MAY 9, 2023 - WINCHESTER, KENTUCKY - aerial view of historic small town of Winchester with Town Clocktower and historic storefronts and buildings

Pet Friendly Hotels & Resorts in Winchester from NZ$123

  • 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 availability on Winchester Pet Friendly Hotels

Our top choices for Winchester pet-friendly hotels

Free daily full breakfast

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,000 reviews)
"The hotel represents excellent value for money. Everything is very clean and the staff very helpful."
United Kingdom
Roy
The price is NZ$180
includes taxes & fees
10 June - 11 June
Best Western Winchester Hotel
Suite, 1 King Bed, Hot Tub

Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (156 reviews)
"The pool was very nice "
United States
Todd
The price is NZ$123
includes taxes & fees
10 June - 11 June
Value Stay
Free daily buffet breakfast

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (468 reviews)
"Room was nice, hotel is quiet, and breakfast was clean and organized."
United States
Andrew
The price is NZ$255
includes taxes & fees
6 July - 7 July
Hampton Inn Winchester
Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (807 reviews)
"Great beds and friendly staff"
United States
Tiffany
The price is NZ$160
includes taxes & fees
1 July - 2 July
Baymont by Wyndham Winchester
Indoor pool, open 5:00 AM to 10:00 PM, pool loungers

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG
3.0 star property
Lexington
9.4 out of 10, Exceptional, (2,188 reviews)
"Hotel staff were great, the rooms were clean And the price was reasonable. Would definitely stay again."
United States
Terry
The price is NZ$186
includes taxes & fees
3 July - 4 July
Holiday Inn Express Lexington Horse Park Area by IHG
Desk, iron/ironing board, free WiFi, bed sheets

Super 8 by Wyndham Georgetown

Super 8 by Wyndham Georgetown
2.0 star property
Georgetown
8.4 out of 10, Very good, (1,006 reviews)
"Great time very clean"
United States
Alyssa
The price is NZ$129
includes taxes & fees
11 June - 12 June
Super 8 by Wyndham Georgetown
Cabin, 2 Bedrooms, Kitchen | Living area

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,919 reviews)
"Great place to stay, they have a place to eat, trails to walk and lots of nice people around."
United States
Coty jay
The price is NZ$216
includes taxes & fees
14 June - 15 June
Natural Bridge State Resort Park
Terrace/patio

Briar Patch Cabin RRG: Firepit, Sunset, WIFI

Briar Patch Cabin RRG: Firepit, Sunset, WIFI
Stanton
10.0 out of 10, Exceptional, (46 reviews)
"The cabin was beautiful. We had a peaceful stay with everything we needed."
United States
Jennifer B.
The price is NZ$366
includes taxes & fees
10 June - 11 June
Briar Patch Cabin RRG: Firepit, Sunset, WIFI
Property grounds

Quaint, heavily forested cabin, mountain valley view.

Quaint, heavily forested cabin, mountain valley view.
Slade
8.2 out of 10, Very good, (33 reviews)
"Beautiful little cabin"
United States
Ryan W.
The price is NZ$358
includes taxes & fees
10 June - 11 June
Quaint, heavily forested cabin, mountain valley view.
Outdoor dining

Secluded cabin in Red River Gorge with a Hot Tub and wi-fi

Secluded cabin in Red River Gorge with a Hot Tub and wi-fi
Stanton
8.6 out of 10, Excellent, (61 reviews)
"Very cozy and an amazing stay!"
United States
Sam P.
Secluded cabin in Red River Gorge with a Hot Tub and wi-fi
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

Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

2/10 Terrible
"They switched the price to three hundred a night. Double charged my card. The front desk was very rude when I Questioned it and the manager still has not called me back. Will be contacting the attorney general office and the BBB."
Tiffany 2-night trip
Posted 5 hours ago
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Frequently asked questions

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. Two other good options for you and your pet include Value Stay and Best Western Winchester Hotel.
How many dog-friendly hotels can I expect to find in Winchester?
Stay with your furry friend at one of Expedia's 5 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 Community Park. While you're there, make sure you don't miss The Holler and Wiseman Park.