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Find pet-friendly hotels in Winchester, KY from $69

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Top Winchester Pet-friendly Hotels

Country Inn & Suites by Radisson, Georgetown, KY

3.0 star property
Georgetown
9.0 out of 10, Wonderful, (1001)
"Room was very clean and staff very courteous. Great stay."
United States
Doug
$79 nightly
The price is $87
Jan 4 - Jan 5, 2026
Total with taxes and fees
Country Inn & Suites by Radisson, Georgetown, KY

Staybridge Suites Lexington S Medical Ctr Area by IHG

3.0 star property
Lexington
9.6 out of 10, Exceptional, (482)
"Room was great and the hotel looks new. Would stay again "
United States
Jason
$90 nightly
The price is $105
Dec 14 - Dec 15
Total with taxes and fees
Staybridge Suites Lexington S Medical Ctr Area by IHG

Quality Inn Richmond

2.5 star property
Richmond
9.0 out of 10, Wonderful, (1025)
"The room was clean, staff so kind"
United States
Flor
$99 nightly
The price is $109
Dec 6 - Dec 7
Total with taxes and fees
Quality Inn Richmond

Best Western Winchester Hotel

2.5 star property
Winchester
8.4 out of 10, Very Good, (1001)
"Clean room, friendly and fast check in service and had a great nights sleep "
United States
Cynthia
$89 nightly
The price is $98
Dec 9 - Dec 10
Total with taxes and fees
Best Western Winchester Hotel

Hampton Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (449)
"Would stay there again"
United States
Patricia
$106 nightly
The price is $117
Dec 28 - Dec 29
Total with taxes and fees
Hampton Inn Winchester

Baymont by Wyndham Winchester

2.5 star property
Winchester
7.2 out of 10, Good, (770)
"The room was all that we expected very good. Staff was very friendly."
United States
LEROY
$71 nightly
The price is $79
Dec 7 - Dec 8
Total with taxes and fees
Baymont by Wyndham Winchester

Value Stay

2.0 star property
Winchester
7.8 out of 10, Good, (124)
"Awesome rooms and service"
United States
Brandon
$63 nightly
The price is $69
Dec 5 - Dec 6
Total with taxes and fees
Value Stay

Red Roof Inn Winchester - Lexington East

2.0 star property
Winchester
6.4 out of 10, (585)
"Great stay"
United States
Walter
$62 nightly
The price is $69
Dec 8 - Dec 9
Total with taxes and fees
Red Roof Inn Winchester - Lexington East

Natural Bridge State Resort Park

3.5 star property
Slade
8.6 out of 10, Excellent, (1783)
"Front desk staff was super nice, room was perfect as we were hiking and needed a place to relax and get some sleep! "
United States
Kathy
$86 nightly
The price is $95
Dec 6 - Dec 7
Total with taxes and fees
Natural Bridge State Resort Park

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

3.0 star property
Lexington
8.8 out of 10, Excellent, (1228)
"Had a wonderful stay"
United States
Tara
$87 nightly
The price is $101
Dec 7 - Dec 8
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
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.

Find out more about Winchester

Discover top Winchester attractions with your pet

Travelers with pets will find Winchester, Kentucky, a delightful spot with a variety of activities to enjoy together. Start your adventure at the scenic Bluegrass Heritage Museum, where you can explore local history and learn about the area’s rich equestrian culture—perfect for a stroll with your furry friend in tow. Don’t miss the beautiful parks like Lykins Park, which offers spacious walking trails and picnic areas where your pets can play and socialize. For a charming experience, visit the local wineries, such as the Equus Run Vineyards, which often welcome pets on their grounds, allowing you to sip wine while your pet enjoys the open space. If you love a good hike, the nearby Daniel Boone National Forest offers numerous pet-friendly trails, letting you and your pet explore nature together. When it comes to accommodations, consider staying in the downtown area, where several pet-friendly hotels provide easy access to these attractions, ensuring you and your pet have a comfortable and enjoyable getaway.

Find the best pet-friendly hotels in Winchester

For those traveling to Winchester, Kentucky with their pets, these hotels offer welcoming accommodations and various amenities to ensure a comfortable stay for both guests and their furry companions.

Hampton Inn Winchester

  • Why it's great for a pet-friendly vacation: The Hampton Inn Winchester stands out for its pet-friendly environment and has earned an impressive review rating of 8.8. This hotel welcomes pets, including dogs and cats, making it an ideal spot for travelers with pets. With its complimentary buffet breakfast and fitness facilities, guests can enjoy a relaxed and active stay.
  • Other amenities: In addition to its pet amenities, the hotel features a refreshing pool and free self-parking for added convenience. Guests appreciate the availability of free cribs and extra beds, catering to various needs. Air-conditioned rooms enhance comfort, while the historical district location offers intriguing local attractions. Daily housekeeping and toiletries are also included to ensure a pleasant and straightforward experience.
  • Nearby attractions: The Holler - 1.17 miles, Lykins Park - 1.18 miles, Bluegrass Heritage Museum - 1.76 miles

Best Western Winchester Hotel

  • Why it's great for a pet-friendly vacation: The Best Western Winchester Hotel is a fantastic choice for travelers looking to stay with their pets. With an excellent review rating of 8.4, this hotel allows pets and provides a variety of pet-friendly amenities, including in-room pet access and service animal accommodations. Guests can enjoy the convenience of a kitchenette in their rooms, making it a comfortable home away from home.
  • Other amenities: Besides its pet-friendly features, the hotel offers complimentary breakfast options to start the day right. Guests can relax by the pool or take advantage of the accessible parking. Additional conveniences include air conditioning, daily housekeeping, and free self-parking. Nearby golf facilities provide opportunities for outdoor leisure, ensuring a well-rounded stay for all guests.

Value Stays by OYO I-64

  • Why it's great for a pet-friendly vacation: Value Stays by OYO I-64 offers a pet-friendly environment that ensures travelers can comfortably bring their pets along for the journey. With a review rating of 7.8, this hotel allows pets and provides essential amenities for a smooth stay. The option for late check-out adds flexibility to travel plans.
  • Other amenities: Guests can take advantage of daily housekeeping and free toiletries during their stay. The hotel features off-street parking and allows for early check-in, enhancing convenience. Select rooms may include a private hot tub for relaxation, as well as a mini-refrigerator and microwave for in-room dining options. Free parking for RVs, buses, and trucks is available, making it ideal for road travelers.

Baymont by Wyndham Winchester

  • Why it's great for a pet-friendly vacation: The Baymont by Wyndham Winchester is an excellent choice for pet lovers, with a welcoming atmosphere and a solid review rating of 7.4. This hotel accommodates pets and includes in-room pet permissions, making it a comfortable environment for guests and their furry friends. The indoor pool provides a great option for relaxation and enjoyment.
  • Other amenities: Guests can start their mornings with a complimentary breakfast and enjoy the convenience of free self-parking. The hotel also features air conditioning for comfort in all seasons. Fitness facilities are available for those looking to stay active, and daily housekeeping ensures cleanliness throughout a guest's stay. The presence of a sofa bed in select rooms adds flexibility for sleeping arrangements.
  • Nearby attractions: The Holler - 1.27 miles, Lykins Park - 1.17 miles, Bluegrass Heritage Museum - 1.87 miles

Red Roof Winchester - Lexington East

  • Why it's great for a pet-friendly vacation: The Red Roof Winchester - Lexington East is a pet-friendly hotel that welcomes dogs and cats, making it a fantastic option for travelers with pets. With a review rating of 7.0, guests appreciate the ease of bringing their furry companions along. The hotel's accessible parking and early check-in options add convenience to the guest experience.
  • Other amenities: Guests can enjoy free long-distance calls from their rooms, as well as the comfort of air conditioning. The hotel features a kitchen in select rooms, allowing for personalized meal preparation. Daily housekeeping and free toiletries are available, ensuring a comfortable stay. Located near local museums, guests can explore the area conveniently during their visit.
  • Nearby attractions: The Holler - 1.3 miles, Lykins Park - 1.31 miles, Bluegrass Heritage Museum - 1.89 miles

Top Winchester Hotel Reviews

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 Value Stay.
How many hotels that accept pets can I expect to find in Winchester?
Frolic with your furry friend at one of Expedia's 6 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 Cassell Creek Golf Course and Bluegrass Heritage Museum. While you're there, make sure you don't miss Winchester Opera House and Clark County Courthouse.

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