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
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Winchester pet-friendly hotels

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 kitchen area with a coffee machine, a fruit display, and a 'GOOD MORNING' sign on the wall.
A Holiday Inn Express building with a modern design, featuring a large entrance and a well-lit facade.
A modern office space with two desks, chairs, and computers.

1. Holiday Inn Express Lexington East - Winchester by IHG

Holiday Inn Express Lexington East - Winchester by IHG
Winchester
United States
Stephen
₩141,881
₩156,409 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Express Lexington East - Winchester by IHG
A hotel room with a large bed, a television, a desk with a chair, a wardrobe, and a window with curtains.
A store interior with shelves stocked with snacks and treats, a chalkboard sign reading 'Local Flavor,' and a 'Treats' sign on the wall.
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
₩158,144
₩174,339 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Winchester
A restaurant with a counter, tables, chairs, and a kitchen area with appliances and food items.
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.
A hotel with a modern design, featuring a large building with multiple balconies and a well-maintained lawn.

3. Best Western Winchester Hotel

Best Western Winchester Hotel
Winchester
United States
Chris
₩133,502
₩147,172 total
includes taxes & fees
Oct 11 - Oct 12
Best Western Winchester Hotel
A swimming pool with wooden walls and large windows offering views of greenery.
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 room with two beds, a sofa, a desk, and a window with blinds.
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
₩102,395
₩112,889 total
includes taxes & fees
Nov 1 - Nov 2
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 lobby with a patterned carpet, seating area with chairs and a sofa, a small table, and a reception desk.
A ValueStay hotel entrance with a clear sign, a covered walkway, and a parking lot.
A reception area with a counter, a red door, and a 'No Smoking' sign.

5. Value Stay

Value Stay
Winchester
United States
Gayle
₩78,972
₩87,057 total
includes taxes & fees
Oct 19 - Oct 20
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
Brittany
₩121,094
₩140,554 total
includes taxes & fees
Oct 18 - Oct 19
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 living room with a sofa set, a coffee table, and a flat-screen TV mounted on the wall.
A modern hotel lobby with a reception desk, seating area, and a large screen.

7. avid hotel Lexington - Hamburg Area by IHG

avid hotel Lexington - Hamburg Area by IHG
Lexington
United States
Beth
₩124,481
₩144,486 total
includes taxes & fees
Oct 12 - Oct 13
avid hotel Lexington - Hamburg Area by IHG
A restaurant with booths and tables, a stone pillar, and a TV screen.
A bar area with a marble wall, shelves of liquor bottles, and a display case with pastries.
A hotel room with a bed, desk, chair, and a window with a view of buildings.
A hotel room with a bed, bedside tables, a desk, a chair, and a window with a view.

8. Holiday Inn Lexington - Hamburg by IHG

Holiday Inn Lexington - Hamburg by IHG
Lexington
United States
John
₩131,173
₩152,252 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Lexington - Hamburg by IHG
A spacious kitchen with granite countertops, wooden bar stools, and a large island.
A hotel entrance with a modern design, featuring a prominent logo above the entrance, a covered walkway, and potted plants at the entrance.
An outdoor patio area with wicker furniture, a central fire feature, and large windows.
A spacious room with a large wooden table, blue patterned chairs, a fireplace, and large windows offering views of the outdoors.

9. Hilton Garden Inn Lexington Hamburg

Hilton Garden Inn Lexington Hamburg
Liberty Area
United States
Michael
₩135,389
₩157,145 total
includes taxes & fees
Nov 2 - Nov 3
Hilton Garden Inn Lexington Hamburg
A large indoor swimming pool with a tiled floor, surrounded by large windows and a seating area with tables and chairs.
A modern dining area with a central white table surrounded by blue chairs, a flat-screen TV mounted on the wall, and large windows offering a view of the outside.
A hotel room with two beds, a desk, a chair, and a large window with a view of trees.
A modern hotel lobby with a long communal table, blue and orange seating, a coffee station, and a large wooden door.

10. Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG
Lexington
United States
Anand
₩124,481
₩144,485 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Express Lexington - Horse Park Area by IHG
View all properties

Top Winchester Hotel Reviews

Quality Inn Lexington -Horse Park

Quality Inn Lexington -Horse Park

8/10 Good
"Great location and comfortable beds. Bathroom needed maintenance"
Alanna 1-night trip
Posted 23 hours ago
Quality Inn Lexington -Horse Park
Holiday Inn Express Lexington - Horse Park Area by IHG

Holiday Inn Express Lexington - Horse Park Area by IHG

10/10 Excellent
"👍"
Donald 1-night trip
Posted 1 day ago
Holiday Inn Express Lexington - Horse Park Area by IHG
Embassy Suites by Hilton Lexington/UK Coldstream

Embassy Suites by Hilton Lexington/UK Coldstream

10/10 Excellent
"Great stay- spacious rooms. Clean and well stocked hot breakfast!"
Heather 1-night trip
Posted 2 days ago
Embassy Suites by Hilton Lexington/UK Coldstream
Natural Bridge State Resort Park

Natural Bridge State Resort Park

10/10 Excellent
"Close to multiple trails and restaurants."
Curtis 2-night trip
Posted 2 days ago
Natural Bridge State Resort Park
Fairfield Inn & Suites by Marriott Lexington North

Fairfield Inn & Suites by Marriott Lexington North

8/10 Good
"Good stay room was clean an comfortable front desk staff were friendly and very accommodating"
Dave 1-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Lexington North

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 Baymont by Wyndham Winchester and Hampton Inn Winchester.
How many hotels that accept pets can I expect to find in Winchester?
Frolic 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 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.

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