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.

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Check availability on Winchester Pet friendly Hotels

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Winchester pet-friendly hotels

A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.
A lobby with two armchairs, a reception desk, and a chandelier.
A hotel room with a bed, two bedside tables, a desk, a chair, and a lamp.
A hotel room with a sofa, a desk, a chair, a lamp, and two abstract paintings on the walls.

1. Best Western Winchester Hotel

Best Western Winchester Hotel
Winchester
United States
Chris
S$141
includes taxes & fees
13 Oct - 14 Oct
Best Western Winchester Hotel
A hotel room with a large bed, a television, a desk with a chair, a wardrobe, and a window with curtains.
A reception desk with a 'Manager On Duty' sign, framed pictures on the wall, and a 'Welcome to Winchester' sign.
A hotel breakfast area with a checkered floor, wooden cabinets, a microwave, and various breakfast items.
A hotel room with a sofa, armchair, television, kitchenette, and patterned carpet.

2. Hampton Inn Winchester

Hampton Inn Winchester
Winchester
United States
Jacqueline
S$155
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 coffee station with two coffee machines and a variety of coffee pods and cups.
A modern kitchen area with a coffee machine, a fruit display, and a 'GOOD MORNING' sign on the wall.
A modern office space with two desks, chairs, and computers.

3. Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
Winchester
United States
Stephen
S$140
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Lexington East - Winchester by IHG
A swimming pool with wooden walls and large windows offering views of greenery.
A Baymont Inn & Suites reception area with a blue accent wall, a large window with a view of a pool, and a modern reception desk.
A hotel dining area with a coffee station, a clock, and large windows offering a view of the outside.
A hotel room with two beds, a sofa, a desk, and a window with blinds.

4. Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
Winchester
United States
Ronald
S$108
includes taxes & fees
1 Nov - 2 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 lobby with a patterned carpet, seating area with chairs and a sofa, a small table, and a reception desk.

5. Value Stay

Value Stay
Winchester
United States
Gayle
S$79
includes taxes & fees
9 Nov - 10 Nov
Value Stay
An indoor swimming pool with a wooden ceiling, tiled walls, and a seating area with chairs and a table.
A multi-story hotel with a prominent 'LaQuinta' sign, a covered entrance, and a parking lot.
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.

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

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
Lexington
United States
Sheila
S$130
includes taxes & fees
11 Oct - 12 Oct
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 modern cafe with a counter, seating area, and a TV screen.
A modern living room with a sofa set, a coffee table, and a flat-screen TV mounted on the wall.
A hotel room with two beds, a desk, and a chair.

7. avid hotel Lexington - Hamburg Area by IHG

avid hotel Lexington - Hamburg Area by IHG
Lexington
United States
Beth
S$138
includes taxes & fees
12 Oct - 13 Oct
avid hotel Lexington - Hamburg Area by IHG
A spacious lobby with a modern design, featuring a blue sofa, yellow armchairs, and a dining area with blue chairs.
An indoor swimming pool with clear water, a diving board, and sunlit windows.
A hotel room with a large bed, a wooden nightstand, a lamp, and a sofa with a cushion.
A spacious kitchen with wooden cabinets, a large island with bar stools, and a tiled backsplash.

8. Hyatt Place Lexington

Hyatt Place Lexington
Lexington
United States
Mark
S$128
includes taxes & fees
9 Nov - 10 Nov
Hyatt Place Lexington
A modern food court with a variety of food stalls, a coffee station, and a seating area with a view of the outside.
A modern hotel reception area with a curved counter, two monitors, and a view of the lobby.
A modern lounge area with seating, tables, and decorative lighting.
An outdoor seating area with two sofas, a round table, and a planter with flowers.

9. Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
Liberty Area
United States
Kristin
S$122
includes taxes & fees
8 Nov - 9 Nov
Tru By Hilton Lexington Hamburg
A hotel reception area with a reception desk, a large window, and a doormat with the hotel's logo.
A hotel bathroom with a sink, mirror, towel rack, and a visible toilet.
A desktop computer setup with a monitor, keyboard, and Canon printer on a black desk against a beige wall.
A hotel with a lobby, a parking lot, and a building with a brown roof.

10. Days Inn Lexington SE/Hamburg

Days Inn Lexington SE/Hamburg
Lexington
United States
Mohammed
S$90
includes taxes & fees
18 Oct - 19 Oct
Days Inn Lexington SE/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
"Great property! Beautiful setting!"
Lillian 2-night trip
Posted 5 hours ago
Embassy Suites by Hilton Lexington/UK Coldstream
Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

10/10 Excellent
"Nice clean and comfortable"
Charyl 1-night trip
Posted 21 hours ago
Quality Inn Lexington -Horse Park
Natural Bridge State Resort Park

Natural Bridge State Resort Park

10/10 Excellent
"Staff was friendly. Enjoyed the restaurant and Trails End Lounge. Great location for many trails and Skylift as well as Restaurants nearby. Nice view from balcony; peaceful."
Ellen 2-night trip
Posted 1 day ago
Natural Bridge State Resort Park
Marriott Lexington Griffin Gate Golf Resort & Spa

Marriott Lexington Griffin Gate Golf Resort & Spa

10/10 Excellent
"It was nice stay"
IRFAN 2-night trip
Posted 2 days ago
Marriott Lexington Griffin Gate Golf Resort & Spa

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.

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