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.

Search Pet-Friendly Hotels in Winchester

  • 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

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

Our top choices for Winchester pet-friendly hotels

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

1. 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 ₹9,605
₹10,588 total
includes taxes & fees
26 Nov - 27 Nov
Hampton Inn Winchester
A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.

2. Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,002 reviews)
"They have a really good Breakfast..."
United States
David
The price is ₹8,118
₹8,949 total
includes taxes & fees
1 Dec - 2 Dec
Best Western Winchester Hotel
A swimming pool with wooden walls and large windows offering views of greenery.

3. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.4 out of 10, Good, (864 reviews)
"Room was clean beds were comfortable"
United States
Ronald
The price is ₹7,577
₹8,353 total
includes taxes & fees
8 Nov - 9 Nov
Baymont by Wyndham Winchester
A hotel room with a large bed, a desk with a chair, a window with a view of the outside, and a wall-mounted TV.

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, (614 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 ₹11,300
₹12,457 total
includes taxes & fees
19 Nov - 20 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, (193 reviews)
"Well worth the money"
United States
Ronald
The price is ₹5,322
₹5,867 total
includes taxes & fees
13 Nov - 14 Nov
Value Stay
An indoor swimming pool with tiled flooring, orange walls, and potted plants.

6. Comfort Inn Winchester

Comfort Inn Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (397 reviews)
"Pool was closed other than that overall good hotel"
United States
james
The price is ₹7,252
₹7,994 total
includes taxes & fees
28 Nov - 29 Nov
Comfort Inn Winchester
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

Motel 6 Lexington I-75 Hamburg

Motel 6 Lexington I-75 Hamburg

10/10 Excellent
"The rooms were very spacious, clean and comfortable. The staff was friendly and great help."
Mary 1-night trip
Posted 19 hours ago
Motel 6 Lexington I-75 Hamburg

Frequently asked questions

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.
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.