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.

Pet Friendly Hotels & Resorts in Winchester from AU$82

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Check availability on Winchester Pet Friendly Hotels

Next weekend
7 Aug - 9 Aug
In two weeks
14 Aug - 16 Aug

Our top choices for Winchester pet-friendly hotels

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

1. 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, (586 reviews)
"The highlight was the staff so very kind and accommodating"
United States
Kristina
The price is AU$166
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Lexington East - Winchester by IHG
Free daily full breakfast

2. Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,002 reviews)
"Good place to stay at"
United States
douglas
The price is AU$134
includes taxes & fees
16 Aug - 17 Aug
Best Western Winchester Hotel
Lobby

3. Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (477 reviews)
"Friendly staff"
United States
John
The price is AU$179
includes taxes & fees
16 Aug - 17 Aug
Hampton Inn Winchester
Indoor pool

4. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (831 reviews)
"Great beds and friendly staff"
United States
Tiffany
The price is AU$119
includes taxes & fees
2 Aug - 3 Aug
Baymont by Wyndham Winchester
Suite, 1 King Bed, Hot Tub

5. Value Stay

Value Stay
2.0 star property
Winchester
7.6 out of 10, Good, (165 reviews)
"It was an inexpensive stay and provided a basic but clean and comfortable room."
United States
Robert
The price is AU$93
includes taxes & fees
2 Aug - 3 Aug
Value Stay
Exterior

6. River Relaxation - Calm Riverfront Home in Winchester Kentucky

River Relaxation - Calm Riverfront Home in Winchester Kentucky
Winchester
7.8 out of 10, Good, (6 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.
The price is AU$619
includes taxes & fees
2 Aug - 3 Aug
River Relaxation - Calm Riverfront Home in Winchester Kentucky
Indoor pool, pool loungers

7. 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, (1,179 reviews)
"We loved staying there and we can’t wait for our next stay!!!"
United States
Lisa
The price is AU$149
includes taxes & fees
16 Aug - 17 Aug
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Lobby

8. Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
2.0 star property
Lexington
7.2 out of 10, Good, (1,000 reviews)
"Nothing fancy, butGood enoughfacility for the price"
United States
Ed
The price is AU$100
includes taxes & fees
9 Aug - 10 Aug
Days Inn Lexington SE/Hamburg
Snack bar

9. Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (249 reviews)
"Easy parking, friendly staff, great breakfast."
United States
nancy
The price is AU$137
includes taxes & fees
12 Aug - 13 Aug
Tru By Hilton Lexington Hamburg
Standard Room, 2 Queen Beds

10. Super 8 by Wyndham Richmond

Super 8 by Wyndham Richmond
2.0 star property
Richmond
7.8 out of 10, Good, (1,002 reviews)
"Comfortable bed."
Canada
Charles
The price is AU$82
includes taxes & fees
2 Aug - 3 Aug
Super 8 by Wyndham Richmond
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
"Nice clean rooms and great breakfast for a hotel."
Dillon 2-night trip
Posted 9 hours ago
Embassy Suites by Hilton Lexington/UK Coldstream

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 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 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 Wiseman Park. While you're there, make sure you don't miss Winchester Traveling Trail and Winchester Opera House.

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