent

Very pleasantly surprised by the room minimal foot print. The design of the room was excellent. Modern yet retro look. W Paul’s Recommend getting a top floor room as the soundproofing is a bit off the mark. We traveled with our dog and there was a minor discrepancy in the pet fee at registration versus what the web site information available. Overall very pleased and we will certainly stay again at Avid.

Kimberly

A modern cafe with wooden furniture, a self-service beverage station, and a flat-screen TV on the wall.

Home2 Suites Lexington Keeneland Airport, KY

Beaumont Residential

10/10 Excellent

Monte

A large indoor swimming pool with a tiled floor, surrounded by large windows and a seating area with tables and chairs.

Holiday Inn Express Lexington - Horse Park Area by IHG

Lexington

10/10 Excellent

Trina

A modern kitchen with a long counter, bar stools, and hanging light fixtures.

Residence Inn by Marriott Lexington South/Hamburg Place

Liberty Area

10/10 Excellent

We had stayed in Residence Inns before, but this one had rooms arranged a little differently. At least ours was...kind of all one room arrangement. However it was very comfortable and functional. The room was nicely furnished and clean, as was the rest of the hotel. Breakfast was amazing for a free breakfast. I had to force myself not to be a piglet. The nearby neighborhood has a super selection of great restaurants and stores, very convenient. You could honestly walk there if you were so...

Suzann

An outdoor seating area with modern furniture, planters, and a building in the background.

Elwood Hotel & Suites

Lexington

10/10 Excellent

Cari

An outdoor seating area with a fire feature, yellow chairs, and a colorful sofa.

Home2 Suites by Hilton Lexington Hamburg

Lexington

10/10 Excellent

Debora

A modern kitchen with grey cabinets, a wooden dining table, and overhead lighting.

Homewood Suites Lexington-Hamburg

Lexington

10/10 Excellent

Charles

An outdoor seating area with wicker furniture and a fire pit, adjacent to a building with large windows and a brick facade.

TownePlace Suites by Marriott Lexington Keeneland/Airport

Beaumont Residential

10/10 Excellent

Cathy

An outdoor patio with a stone fire pit, seating, and string lights.

Staybridge Suites Lexington - University Area by IHG

Lexington

10/10 Excellent

Hope

Frequently Asked Questions

How many hotels that accept pets can I expect to find in Winchester?

Frolic with your furry friend at one of Expedia's 7 Winchester hotels that allow pets.

What's the best time of year to travel to Winchester with my pet?

When you travel with your pet, keeping tabs on the weather can help you make the trip more safe and fun for everyone. 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.

What is there to see and do with your pet in Winchester?

Known for its hiking trails and football, Winchester has lots to offer visitors. See the local sights and visit Bluegrass Heritage Museum and Cassell Creek Golf Course. While you're there, make sure you don't miss Winchester Opera House and Clark County Courthouse.

What's the best pet-friendly place to stay in Winchester?

Best Western Winchester Hotel is a top hotel for people traveling with their pets, and offers a seasonal outdoor pool and a computer station for its human guests. Other good choices to stay with your pet include Baymont by Wyndham Winchester and Hampton Inn Winchester.

Find Pet-friendly Hotels in Winchester, KY

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winchester pet-friendly hotels

1. Holiday Inn Express Lexington East - Winchester by IHG

2. Hampton Inn Winchester

3. Best Western Winchester Hotel

4. Baymont by Wyndham Winchester

5. Value Stay

6. Charming Victorian Apartment | Downtown Winchester

7. River Relaxation - Calm Riverfront Home in Winchester Kentucky

8. La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

9. avid hotel Lexington - Hamburg Area by IHG

10. Holiday Inn Lexington - Hamburg by IHG

Top Winchester Hotel Reviews

Holiday Inn Express Lexington East - Winchester by IHG

10/10 Excellent

Frequently Asked Questions

How many hotels that accept pets can I expect to find in Winchester?

What's the best time of year to travel to Winchester with my pet?

What is there to see and do with your pet in Winchester?

What's the best pet-friendly place to stay in Winchester?