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Find Pet-friendly Hotels in Winchester, KY

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Check availability on Winchester Pet-friendly Hotels

Our top choices for Winchester pet-friendly hotels

Seasonal outdoor pool
Best Western Winchester Hotel

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very Good, (1000)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
The price is AED 265
AED 292 total
includes taxes & fees
18 Dec - 19 Dec
Best Western Winchester Hotel
Exterior
Value Stay

Value Stay

Value Stay
2.0 star property
Winchester
7.8 out of 10, Good, (125)
"Awesome rooms and service"
United States
Brandon
The price is AED 246
AED 271 total
includes taxes & fees
15 Dec - 16 Dec
Value Stay
Suite, 1 King Bed, Non Smoking | Select Comfort beds, in-room safe, desk, laptop workspace
Hampton Inn Winchester

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (451)
"Would stay there again"
United States
Patricia
The price is AED 400
AED 441 total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn Winchester
Lobby
Baymont by Wyndham Winchester

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (771)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
The price is AED 293
AED 323 total
includes taxes & fees
21 Dec - 22 Dec
Baymont by Wyndham Winchester
Exterior
Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East
2.0 star property
Winchester
6.4 out of 10, (587)
"Great stay"
United States
Walter
The price is AED 229
AED 252 total
includes taxes & fees
17 Dec - 18 Dec
Red Roof Inn Winchester - Lexington East
Interior
River Relaxation - Calm Riverfront Home in Winchester Kentucky

River Relaxation - Calm Riverfront Home in Winchester Kentucky

River Relaxation - Calm Riverfront Home in Winchester Kentucky
Winchester
7.0 out of 10, Good, (4)
"We loved the house, the hosts were great and super communicative! The house is also close to Lexington and Winchester so we had plenty to do and places to eat out! "
United States
Maeve R.
River Relaxation - Calm Riverfront Home in Winchester Kentucky
Property amenity
Everhome Suites Lexington - Horse Park

Everhome Suites Lexington - Horse Park

Everhome Suites Lexington - Horse Park
2.5 star property
Lexington
9.2 out of 10, Wonderful, (410)
"Great place to stay!"
United States
Kristin
The price is AED 294
AED 341 total
includes taxes & fees
15 Dec - 16 Dec
Everhome Suites Lexington - Horse Park
Exterior
Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY

Country Inn & Suites by Radisson, Georgetown, KY
3.0 star property
Georgetown
9.0 out of 10, Wonderful, (1001)
"Room was very clean and staff very courteous. Great stay."
United States
Doug
The price is AED 294
AED 324 total
includes taxes & fees
13 Jan - 14 January 2026
Country Inn & Suites by Radisson, Georgetown, KY
Exterior
Quality Inn Richmond

Quality Inn Richmond

Quality Inn Richmond
2.5 star property
Richmond
9.0 out of 10, Wonderful, (1003)
"The room was clean, staff so kind"
United States
Flor
The price is AED 345
AED 381 total
includes taxes & fees
19 Dec - 20 Dec
Quality Inn Richmond
View from room
Natural Bridge State Resort Park

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1785)
"Front desk staff was super nice, room was perfect as we were hiking and needed a place to relax and get some sleep! "
United States
Kathy
Natural Bridge State Resort Park
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.
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Top Winchester Hotel Reviews

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent
"The staff was wonderful. The building was undergoing renovations but still clean. Room clean and very nice set up. The one thing not so good was the weak coffee."
Laura 1-night trip
Posted 4 days ago
Embassy Suites by Hilton Lexington/UK Coldstream

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Frequently asked questions

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 Hampton Inn Winchester and Baymont by Wyndham Winchester.
How many hotels that accept pets can I expect to find in Winchester?
Frolic with your furry friend at one of Expedia's 6 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.