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.

Cat & Dog 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

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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.
A hotel room with a sofa, armchair, television, kitchenette, and patterned carpet.
A hotel breakfast area with a checkered floor, wooden cabinets, a microwave, and various breakfast items.
A store interior with shelves stocked with snacks and treats, a chalkboard sign reading 'Local Flavor,' and a 'Treats' sign on the wall.

1. Hampton Inn Winchester

Hampton Inn Winchester
Winchester
United States
Jacqueline
RM448
RM494 total
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn 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.
A modern office space with two desks, chairs, and computers.
A Holiday Inn Express building with a modern design, featuring a large entrance and a well-lit facade.
A coffee station with two coffee machines and a variety of coffee pods and cups.

2. Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
Winchester
United States
Stephen
RM400
RM441 total
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Lexington East - Winchester by IHG
A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.
A hotel room with a sofa, a desk, a chair, a lamp, and two abstract paintings on the walls.
A hotel with a modern design, featuring a large building with multiple balconies and a well-maintained lawn.
A lobby with two armchairs, a reception desk, and a chandelier.

3. Best Western Winchester Hotel

Best Western Winchester Hotel
Winchester
United States
David
RM407
RM449 total
includes taxes & fees
20 Oct - 21 Oct
Best Western Winchester Hotel
A swimming pool with wooden walls and large windows offering views of greenery.
A hotel room with two beds, a sofa, a desk, and a window with blinds.
A modern lobby with a sofa, armchair, and a coffee table. A flat-screen TV is mounted on the wall, and there is a window with a view of a tree and building.
A hotel dining area with a coffee station, a clock, and large windows offering a view of the outside.

4. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
Winchester
United States
Ronald
RM309
RM340 total
includes taxes & fees
16 Nov - 17 Nov
Baymont by Wyndham Winchester
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.
A reception area with a counter, a red door, and a 'No Smoking' sign.
Reception
A ValueStay hotel entrance with a clear sign, a covered walkway, and a parking lot.

5. Value Stay

Value Stay
Winchester
United States
Gayle
RM241
RM265 total
includes taxes & fees
12 Nov - 13 Nov
Value Stay
An indoor swimming pool with a wooden ceiling, tiled walls, and a seating area with chairs and a table.
A reception area with a mural of a countryside landscape, a counter, and refrigerated display cases with snacks.
A lobby with a sofa, armchairs, a fireplace, a TV, and a patterned rug.
A multi-story hotel with a prominent 'LaQuinta' sign, a covered entrance, and a parking lot.

6. La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Lexington
United States
Sheila
RM356
RM413 total
includes taxes & fees
8 Nov - 9 Nov
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
A modern hotel with a prominent red and grey facade, multiple windows, and a well-lit entrance.
A hotel room with two beds, a desk, and a chair.
A modern hotel lobby with a reception desk, seating area, and a large screen.
A modern cafe with a counter, seating area, and a TV screen.

7. avid hotel Lexington - Hamburg Area by IHG

avid hotel Lexington - Hamburg Area by IHG
Lexington
United States
Beth
RM371
RM431 total
includes taxes & fees
16 Nov - 17 Nov
avid hotel Lexington - Hamburg Area by IHG
An outdoor seating area with a fire feature, yellow chairs, and a colorful sofa.
A hotel room with a bed, a sofa, a desk, a chair, a TV, and a window with curtains.
A modern lounge area with a green sofa, wooden tables, and chairs.
A modern indoor space with a green sofa, dining tables, chairs, and a bar area with a view.

8. Home2 Suites by Hilton Lexington Hamburg

Home2 Suites by Hilton Lexington Hamburg
Lexington
United States
Barb
RM430
RM499 total
includes taxes & fees
9 Nov - 10 Nov
Home2 Suites by Hilton Lexington Hamburg
A swimming pool with lounge chairs and a pergola, surrounded by a fence and greenery.
A hotel with a central entrance, multiple floors, and a flagpole.
A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a flat-screen TV mounted on the wall.
An outdoor patio area with wicker furniture, a fire pit, and a covered seating area.

9. Homewood Suites Lexington-Hamburg

Homewood Suites Lexington-Hamburg
Lexington
United States
Sharon
RM448
RM520 total
includes taxes & fees
9 Nov - 10 Nov
Homewood Suites Lexington-Hamburg
A gym with exercise equipment, a television, and a window with a view of buildings.
A modern lounge area with seating, tables, and decorative lighting.
A modern food court with a variety of food stalls, a coffee station, and a seating area with a view of the outside.
An outdoor seating area with two sofas, a round table, and a planter with flowers.

10. Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
Liberty Area
United States
Kristin
RM334
RM388 total
includes taxes & fees
9 Nov - 10 Nov
Tru By Hilton Lexington Hamburg
View all properties

Top Winchester Hotel Reviews

Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent
"It was great! Updated hotel, friendly staff and guests and good breakfast."
Ryan 1-night trip
Posted 12 hours ago
Embassy Suites by Hilton Lexington/UK Coldstream
Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North

8/10 Good
"Friendly staff, nice amenities, great breakfast. Rooms somewhat rundown, but overall a great stay."
Barbara J 1-night trip
Posted 12 hours ago
Fairfield Inn & Suites by Marriott Lexington North
Natural Bridge State Resort Park

Natural Bridge State Resort Park

10/10 Excellent
"If you like a cottage in the woods surrounded by colorful fall leaves, this is the place. Very quiet and peaceful, close to Natural Bridge Park snd Red River Gorge."
Lyle 2-night trip
Posted 13 hours ago
Natural Bridge State Resort Park
Embassy Suites by Hilton Lexington Green

Embassy Suites by Hilton Lexington Green

10/10 Excellent
"Room clean and breakfast very good"
Randy 2-night trip
Posted 16 hours ago
Embassy Suites by Hilton Lexington Green
Motel 6 Lexington I-75 Hamburg

Motel 6 Lexington I-75 Hamburg

10/10 Excellent
"Me gustó q es una Pajina. Segura. No gusto q la segunda abitacion q reservé la foto está. Publicada ala oria de la playa. Y cuando llegue al hotel. No era así como se visualice estaba la la playa lejos"
Eswin 1-night trip
Posted 20 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.

Explore a world of travel with Expedia