Find hotels in Winchester, KY from Rp1.088.560

Top reasons to visit Winchester

• Scenic Outdoor Adventures: Winchester is perfect for outdoor enthusiasts, featuring picturesque hiking trails and charming parks.
• Rich Local Culture: Experience family-friendly attractions that celebrate the area’s heritage and vibrant community spirit.
• Welcoming Accommodation: Choose from diverse lodging options, including modern hotels and agritourism properties, all with essential amenities.
• Friendly Neighbourhoods: Explore warm and inviting areas that offer unique excursions and local hospitality.
• Thrilling Activities: Enjoy a variety of outdoor experiences, from tranquil nature walks to exhilarating adventures.

Find great hotels near Winchester

Discover a range of delightful accommodation options in Winchester, Kentucky, tailored to meet the diverse needs of travellers. From modern hotels to charming agritourism properties, you'll find pet-friendly and LGBTQIA welcoming environments. Enjoy essential amenities such as free Wi-Fi and accessible facilities, making your stay both comfortable and convenient, whether for business or leisure. Experience the hospitality of Winchester as you unwind in style.

• Spark by Hilton Lexington Hamburg: Spark by Hilton Lexington Hamburg offers a vibrant and contemporary atmosphere that caters to business travellers and those seeking an inclusive experience. Located 22.5km from Winchester, this hotel is particularly welcoming to the LGBTQIA community and pet owners, allowing pets with certain policies in place. Guests can enjoy amenities such as complimentary Wi-Fi, a fitness centre, and an on-site bar, making it an ideal choice for those who appreciate modern conveniences in a friendly environment.
• Red Roof Inn & Suites Lexington - Hamburg: The Red Roof Inn & Suites Lexington - Hamburg is a practical and comfortable option for travellers, situated 22.5km from Winchester. This establishment is designed for business travellers and pet enthusiasts alike, allowing pets in rooms with specific restrictions. The hotel features essential amenities such as free Wi-Fi, a business centre, and an outdoor pool, ensuring a relaxing stay. Its convenient location makes it easy to explore the surrounding areas, making it a solid choice for those on the go.
• Home2 Suites by Hilton Lexington Hamburg: Home2 Suites by Hilton Lexington Hamburg is a 3-star hotel located 20.9km from Winchester, perfect for extended stays or short visits. With its modern and spacious suites, this hotel is ideal for both business and leisure travellers, particularly those with pets, as it accommodates dogs and cats with specific policies. Guests can benefit from amenities like a fitness centre, complimentary breakfast, and a dog exercise area. The welcoming atmosphere and focus on sustainability make it a thoughtful choice for eco-conscious travellers.

Where to stay in Winchester

For those seeking outdoor adventures and charming scenery, Winchester, Kentucky, offers an array of delightful experiences. Wander through its friendly neighbourhoods, where you’ll encounter warm hospitality and vibrant excursions. Nearby, the picturesque landscapes provide ample opportunities for family-friendly activities and thrilling adventures. Explore the surrounding areas for a perfect blend of nature and excitement, ensuring a memorable holiday filled with exploration and connection to the local community.

• Lexington: As a vibrant metropolis, Lexington serves as a cultural and economic hub, located conveniently near Winchester. Known for its beautiful landscapes and outdoor adventures, visitors flock here for family-friendly activities and recreational pursuits year-round, with a notable peak in July to August and October. Enjoy hiking trails, campgrounds, and various parks, including a national state park. Notable attractions include sports facilities and stadiums, making Lexington an ideal destination for outdoor enthusiasts and families alike.
• Clintonville: Situated approximately 12.9km from Winchester, Clintonville is a charming village perfect for those seeking a laid-back, city-themed experience. Visitors are drawn to its outdoor recreational areas and well-maintained golf courses, with travel numbers peaking in summer and autumn months. The village boasts picturesque urban parks and serene lakes, providing a tranquil retreat for families. Clintonville’s inviting atmosphere makes it an excellent spot for enjoying nature and creating lasting memories.
• North Middletown: Located around 17.7km from Winchester, North Middletown is another delightful village that offers a plethora of outdoor and sports-related activities. With visitor numbers consistently high during the summer and autumn, families will find plenty to do, especially if they enjoy golfing and sports events. The area is home to sports facilities, a racetrack, and a local library, ensuring that there's something for everyone. North Middletown presents a blend of excitement and relaxation, ideal for a family getaway.

Things to do in and around Winchester

Winchester offers a delightful escape for outdoor enthusiasts, featuring scenic hiking trails, a charming recreational area, and inviting campgrounds. Visitors can immerse themselves in the area's natural beauty while exploring local sights that highlight the region's rich heritage and picturesque landscapes. It's an ideal destination for those seeking adventure and tranquillity amidst nature.

Shopping

If you're up for a drive, Hamburg Place offers a vibrant shopping experience with various businesses and entertainment just 22.5km away. For a unique find, the Richmond Peddler's Mall, 30.6km from Winchester, showcases a delightful selection of local goods in a family-friendly atmosphere.

Recreation

At Southwind Golf Course, enjoy a leisurely day on the greens amidst serene outdoor vibes, perfect for relaxation. For a thrilling experience, visit Lexington Ice Center, where you can skate and embrace the adventurous atmosphere. Alternatively, Old Silo Golf Course offers a tranquil setting for golf enthusiasts just 20.9km away.

Adventure

Explore the Legacy Trail, located 29.0km from Winchester, for a scenic hiking experience amidst nature's beauty. Alternatively, head to Shillito Park Tennis Center, situated 30.6km away, where you can engage in thrilling tennis matches while enjoying the lively outdoor atmosphere.

Nightlife

The nightlife in Winchester offers a blend of entertainment and culture. Enjoy a cinematic experience at the Regal Hamburg Pavilion, or immerse yourself in the arts at the EKU Center for the Arts. For family-friendly fun, the Hummel Planetarium provides an engaging atmosphere under the stars.

Booking tips and Expedia advantages for Winchester

To save money on your trip to Winchester, consider visiting between December and February, when prices are generally lower. Booking your stay for a Monday can also help reduce accommodation costs, as Saturday is the priciest day. Use Expedia's search tool to filter by budget and location, and consider bundling your hotel, flights, and activities for additional savings. Always check for the best price guarantee and deals to maximise your budget, and explore free activities around town for a cost-effective experience.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winchester are December to February, where the prices are slightly lower. This is in comparison to April to May and October, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winchester is Monday. The most expensive day to stay in Winchester is Saturday.
• Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of accommodation you desire. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel reservation in Winchester with your flights and activities through an Expedia package.

Find the best attractions in and around Winchester

Winchester, Kentucky, is an ideal destination for outdoor enthusiasts and adventure seekers, offering a variety of scenic spots such as urban parks and state parks. Visitors can explore family-friendly attractions that celebrate local culture and provide ample opportunities for outdoor experiences, making it a perfect getaway for those looking to immerse themselves in nature and enjoy the vibrant community.

• Fort Boonesborough State Park: Located 12.9km from Winchester, this park offers a blend of outdoor adventure and scenic beauty. Explore hiking trails, picnic areas, and a reconstructed fort that celebrates Kentucky's pioneering spirit, making it perfect for nature enthusiasts and history buffs alike.
• Kentucky River Museum: Situated 12.9km from Winchester, this museum immerses visitors in the rich cultural heritage of the Kentucky River. Exhibits highlight the river's significance to local communities, showcasing art, artifacts, and stories that reflect the area's historical importance.
• Bluegrass Heritage Museum: Located within Winchester, this museum enriches visitors with the cultural history of the Bluegrass region. Discover exhibits that celebrate local traditions, music, and the lives of prominent figures, offering a fascinating glimpse into Kentucky’s past.

Best time to go to Winchester

The best time to visit Winchester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	32.9°F (0.5°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	36.9°F (2.7°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	45.3°F (7.4°C)	Light Rain	Mostly Cloudy	Average	Average
April	54.7°F (12.6°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
May	64.4°F (18.0°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	72.1°F (22.3°C)	Light Rain	Mostly Sunny	Average	Average
July	75.4°F (24.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	74.1°F (23.4°C)	Light Rain	Mostly Sunny	Average	Average
September	68.2°F (20.1°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	45.1°F (7.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	38.8°F (3.8°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly Low

The nearest major airports for your trip to Winchester

For your visit to Winchester, Kentucky, the nearest major airport is LEXington, KY (LEX-Blue Grass), situated 37.0km away. Ideal accommodation options close to the airport include the Embassy Suites by Hilton Lexington Green, a 3.5-star hotel located 8.0km from the airport, and GLō Best Western Lexington, a 3-star hotel 12.9km away. Additionally, Lyndon House B&B, also a 3-star establishment, is just 9.7km from Lexington, KY (LEX-Blue Grass). These hotels offer convenient access to the airport for a smooth travel experience.