Top Hotels in Winchester

Search among 38 available hotels and places to stay in Winchester from 50+ providers

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8.4
Great45 reviews
From   US$ 88 /nightSelect
8.4
Great45 reviews
From   US$ 149 /nightSelect
From   US$ 149 /nightSelect
Places to stay near Winchester
8.6
Great72 reviews
13.8 mi from Winchester13.8 mi from City Center
From   US$ 63 /nightSelect
8.4
Great132 reviews
12.7 mi from Winchester12.7 mi from City Center
From   US$ 99 /nightSelect
8.2
Great86 reviews
13.7 mi from Winchester13.7 mi from City Center
From   US$ 86 /nightSelect
8.4
Great70 reviews
18.2 mi from Winchester18.2 mi from City Center
From   US$ 84 /nightSelect
8.2
Great52 reviews
12.9 mi from Winchester12.9 mi from City Center
From   US$ 99 /nightSelect
8.4
Great124 reviews
14.0 mi from Winchester14.0 mi from City Center
From   US$ 95 /nightSelect
8.4
Great66 reviews
19.4 mi from Winchester19.4 mi from City Center
From   US$ 121 /nightSelect
18.1 mi from Winchester18.1 mi from City Center
From   US$ 119 /nightSelect
8.2
Great59 reviews
19.4 mi from Winchester19.4 mi from City Center
From   US$ 89 /nightSelect
8.2
Great35 reviews
19.5 mi from Winchester19.5 mi from City Center
From   US$ 109 /nightSelect
8.6
Great56 reviews
18.0 mi from Winchester18.0 mi from City Center
From   US$ 99 /nightSelect
8.4
Great144 reviews
13.8 mi from Winchester13.8 mi from City Center
From   US$ 55 /nightSelect
8.2
Great75 reviews
13.7 mi from Winchester13.7 mi from City Center
From   US$ 92 /nightSelect
8.2
Great24 reviews
12.8 mi from Winchester12.8 mi from City Center
From   US$ 129 /nightSelect
8.2
Great124 reviews
16.9 mi from Winchester16.9 mi from City Center
From   US$ 69 /nightSelect
8.4
Great102 reviews
18.1 mi from Winchester18.1 mi from City Center
From   US$ 58 /nightSelect
8.4
Great38 reviews
12.8 mi from Winchester12.8 mi from City Center
From   US$ 105 /nightSelect
8.6
Great51 reviews
17.5 mi from Winchester17.5 mi from City Center
From   US$ 239 /nightSelect
8.2
Great203 reviews
13.8 mi from Winchester13.8 mi from City Center
From   US$ 142 /nightSelect
8.2
Great175 reviews
18.2 mi from Winchester18.2 mi from City Center
From   US$ 76 /nightSelect
8.4
Great39 reviews
19.4 mi from Winchester19.4 mi from City Center
From   US$ 214 /nightSelect
8.6
Great50 reviews
12.7 mi from Winchester12.7 mi from City Center
From   US$ 138 /nightSelect
8.6
Great43 reviews
15.7 mi from Winchester15.7 mi from City Center
From   US$ 86 /nightSelect
8.2
Great39 reviews
12.9 mi from Winchester12.9 mi from City Center
From   US$ 99 /nightSelect
8.4
Great57 reviews
13.9 mi from Winchester13.9 mi from City Center
From   US$ 80 /nightSelect
13.5 mi from Winchester13.5 mi from City Center
From   US$ 129 /nightSelect
8.6
Great229 reviews
11.3 mi from Winchester11.3 mi from City Center
From   US$ 85 /nightSelect
13.8 mi from Winchester13.8 mi from City Center
From   US$ 119 /nightSelect
13.8 mi from Winchester13.8 mi from City Center
From   US$ 121 /nightSelect
8.0
Great18 reviews
18.2 mi from Winchester18.2 mi from City Center
From   US$ 79 /nightSelect
8.6
Great75 reviews
13.5 mi from Winchester13.5 mi from City Center
From   US$ 152 /nightSelect
13.9 mi from Winchester13.9 mi from City Center
From   US$ 119 /nightSelect
16.8 mi from Winchester16.8 mi from City Center
From   US$ 72 /nightSelect
19.4 mi from Winchester19.4 mi from City Center
From   US$ 109 /nightSelect
13.0 mi from Winchester13.0 mi from City Center
From   US$ 99 /nightSelect

Best hotels and places to stay in Winchester

Why visit?

Winchester, Kentucky, offers a charming and historic atmosphere, making it a great destination for tourists. With its rich history, vibrant downtown area, and proximity to natural beauty, it is an ideal place to visit. Whether you are interested in exploring historic sites, enjoying outdoor activities, or simply relaxing, Winchester has something for everyone.

Where to stay?

Downtown Winchester: Staying in the heart of the city allows easy access to its historic attractions and vibrant downtown area. Enjoy a wide variety of shops, restaurants, and entertainment options, all within walking distance. Several hotels in Winchester, KY, provide comfortable accommodation options in this area, including the option of pet-friendly hotels with indoor pools.

Fort Boonesborough State Park: For nature lovers and history buffs, staying near Fort Boonesborough State Park is a fantastic choice. This park offers camping facilities and charming cabins for those who want to experience the great outdoors. Explore the reconstructed fort, participate in outdoor activities such as hiking and fishing, or simply enjoy the serene surroundings. Hotels in Winchester, Kentucky, near this area offer a tranquil escape with easy access to outdoor activities.

Clark County Fairgrounds: If you are visiting Winchester during a fair or event, staying near the Clark County Fairgrounds can be convenient. Enjoy the festivities and explore the local culture. While the fairgrounds itself does not offer accommodation, there are several hotels in Winchester, KY, located nearby that provide comfortable and convenient lodgings for visitors.

What is the price per hotel room per night?

3-star hotels: The average price per night is around $80 to $120.

4-star hotels: The average price per night is around $120 to $180.

5-star hotels: The average price per night is around $180 to $300.

Best value for money:

Comfort Inn: This hotel in Winchester, KY, offers comfortable rooms at an affordable price. It provides amenities such as free Wi-Fi, complimentary breakfast, and an indoor pool, ensuring a convenient and enjoyable stay. Located near downtown Winchester, guests can easily explore the areas attractions.

Baymont by Wyndham Winchester: Baymont by Wyndham Winchester is another excellent choice for budget-conscious travelers. With its affordable rates and convenient location, this hotel provides comfortable rooms, free breakfast, and pet-friendly accommodations. It is also located near downtown Winchester, offering easy access to local restaurants and shops.

Red Roof Inn Winchester: This hotel offers affordable rates without compromising on comfort and quality. With clean and cozy rooms, friendly staff, and a convenient location, Red Roof Inn Winchester provides a great value for your money. The hotel allows pets and is located near several dining options.

Best kids-friendly hotels:

Hampton Inn Winchester: Hampton Inn Winchester is a family-friendly hotel that offers spacious rooms and a range of amenities suitable for children. With an indoor pool and complimentary breakfast, it ensures a fun and enjoyable stay for the whole family. Plus, its location provides easy access to local attractions and activities.

Holiday Inn Express Lexington East: Located a short drive away from Winchester, the Holiday Inn Express Lexington East is a kid-friendly hotel offering a comfortable stay for families. The hotel features an indoor pool, complimentary breakfast, and spacious rooms. It is also close to popular family-friendly attractions such as the Kentucky Horse Park.

Best hotels for a romantic getaway:

The Bennett House: This charming bed and breakfast in Winchester, KY, offers a romantic retreat for couples. With its historic ambiance, cozy rooms, and beautiful gardens, The Bennett House provides a tranquil and intimate setting for a romantic getaway. Enjoy a delicious breakfast and personalized service during your stay.

Winchester Inn & Suites: Winchester Inn & Suites is a boutique hotel that exudes charm and elegance, making it a perfect choice for a romantic escape. With luxurious rooms, attentive service, and a romantic atmosphere, this hotel ensures a memorable experience. Plus, its location near downtown Winchester allows for romantic strolls and fine dining experiences.

Best for location:

Hampton Inn Winchester-Clark County: Situated off Interstate 64, Hampton Inn Winchester-Clark County offers a convenient location with easy access to popular attractions in Winchester and the surrounding area. This hotel provides comfortable rooms, complimentary breakfast, and a fitness center, making it an ideal choice for travelers looking for convenience.

Baymont by Wyndham Winchester: Located near downtown Winchester, Baymont by Wyndham Winchester allows guests to explore the historic attractions, local restaurants, and shops conveniently. With affordable rates and comfortable accommodations, this hotel is an excellent choice for those seeking a central location.

Holiday Inn Express Lexington East: Offering a desirable location just a short drive away from Winchester, the Holiday Inn Express Lexington East provides easy access to both city amenities and outdoor recreational areas. With modern rooms, complimentary breakfast, and a range of services, it ensures a convenient and comfortable stay.

Best for a short city break:

Bluegrass Heritage Museum: Located in downtown Winchester, the Bluegrass Heritage Museum is a great place to explore the history and culture of the region. Discover the rich heritage through exhibits and artifacts.

Ale-8-One Bottling Company: Visit the Ale-8-One Bottling Company to learn about the famous regional soft drink and take a tour of the facility. Sample the delicious beverage and browse through their gift shop.

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