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Pet-Friendly Hotels in Winchester

Mon 17 Nov
Thu 20 Nov
November 2025
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December 2025

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16 Nov - 17 Nov
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21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov

Pet-Friendly Hotels in Winchester

Hampton Inn Winchester

Winchester
£68
includes taxes & fees
26 Nov - 27 Nov
Hampton Inn Winchester

Best Western Winchester Hotel

Winchester
£68
includes taxes & fees
23 Nov - 24 Nov
Best Western Winchester Hotel

Red Roof Inn Winchester - Lexington East

Winchester
£52
includes taxes & fees
19 Nov - 20 Nov
Red Roof Inn Winchester - Lexington East

Value Stay

Winchester
£49
includes taxes & fees
1 Dec - 2 Dec
Value Stay

Baymont by Wyndham Winchester

Winchester
£67
includes taxes & fees
23 Nov - 24 Nov
Baymont by Wyndham Winchester

Everhome Suites Lexington - Horse Park

Lexington
£75
includes taxes & fees
17 Nov - 18 Nov
Everhome Suites Lexington - Horse Park

Hampton Inn Nicholasville Brannon Crossing

Nicholasville
£76
includes taxes & fees
29 Nov - 30 Nov
Hampton Inn Nicholasville Brannon Crossing

Natural Bridge State Resort Park

Slade
Natural Bridge State Resort Park

Home2 Suites By Hilton Richmond, Ky

Richmond
£86
includes taxes & fees
30 Nov - 1 Dec
Home2 Suites By Hilton Richmond, Ky

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Lexington
£74
includes taxes & fees
27 Nov - 28 Nov
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

Hampton Inn I-75 Lexington/Hamburg Area

Lexington
£63
includes taxes & fees
1 Dec - 2 Dec
Hampton Inn I-75 Lexington/Hamburg Area

avid hotel Lexington - Hamburg Area by IHG

Lexington
£69
includes taxes & fees
23 Nov - 24 Nov
avid hotel Lexington - Hamburg Area by IHG

Quality Inn Richmond

Richmond
£80
includes taxes & fees
23 Nov - 24 Nov
Quality Inn Richmond

Country Inn & Suites by Radisson, Georgetown, KY

Georgetown
£73
includes taxes & fees
9 Dec - 10 Dec
Country Inn & Suites by Radisson, Georgetown, KY

GLō Best Western Lexington

Lexington
£79
includes taxes & fees
17 Nov - 18 Nov
GLō Best Western Lexington

Tru by Hilton Richmond

Richmond
£84
includes taxes & fees
23 Nov - 24 Nov
Tru by Hilton Richmond

Springhill Suites by Marriott Lexington Fritz Farm

Lexington
£97
includes taxes & fees
23 Nov - 24 Nov
Springhill Suites by Marriott Lexington Fritz Farm

Quality Inn Lexington -Horse Park

Lexington
£58
includes taxes & fees
30 Nov - 1 Dec
Quality Inn Lexington -Horse Park

Home2 Suites Lexington Keeneland Airport, KY

Beaumont Residential
£76
includes taxes & fees
9 Dec - 10 Dec
Home2 Suites Lexington Keeneland Airport, KY

Fairfield Inn & Suites by Marriott Lexington North

Lexington
£67
includes taxes & fees
23 Nov - 24 Nov
Fairfield Inn & Suites by Marriott Lexington North
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Top landmarks in Winchester

Clark Regional Medical Center

Clark Regional Medical Center

Clark Regional Medical Center is a hospital located 1.2 mi (1.9 km) from central Winchester. There are restaurants and coffee shops in the nearby area if you need to find somewhere to eat.

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Cassell Creek Golf Course

Cassell Creek Golf Course

You might want to practise your swing at Cassell Creek Golf Course, a golf course located 4.1 mi (6.6 km) from central Winchester. If Cassell Creek Golf Course doesn't quite scratch your golfing itch, Southwind Golf Course is also nearby.

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Bluegrass Heritage Museum

Bluegrass Heritage Museum

The centre of Winchester is home to cultural attractions such as Bluegrass Heritage Museum, so you might want to stop by during your stay. If you want to experience more of the culture Winchester has to offer, head to Clark Regional Medical Center, Wiseman Park, and Lykins Park.

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Southwind Golf Course

Southwind Golf Course

Enjoy a round of golf in Winchester at Southwind Golf Course. While in this family-friendly area, you can savour the top-notch restaurants.

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Winchester Opera House

Winchester Opera House

You can learn about the history of Winchester when you stop by Winchester Opera House. You can enjoy the restaurants while in the area.

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Wiseman Park

Wiseman Park

Explore the great outdoors at Wiseman Park, a lovely green space in Winchester. You can enjoy the restaurants while in the area.

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Frequently asked questions

What are the best pet-friendly hotels in Winchester?
With a swimming pool, laundry services and a warm welcome for your furry friend, Hampton Inn Winchester is a hit with travellers. Best Western Winchester Hotel is another popular pet-friendly hotel in Winchester. Want more options that'll greet your pup with open arms? Apply the "Pet friendly" filter during your search on Hotels.com.
What are the cheapest pet-friendly hotels in Winchester?
Book a cheap pet-friendly hotel in Winchester from £58 and you won't have to hire a dog sitter. Hampton Inn Winchester is an affordable option that features a swimming pool and express check-out services. Or get comfy at Best Western Winchester Hotel with your best friend in tow.
What is the best time to stay in a pet-friendly hotel in Winchester?
If you want to visit when it's less crowded, go in January. You could snag some amazing deals on pet-friendly hotels in Winchester around that time. The warmest weather is in July, with temperatures ranging from 19ºC to 30ºC. It's typically coolest in January, averaging between -3ºC and 3ºC.
What are the closest pet-friendly hotels to Bluegrass Heritage Museum?
With a swimming pool and an outdoor seasonal pool, Hampton Inn Winchester is a pet-friendly option that's nearby. Best Western Winchester Hotel is a short drive from Bluegrass Heritage Museum too. Unwind with your best bud after a day of exploring at either of these pet-friendly hotels in Winchester.
What pet-friendly hotels in Winchester have a pool?
With access to a pool, express check-out services and soundproofed rooms, Hampton Inn Winchester makes waves with guests and their furry family members. Best Western Winchester Hotel promises a good time too. Dip a toe or dive right in at this Winchester pet-friendly hotel with a pool.
What are the closest pet-friendly hotels to Blue Grass Airport (LEX)?
Around 5 km (3 miles) southeast of Blue Grass Airport (LEX), TownePlace Suites by Marriott Lexington Keeneland/Airport is a great choice. Let your best pal tag along for the adventure and take advantage of an electric car charging station and a swimming pool here. Residence Inn Lexington Keeneland/Airport is another pet-friendly hotel in Winchester or nearby that's close to the airport.
Are there any pet-friendly hotels in Winchester with parking?
There are 1,172 Winchester pet-friendly hotels with parking to select from. Get comfy at Hampton Inn Winchester, which comes with a swimming pool and an outdoor seasonal pool. You'll find parking at Best Western Winchester Hotel too, making travelling with pets even easier.

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