Find hotels in Winchester, KY from £48

Top reasons to visit Winchester

• Scenic Outdoor Adventures: Enjoy hiking trails, campgrounds, and recreational areas amidst Winchester's stunning natural beauty.
• Rich Historical Sites: Explore local history museums and the iconic Winchester Opera House to delve into the town's past.
• Charming Downtown: Stroll through historic downtown, featuring delightful boutiques and local eateries.
• Welcoming Accommodations: Choose from a variety of hotels catering to diverse traveller needs, including pet-friendly options.
• Community Atmosphere: Experience the warmth and friendliness of Winchester's community during your visit.

Find great hotels near Winchester

Winchester, Kentucky, offers a delightful array of accommodation options, catering to diverse traveller needs. From pet-friendly hotels to welcoming spaces for the LGBTQIA community, you'll discover the perfect place to unwind. Whether you're seeking a business-themed stay or an agritourism experience, Winchester hotels promise comfort and hospitality. Explore the best hotels in Winchester, ensuring a memorable visit to this charming American town.

• WoodSpring Suites Lexington: WoodSpring Suites Lexington is a perfect choice for business travellers seeking a pet-friendly environment. Situated 9.3km from Winchester, this hotel offers a practical setting with essential services tailored for professionals. The property features a business district that caters specifically to corporate needs. Additionally, it welcomes pets, ensuring that your furry companions can accompany you on your travels. With a clear pet policy, including restrictions for dogs and waived fees for service animals, this hotel promotes a comfortable stay for both you and your pets.
• GuestHouse Lexington: Located 8.7km from Winchester, GuestHouse Lexington is an ideal option for families and business travellers alike. This welcoming hotel provides a family-friendly atmosphere with amenities designed specifically for children, including cribs and safety features like window guards. Furthermore, it boasts a business centre to cater to corporate visitors. Its emphasis on family comfort combined with professional services makes it a well-rounded choice for a memorable stay.
• Hyatt Place Lexington: Just 8.1km from Winchester, Hyatt Place Lexington embodies a blend of business efficiency and family-friendly amenities. This 3-star hotel is well-suited for all types of travellers, including those bringing their pets along. With a 24-hour business centre, multiple meeting rooms, and accessible facilities, it caters excellently to business needs. Families will appreciate the complimentary cribs and a pet-friendly policy, ensuring a hassle-free stay. Hyatt Place Lexington stands out for its commitment to comfort and convenience for both business and leisure guests.

Where to stay near Winchester

Winchester, Kentucky, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a memorable vacation. With its historic downtown, you can explore charming boutiques and local eateries, all within a convenient distance from city amenities. The friendly atmosphere invites you to experience excursions that are both family-friendly and adventurous. Don't miss the opportunity to immerse yourself in the warmth of Winchester's community while enjoying the picturesque surroundings.

• Clintonville: Nestled approximately 5.0km from Winchester, Clintonville is a charming village that captivates visitors with its serene outdoor experiences. Known for its adventure and scenic landscapes, the area is perfect for nature enthusiasts. With a range of activities including hiking trails and golf, Clintonville offers a delightful escape for those looking to explore the great outdoors. Key attractions such as the local park and canyon gorge, along with the nearby national state park, provide ample opportunities for exploration and relaxation, particularly during its peak visitor months of April, July, and October.
• North Middletown: Located around 6.8km from Winchester, North Middletown is a vibrant village that appeals to families and sports enthusiasts alike. The community fosters a cultural atmosphere where visitors can engage in various activities, including golf and educational pursuits. Notable landmarks, such as the local library and sports facility stadium, help to enrich the travel experience. With visitor numbers peaking in May, July, and October, North Middletown remains a pleasant destination year-round, making it an excellent stop for those seeking a mix of sports and cultural experiences.
• Mount Sterling: Situated about 8.7km from Winchester, Mount Sterling is a lively city that invites outdoor adventurers to bask in its natural beauty. The city is renowned for its recreational areas and hiking trails, making it a hotspot for those who appreciate the great outdoors. Visitors can explore local attractions, including national and state parks, as well as the picturesque canyon gorge. With its peak travel months in March, July, and September, Mount Sterling offers a refreshing getaway for anyone looking to immerse themselves in scenic landscapes and outdoor activities.

Things to do in and around Winchester

Winchester, Kentucky, is ideal for those seeking outdoor adventures and scenic beauty. Visitors can enjoy a range of activities, including exploring the local recreational areas, relaxing at campgrounds, and traversing picturesque hiking trails. With its charming natural surroundings, Winchester offers a delightful escape for nature enthusiasts and adventure seekers alike.

Shopping

In Winchester, you can explore local boutiques and shops for unique souvenirs. If you're up for a drive, Richmond Centre Mall, 11.8km away, boasts a variety of shops and entertainment options, while Richmond Peddler's Mall, also 11.8km away, offers a charming marketplace atmosphere.

Recreation

At Cassell Creek Golf Course, enjoy a relaxing day on the greens surrounded by nature, perfect for unwinding. Just a short drive away, the Lexington Ice Center offers thrilling ice skating, combining fun and fitness for an adventurous experience. Old Silo Golf Course provides another serene golfing option nearby.

Adventure

Embark on the Legacy Trail, a scenic hiking path located 11.2km from Winchester, where you can immerse yourself in nature's beauty. Alternatively, enjoy a thrilling game at Shillito Park Tennis Center, situated 11.8km away, offering a vibrant atmosphere for sports enthusiasts.

Nightlife

Catch a film at Regal Hamburg Pavilion for a family-friendly evening. For a dose of culture, visit the Lyric Theatre and Cultural Arts Center, where you can enjoy live performances. Don't miss the Hummel Planetarium for a unique experience under the stars, perfect for all ages.

Booking tips and Expedia advantages for Winchester

For a budget-friendly trip to Winchester, consider visiting between December and February, when accommodation prices are lower. Monday is the cheapest day to stay, while Saturday tends to be pricier. Use Expedia to compare hotel rates, filter for eco-friendly options, and explore package deals that combine flights and activities for extra savings. Additionally, take advantage of public transport options to save on travel costs, and seek out free local attractions to enhance your experience without breaking the bank.

• 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: Expedia’s search tool enables you to specify your budget, preferred location, and additional criteria. You can arrange your search results to display prices from lowest to highest, highlighting the most affordable hotels right at the top. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels available for booking.
• Consider bundling your trip: You can potentially save money by combining your Winchester hotel reservations with your flights and activities through an Expedia package deal.

Find the best attractions in and around Winchester

Winchester, Kentucky, is ideal for those seeking outdoor adventures and stunning scenery. Visitors can explore various points of interest, including national and urban parks, as well as history museums, perfect for family outings and cultural experiences. Don't miss attractions like the Winchester Opera House and other popular sites that showcase the charm of Winchester. A visit to this quaint town promises a delightful blend of nature and history.

• Fort Boonesborough State Park: Located 5.0km from Winchester, this historic park offers adventure and outdoor activities amidst stunning natural scenery. Explore the reconstructed fort, enjoy hiking trails, and take part in various recreational opportunities while experiencing the rich history of early American settlers.
• Bluegrass Heritage Museum: Situated in the heart of Winchester, this museum immerses visitors in the culture and history of the Bluegrass region. With fascinating exhibits on local heritage, art, and music, it’s a perfect place to gain insight into the area’s unique traditions.
• Kentucky River Museum: Just 5.0km away, this charming museum explores the significance of the Kentucky River to local history and culture. Enjoy exhibits that showcase the river's impact on trade, transportation, and the lifestyle of the people who lived alongside it.

Best time to go to Winchester

The best time to visit Winchester is dependant 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

When planning your visit to Winchester, Kentucky, the nearest major airport is Lexington, KY (LEX-Blue Grass), located 14.3km away. For comfortable accommodation, consider The Campbell House Lexington, Curio Collection by Hilton, a 4-star hotel situated 2.5km from the airport. Other excellent options include the 21c Museum Hotel Lexington, 3.7km away, and the Marriott Lexington Griffin Gate Golf Resort & Spa, 4.3km from the airport. Each of these hotels provides convenient access to transportation services, ensuring a smooth journey from the airport to your accommodation, making your stay in Winchester enjoyable and hassle-free.