Winchester Hotel Guide - Pet Friendly Hotels in Winchester, Kentucky

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
11 Nov - 12 Nov
Tomorrow
12 Nov - 13 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Winchester pet-friendly hotels

A hotel room with a bed, two bedside tables, a desk, a chair, and a lamp.

1. Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,000 reviews)
"They have a really good Breakfast..."
United States
David
The price is €84
includes taxes & fees
1 Dec - 2 Dec
Best Western Winchester Hotel
A swimming pool with wooden walls and large windows offering views of greenery.

2. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.4 out of 10, Good, (867 reviews)
"Room was clean beds were comfortable"
United States
Ronald
The price is €78
includes taxes & fees
19 Nov - 20 Nov
Baymont by Wyndham Winchester
A hotel room with a large bed, a television, a desk with a chair, a wardrobe, and a window with curtains.

3. Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (487 reviews)
"Close to Red River Gorge hiking."
United States
kelly
The price is €109
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn Winchester
A Holiday Inn Express building with a covered entrance, stone pillars, and potted plants.

4. Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
2.5 star property
Winchester
9.4 out of 10, Exceptional, (616 reviews)
"This is one of the nicest and cleanest Holiday Inns I’ve ever been to. Very friendly staff too."
United States
Stephen
The price is €112
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Express Lexington East - Winchester by IHG
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

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (201 reviews)
"Room was clean"
United States
Kristie
The price is €58
includes taxes & fees
14 Nov - 15 Nov
Value Stay
A two-story house with a porch and a front yard.

6. Charming Victorian Apartment | Downtown Winchester

Charming Victorian Apartment | Downtown Winchester
Winchester
Charming Victorian Apartment | Downtown Winchester
A wooden deck with a metal railing overlooking a grassy area with trees.

7. River Relaxation - Calm Riverfront Home in Winchester Kentucky

River Relaxation - Calm Riverfront Home in Winchester Kentucky
Winchester
8.0 out of 10, Very good, (8 reviews)
"Good communication, great location and peaceful! Back deck to River does need a little work but it was overall a good stay! "
United States
Polly H.
River Relaxation - Calm Riverfront Home in Winchester Kentucky
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

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
3.0 star property
Lexington
9.0 out of 10, Wonderful, (1,182 reviews)
"Comfy beds, clean, quiet, good breakfast."
United States
Sheila
The price is €90
includes taxes & fees
15 Nov - 16 Nov
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
A hotel room with two beds, a TV, a desk with a chair, a window with curtains, and a door.

9. Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,009 reviews)
"Our room was great! It was clean, and the sheets were amazing! The beds were comfortable and we slept great."
United States
Michele
The price is €54
includes taxes & fees
10 Dec - 11 Dec
Days Inn Lexington SE/Hamburg
A modern hotel reception area with a curved counter, two monitors, and a view of the lobby.

10. Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (308 reviews)
"Very clean room, and super friendly staff."
United States
Nicholas
The price is €84
includes taxes & fees
7 Dec - 8 Dec
Tru By Hilton Lexington Hamburg
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.
View all properties

Frequently Asked Questions

How many dog-friendly hotels can I expect to find in Winchester?

Stay 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 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.

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 dog-friendly accommodation option in Winchester?

Best Western Winchester Hotel is a top hotel for people travelling with their pets, and offers a seasonal outdoor pool and a computer station for its human guests. Two other good options for you and your pet include Baymont by Wyndham Winchester and Hampton Inn Winchester.

Explore a world of travel with Expedia