Find and Book Top Rated Hotels in Winchester

Search among 14 available hotels and places to stay in Winchester from 50+ providers

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8.4
Great45 reviews
From   US$ 149 /nightSelect
Places to stay near Winchester
8.2
Great115 reviews
MapView on map27.2 km from Winchester27.2 km from City Centre
From   US$ 69 /nightSelect
8.6
Great50 reviews
20.4 km from Winchester20.4 km from City Centre
From   US$ 138 /nightSelect
8.2
Great59 reviews
31.1 km from Winchester31.1 km from City Centre
From   US$ 95 /nightSelect
8.2
Great52 reviews
20.8 km from Winchester20.8 km from City Centre
From   US$ 99 /nightSelect
8.2
Great100 reviews
29.3 km from Winchester29.3 km from City Centre
From   US$ 76 /nightSelect
8.6
Great59 reviews
31.2 km from Winchester31.2 km from City Centre
From   US$ 131 /nightSelect
8.2
Great203 reviews
22.2 km from Winchester22.2 km from City Centre
From   US$ 142 /nightSelect
8.2
Great79 reviews
22.1 km from Winchester22.1 km from City Centre
From   US$ 71 /nightSelect
8.4
Great91 reviews
29.2 km from Winchester29.2 km from City Centre
From   US$ 62 /nightSelect
8.4
Great129 reviews
20.5 km from Winchester20.5 km from City Centre
From   US$ 117 /nightSelect
8.4
Great70 reviews
29.3 km from Winchester29.3 km from City Centre
From   US$ 71 /nightSelect
29.2 km from Winchester29.2 km from City Centre
From   US$ 103 /nightSelect
20.9 km from Winchester20.9 km from City Centre
From   US$ 100 /nightSelect

Best hotels and places to stay in Winchester

Why visit?

Winchester, Kentucky offers a charming and historic small-town experience, making it an interesting destination for tourists. With its beautiful landscapes and rich history, visitors can explore the vibrant local culture, enjoy outdoor activities, and appreciate the towns fascinating architecture. There are plenty of options for comfortable and convenient accommodation in Winchester, ranging from affordable hotels to luxurious establishments catering to various preferences and needs.

Where to stay?

Downtown Winchester: Staying in the heart of Winchester allows tourists to immerse themselves in the towns historic charm. The downtown area is home to many quaint shops, restaurants, and galleries, offering plenty of options for entertainment and dining. Several hotels in Winchester, KY, are located in the downtown area, making it convenient for visitors to explore the towns attractions on foot.

Winchester-Clark County Tourism District: This district serves as the gateway to Winchesters scenic beauty. Visitors can access nearby attractions, such as the Bluegrass Heritage Museum and the Clark County Fairgrounds, easily from this location. A range of lodging options, including hotels and motels, are available within the Winchester-Clark County Tourism District, providing comfortable accommodations for travelers.

Winchester Industrial Park: For those seeking a more tranquil stay, the Winchester Industrial Park area offers a peaceful and serene atmosphere. Nestled amidst green spaces and away from the bustle of the town, hotels in this area provide a relaxing retreat for tourists. This location is also ideal for business travelers, with easy access to the industrial park and other economic centers in Winchester.

What is the price per hotel room per night?

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

4-star hotels: The average price per night ranges from $120 to $180.

5-star hotels: For luxurious accommodations, the average price per night is approximately $180 to $300.

Best value for money:

Comfort Inn Winchester: Located near downtown Winchester, this hotel offers affordable rates without compromising on comfort. The rooms are well-appointed and come with amenities such as flat-screen TVs, free Wi-Fi, and work desks. The hotel also features a fitness center, complimentary breakfast, and ample parking, making it a great choice for the budget-conscious traveler looking for a comfortable stay in Winchester, KY.

Hampton Inn Winchester: This hotel offers excellent value for money with its spacious and well-maintained rooms. Guests can enjoy modern amenities such as flat-screen TVs, mini-refrigerators, and free Wi-Fi. The hotel also provides a complimentary hot breakfast, a fitness center, and a 24-hour business center. Its convenient location near major attractions and downtown Winchester makes it an ideal choice for both leisure and business travelers.

Red Roof Inn Lexington: Winchester: For travelers seeking a budget-friendly option, the Red Roof Inn provides affordable rates without compromising on comfort. The hotel offers clean and comfortable rooms with amenities such as flat-screen TVs, microwaves, and mini-refrigerators. Guests can also enjoy free Wi-Fi, complimentary coffee in the lobby, and easy access to nearby restaurants and attractions.

Best kids-friendly hotels:

Holiday Inn Express Winchester: This family-friendly hotel offers spacious rooms that are perfect for families traveling with children. The hotel features a heated indoor pool, which is a great option for the little ones to enjoy a swim, and a complimentary breakfast to start the day off right. Additionally, the hotels location provides easy access to family-friendly attractions and activities in and around Winchester, Kentucky.

Baymont by Wyndham Winchester: This hotel offers a welcoming atmosphere for families and provides amenities suitable for children. The spacious rooms feature comfortable bedding, flat-screen TVs, and mini-refrigerators. Families can also take advantage of the hotels outdoor pool, complimentary breakfast, and convenient location near family-friendly attractions in Winchester, KY.

Best hotels for a romantic getaway:

The Bennett House: This historic bed and breakfast exude charm and provide a romantic ambiance for couples. Each room is elegantly furnished, featuring antique decor and modern amenities. Guests can enjoy a delicious homemade breakfast and relax in the beautiful gardens surrounding the property. With its intimate setting and attentive service, The Bennett House is a perfect choice for a romantic retreat in Winchester, Kentucky.

Hampton Inn Winchester-Boonesboro: Offering comfortable and spacious rooms, this hotel is a great option for couples looking for a romantic getaway. Some rooms even feature whirlpool tubs for an extra touch of luxury. The hotel also provides a complimentary breakfast, a fitness center, and a convenient location near wineries and scenic spots that are perfect for couples to explore together.

Best for location:

Comfort Suites Winchester: Situated near downtown Winchester, this hotel offers convenience and proximity to local attractions, shops, and restaurants. The spacious suites feature separate living areas, comfortable bedding, and amenities such as microwaves and mini-refrigerators. Guests can also enjoy the hotels indoor pool, hot tub, fitness center, and complimentary breakfast.

Days Inn by Wyndham Winchester: This hotel boasts a prime location near the Bluegrass Heritage Museum and other local attractions. The cozy rooms offer comfortable bedding, flat-screen TVs, and free Wi-Fi. Guests can start their day with a complimentary breakfast and explore the towns highlights conveniently from this central location.

Baymont by Wyndham Winchester: Situated near the Winchester Industrial Park, this hotel provides easy access to major highways and nearby business centers. The rooms are well-appointed, featuring comfortable beds, work desks, and complimentary Wi-Fi. The hotel also offers a complimentary breakfast, a fitness center, and ample parking, making it a convenient choice for those visiting Winchester for business purposes.

Best for a short city break:

The George Washington Hotel: This historic hotel is perfect for a short city break, offering a blend of elegance and modern comfort. The rooms are tastefully decorated, featuring luxurious amenities such as plush bedding and spacious bathrooms. Guests can enjoy the hotels upscale restaurant, fitness center, and easy access to downtown Winchesters shops, restaurants, and attractions.

Super 8 by Wyndham Winchester: This budget-friendly hotel is ideal for a quick and affordable city break. The rooms are comfortable and provide amenities such as flat-screen TVs, microwaves, and mini-refrigerators. Guests can also enjoy complimentary breakfast and convenient access to nearby attractions, including the Winchester Opera House and the Bluegrass Heritage Museum.

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