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Check availability on Winchester Pet-Friendly Hotels

Our top choices for Winchester pet-friendly hotels

Suite, 1 King Bed, Hot Tub | Free WiFi, bed sheets

Value Stay

Value Stay
2.0 star property
Winchester
7.8 out of 10, Good, (135 reviews)
"Don't let the outside fool you. My room was super clean with brand new appliances..Fast and easy check in, staff was polite. If your looking for a cheap room just to lay your head down you can't go wrong here."
United States
Gary
The price is ฿1,826
฿2,013 total
includes taxes & fees
13 Apr - 14 Apr
Value Stay
Free daily full breakfast

Best Western Winchester Hotel

Best Western Winchester Hotel
2.5 star property
Winchester
8.4 out of 10, Very good, (1,001 reviews)
"Room was fine. Fairly clean. King size bed was old."
United States
Heather
The price is ฿2,891
฿3,187 total
includes taxes & fees
23 Apr - 24 Apr
Best Western Winchester Hotel
Indoor pool

Baymont by Wyndham Winchester

Baymont by Wyndham Winchester
2.5 star property
Winchester
7.2 out of 10, Good, (783 reviews)
"Great stay and the bed was extremely comfortable "
United States
Kasey
The price is ฿2,422
฿2,670 total
includes taxes & fees
13 Apr - 14 Apr
Baymont by Wyndham Winchester
Lobby

Hampton Inn Winchester

Hampton Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (461 reviews)
"Clean area all around. Second time staying there. I would stay again for sure. "
United States
Cody
The price is ฿3,835
฿4,228 total
includes taxes & fees
19 Apr - 20 Apr
Hampton Inn Winchester
Exterior

Red Roof Inn Winchester - Lexington East

Red Roof Inn Winchester - Lexington East
2.0 star property
Winchester
6.4 out of 10, (593 reviews)
"Great workers showed us plenty respect clean as a whistle would recommend to anybody"
United States
Kimberly
The price is ฿2,148
฿2,368 total
includes taxes & fees
18 Apr - 19 Apr
Red Roof Inn Winchester - Lexington East
Terrace/patio

Home2 Suites By Hilton Richmond, Ky

Home2 Suites By Hilton Richmond, Ky
3.0 star property
Richmond
9.6 out of 10, Exceptional, (208 reviews)
"Great place to stay close to everything "
United States
Jeannette
The price is ฿3,389
฿3,736 total
includes taxes & fees
19 Apr - 20 Apr
Home2 Suites By Hilton Richmond, Ky
Indoor pool, open 5:00 AM to 10:00 PM, pool loungers

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG
3.0 star property
Lexington
9.4 out of 10, Exceptional, (2,180 reviews)
"Great location and staff. "
United States
Melissa
The price is ฿3,140
฿3,644 total
includes taxes & fees
3 May - 4 May
Holiday Inn Express Lexington Horse Park Area by IHG
Snack bar

Tru By Hilton Lexington Hamburg

Tru By Hilton Lexington Hamburg
2.5 star property
Liberty Area
9.4 out of 10, Exceptional, (196 reviews)
"Great place to stay"
United States
Sharon
The price is ฿3,205
฿3,720 total
includes taxes & fees
19 Apr - 20 Apr
Tru By Hilton Lexington Hamburg
Cabin, 2 Bedrooms, Kitchen | Living area | 32-inch flat-screen TV with cable channels, TV

Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (1,846 reviews)
"What a great staff Very clean, friendly hotel Def will stay again"
United States
Loreli
The price is ฿3,343
฿3,685 total
includes taxes & fees
3 May - 4 May
Natural Bridge State Resort Park
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

Holiday Inn Express Lexington Horse Park Area by IHG

Holiday Inn Express Lexington Horse Park Area by IHG

10/10 Excellent
"We absolutely loved our stay here! Very clean the staff was amazing, and they were very accommodating with our small dog!"
Kurt 1-night trip
Posted 9 hours ago
Holiday Inn Express Lexington Horse Park Area by IHG

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 Best Western Winchester Hotel and Value Stay.
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 Winchester Traveling Trail. While you're there, make sure you don't miss Lykins Park and Winchester Opera House.