Winchester hotels from HK$535

Top reasons to visit Winchester

• Stunning Natural Landscapes: Winchester is surrounded by beautiful scenery, including the lush Daniel Boone National Forest, perfect for outdoor adventures.
• Charming Historic Downtown: Explore Winchester's historic downtown area, rich in local culture and heritage.
• Family-Friendly Parks: The city boasts numerous parks and recreational areas, ideal for family outings and leisurely activities.
• Diverse Accommodation Options: Enjoy a variety of lodging, from stylish hotels to welcoming agritourism stays, catering to all needs.
• Welcoming Atmosphere: Experience the warmth of friendly locals, creating a delightful atmosphere for all visitors.

Find great hotels near Winchester

Discover a variety of accommodation options in Winchester, Kentucky, that cater to diverse traveller needs. From stylish hotels to welcoming agritourism properties, you’ll find pet-friendly options, accessible facilities, and amenities designed for business travellers. Many establishments proudly embrace an LGBTQIA-friendly environment and offer complimentary Wi-Fi, ensuring a comfortable and inclusive stay for all visitors.

• WoodSpring Suites Lexington: Located 24.1km from Winchester, WoodSpring Suites Lexington caters to both business travellers and pet owners. This extended-stay hotel features a practical yet comfortable atmosphere, ideal for those needing longer-term lodging. Amenities include a pet-friendly policy, allowing dogs with certain restrictions, making it a great choice for guests travelling with furry companions. The hotel also provides essential facilities for business needs, ensuring a convenient stay for professionals on the move.
• GuestHouse Lexington: Just 22.5km from Winchester, GuestHouse Lexington is perfect for family and business vacations alike. This welcoming hotel features amenities tailored for children, including cribs and safety features such as window guards, allowing parents to relax knowing their little ones are secure. The friendly, family-oriented environment combined with business services ensures a comfortable stay for all types of travellers, making it an excellent choice for those looking to balance work and family time.
• Hyatt Place Lexington: Situated 20.9km away from Winchester, Hyatt Place Lexington boasts a blend of modern comfort and family-friendly amenities. This 3-star hotel not only welcomes pets under certain conditions but also provides free cribs, catering to families on the go. With a focus on convenience and quality service, guests can enjoy spacious rooms while being close to the vibrant attractions of Lexington. It’s an ideal choice for travellers seeking a versatile experience, accommodating both family and business needs.

Where to stay in Winchester

Outdoor enthusiasts and those seeking scenic beauty will delight in Winchester, Kentucky. This charming city offers a warm atmosphere with friendly locals and a plethora of excursions. Nearby, explore the lush landscapes of the Daniel Boone National Forest for hiking and adventure, or visit the historic downtown area to savour the local culture. Families can enjoy numerous parks and recreational activities, making Winchester a wonderful destination for all types of travellers.

• Lexington: As a vibrant metropolis, Lexington offers a rich tapestry of experiences for visitors. Nestled conveniently near Winchester, it boasts a year-round appeal, with peak visitor numbers during the warm summer months and autumn. This city is perfect for those seeking outdoor adventures and family-friendly activities. Explore its extensive recreational areas, hiking trails, and well-maintained campgrounds. Notable local landmarks include lush parks and the breathtaking national state park, while sports enthusiasts can enjoy the local stadium. Whether you're hiking through nature or enjoying a family picnic, Lexington is a destination that promises adventure and enjoyment.
• Paris: Located a mere 25.7km from Winchester, Paris is a charming city that enchants visitors with its picturesque scenery and outdoor activities. The best times to visit are during the spring and summer months, when the city comes alive with vibrant colours and events. Outdoor enthusiasts can revel in the numerous hiking trails and campgrounds, while the stunning natural landscapes, including parks and canyons, provide breathtaking backdrops for exploration. Whether you're seeking tranquillity or adventure, Paris offers a delightful escape into nature's embrace.
• Clintonville: Just 12.9km from Winchester, Clintonville is a quaint village that provides a perfect blend of outdoor fun and family-oriented experiences. With a steady influx of visitors during the summer and autumn, it is a welcoming spot for those looking for a city-themed retreat. Enjoy the recreational areas, hit the local golf course, or simply relax at the urban parks and serene lake. The village's charm lies in its community feel and the opportunity for leisurely exploration, making it a delightful addition to your itinerary.

Things to do in and around Winchester

Winchester offers a delightful outdoor experience, perfect for adventure enthusiasts and nature lovers. Visitors can explore its scenic hiking trails, enjoy the recreational areas, and stay at picturesque campgrounds. With its charming sights and natural beauty, Winchester is an ideal destination for those seeking a refreshing getaway amidst stunning landscapes.

Shopping

For shopping in Winchester, visit local shops for unique gifts. If you're up for a drive, Hamburg Place offers a variety of shops and eateries just 22.5km away. Alternatively, the Richmond Peddler's Mall, 30.6km away, features a charming market atmosphere perfect for family shopping.

Recreation

At Southwind Golf Course, enjoy a serene day on the greens, surrounded by natural beauty and engaging sports vibes. For a unique experience, head to Lexington Ice Center, where you can skate and have fun with friends, just 24.1km away. Alternatively, Old Silo Golf Course offers another excellent outdoor golfing experience, 20.9km from Winchester.

Adventure

The Legacy Trail, located 29.0km from Winchester, offers a scenic hiking experience amidst nature's splendour. Meanwhile, the Shillito Park Tennis Center, 30.6km away, provides an exhilarating adventure for tennis enthusiasts in a vibrant outdoor setting, perfect for those seeking active enjoyment.

Nightlife

Experience the cultural vibes at the EKU Center for the Arts, just 30.6km away, for an enchanting evening of theatre. For a family-friendly film night, visit the Regal Hamburg Pavilion, located 20.9km away. Alternatively, explore the wonders of the cosmos at Hummel Planetarium, also 30.6km away.

Booking tips and Expedia advantages for Winchester

For a budget-friendly trip to Winchester, Kentucky, consider visiting between December and February when accommodation prices are lower. Aim to book your stay on a Monday for the best rates, as Saturdays are the priciest. Use Expedia’s search tool to filter hotel options by budget and amenities, and consider eco-certified hotels for sustainable choices. Take advantage of package deals that combine flights, hotels, and activities for additional savings. Don't forget to explore free local attractions to make the most of your visit without overspending.

• 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, desired location, and additional preferences. You can organise your results to display prices from lowest to highest, allowing you to view the most affordable hotels first. Furthermore, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are available for booking.
• Consider bundling your trip: You can potentially save money by combining your hotel reservations in Winchester with your flights and activities by opting for an Expedia package.

Find the best attractions near Winchester

Winchester, Kentucky, is an ideal destination for those seeking outdoor adventures and scenic beauty. Visitors can explore a variety of attractions, including urban parks and national state parks, perfect for families and culture enthusiasts alike. Whether you fancy a leisurely stroll or an exhilarating outdoor experience, Winchester offers a delightful blend of natural wonders and recreational activities to enjoy during your stay.

• Raven Run Nature Sanctuary: Located 20.9km from Winchester, this serene nature reserve offers a peaceful escape into the beauty of Kentucky's landscapes. Explore trails surrounded by lush greenery, where the friendly atmosphere invites leisurely hikes and wildlife spotting.
• Jacobson Park: Also 20.9km away, this urban park is perfect for families and city dwellers. Enjoy picnicking, playgrounds, and walking trails, all set against a backdrop of vibrant gardens, making it a lovely spot for relaxation and outdoor fun.
• Fort Boonesborough State Park: Just 12.9km from Winchester, this historic park offers outdoor adventures amidst stunning scenery. Engage in hiking, fishing, and exploring the reconstructed fort, immersing yourself in the rich history and natural beauty of the area.

Best time to go to Winchester

The best time to visit Winchester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winchester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winchester falls in January, 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 a visit to Winchester, Kentucky, the nearest major airport is LEXington, KY (LEX-Blue Grass), situated 37.0km away. Noteworthy hotels nearby include the 4-star Marriott Lexington Griffin Gate Golf Resort & Spa, 11.3km from the airport, and The Campbell House Lexington, Curio Collection by Hilton, only 6.4km away. The DoubleTree Suites by Hilton Hotel Lexington is another excellent option, located 12.9km from LEX. Transportation services from these hotels to the airport typically include airport shuttles available on request, with some offering free transportation, albeit with limited hours. This makes accessing the airport convenient for your travels.