25 Best & Fun Things to Do in Midway KY

Midway, Kentucky, is a charming town full of history and fun activities for all ages. Located between Lexington and Frankfort, it offers a unique small-town atmosphere with beautiful views and plenty of friendly faces. Whether you’re a local or just passing through, Midway has something special to offer everyone.

In this guide, we will be looking at some of the best things to do in Midway. You can enjoy outdoor activities, visit local shops, and taste delicious food from nearby restaurants. Get ready to find out why Midway is a wonderful place to spend your time!

Things to Do in Midway KY

1. Discover the Charm of Equus Run Vineyard & Winery

Equus Run Vineyard & Winery offers an enjoyable experience for wine lovers. Nestled in the scenic beauty of Midway, the vineyard invites you to sample some of their award-winning wines. The stunning views of rolling hills and grapevines create a perfect backdrop for a relaxing visit.

Take part in the wine tasting sessions to explore different flavors. Learn about the winemaking process and what makes their wines special. From sweet whites to bold reds, there’s a wine for every palate.

Feel free to bring a picnic or enjoy their light snacks available onsite. It is a fantastic place to enjoy good company amidst beautiful scenery. You can sit back and soak in the tranquil ambiance.

Equus Run also hosts special events throughout the year. Live music and seasonal festivals add excitement to your visit. Make sure to check their calendar for any upcoming events.

This vineyard truly combines great wine and stunning landscapes for an unforgettable experience. Bring your friends or family for a delightful day out!

Address: 1280 Moores Mill Rd, Midway, KY 40347.

2. Explore Weisenberger Mill

Weisenberger Mill is a gem of Midway’s history. It’s a historic gristmill that dates back to 1865. Here, you can see the traditional milling process in action, which is a treat for history and food enthusiasts alike.

You can join a guided tour to learn about the mill’s operations. Discover how they produce quality flour and meals using original equipment. The mill’s charm lies in its authentic setting and fascinating history.

Don’t forget to grab some freshly milled products to take home. The mill’s store often has a variety of flour, cornmeal, and mixes perfect for home cooking. It’s a great way to support local businesses and experience their products.

The surrounding landscape is picturesque, making it a great spot for photography. Enjoy the serene atmosphere while exploring the nearby trails. It’s perfect for a short walk after your tour.

Your visit to Weisenberger Mill is both educational and enjoyable. You’ll leave with a deep appreciation for local history and delicious products!

Address: 2545 Weisenberger Mill Rd, Midway, KY 40347.

3. Visit Kentucky Cannabis Company

At the Kentucky Cannabis Company, you can explore a variety of CBD products. This local shop focuses on providing quality hemp products for health and wellness. The friendly staff is knowledgeable and ready to answer your questions.

Stop by to browse their extensive collection of oils, edibles, and topicals. You can find something for relaxation or to support your wellness needs. Their products are thoroughly tested for quality, ensuring you’re getting the best.

The company often hosts workshops and events. Attend a session to learn more about CBD and how it can work for you. These events focus on education and community engagement.

The inviting atmosphere of the shop makes you feel at home. You can take your time learning about each product. Your experience will be both informative and enjoyable.

Visiting the Kentucky Cannabis Company allows you to leave with products that align with your wellness journey. It’s a must-visit while in Midway!

Address: 2745 Roes Springs Rd, Midway, KY 40347.

4. Enjoy the Outdoors at Walter Bradley Park

Walter Bradley Park is the perfect place to unwind in nature. This community park features open green spaces, ideal for picnics and family gatherings. You can come here for a break from the hustle and bustle of everyday life.

Children will love the playground area, where they can play and make new friends. There are also walking trails that invite you to explore the park. Walking or jogging in this serene setting is a delightful way to stay active.

The park often hosts local events and gatherings. Check the calendar for any upcoming community activities. From movie nights to seasonal festivals, there is often something exciting happening at the park.

Walter Bradley Park is also pet-friendly, so feel free to bring your dogs along. Enjoy spending quality time outdoors while connecting with the community.

Make this lovely park a part of your Midway itinerary. It’s a great spot for relaxation, recreation, and community spirit!

Address: Midway, KY 40347.

5. Stroll Through Downtown Midway

Downtown Midway is a charming area that captures the essence of the town. A stroll down Railroad Street reveals quaint boutiques and delightful cafés. It’s an excellent place to soak in the local culture and community spirit.

You’ll find unique shops selling arts, crafts, and local products. Each store has its own charm, making it perfect for browsing. If you love to shop, you will discover one-of-a-kind items to take home.

Stop for a coffee or snack at one of the local cafés. Relaxing here allows you to enjoy the pleasant atmosphere while chatting with friends or reading a book. The options vary from light snacks to hearty meals.

The community often hosts events in downtown. Festivals, art shows, and live music add to the lively environment. Joining in these activities is a great way to connect with locals.

Whether it’s shopping, dining, or just enjoying the ambiance, downtown Midway offers something special for everyone. Make sure to explore this lovely area!

Address: Railroad St, Midway, KY 40347.

6. Celebrate at the Midway Fall Festival

The Midway Fall Festival is a highlight of the community calendar. Held annually on the third weekend in September, this lively event showcases local crafts, food, and entertainment. It’s a fun way to experience the town’s culture and community spirit.

You can stroll through vendor booths to discover handmade crafts and seasonal goods. From art to local produce, there’s something for everyone to enjoy. This festival celebrates local talents and creativity.

The entertainment lineup is always impressive. Live music, dance performances, and activities for kids make it a family-friendly event. Enjoying great performances while sampling delicious food is a fantastic way to spend the day.

Food stalls offer a range of tasty treats, so come hungry! You can find everything from traditional dishes to sweet treats. Don’t miss out on trying some local favorites while you’re there.

Attending the Midway Fall Festival will leave you with lasting memories. It’s an experience filled with joy, laughter, and community connection!

Address: Midway, KY 40347.

7. Discover Thoroughbred Farms Tour

Experience the grandeur of Kentucky’s thoroughbred industry with a farm tour. Midway is known for its beautiful horse farms, and guided tours are available to showcase these stunning properties. Visiting these farms offers a glimpse into the world of thoroughbred horse breeding.

The tours take you through some of the most famous farms in the area, including Airdrie Stud and Lane’s End. You’ll learn about the history of the farms and the care that goes into breeding and raising champion horses.

Many of these farms have beautiful landscapes and historical sites. Enjoy the scenic views while learning about the horses and the equestrian lifestyle. Take plenty of pictures to capture the beauty around you.

Tour guides provide fascinating insights into the industry and stories about famous racehorses. Their expertise enriches the experience and makes it more enjoyable.

A thoroughbred farm tour is a unique way to connect with Kentucky’s equestrian culture. It’s a must for horse lovers and anyone wanting to learn more about these magnificent creatures!

Address: Various Locations in Midway, KY.

8. Connect with Local History at the Midway Area Historic Society

The Midway Area Historic Society is a treasure trove of local history. Here, you can learn about the rich heritage of Midway and the historical influence of the railroad. It’s a captivating journey into the past.

Explore exhibits that showcase artifacts, photographs, and documents. These items tell the story of how Midway evolved over the years. You’ll gain a better understanding of the town’s development and key events.

Participating in guided tours and talks enhances your visit. The knowledgeable volunteers share stories that bring the history to life. You may also discover upcoming events or special exhibitions during your visit.

Whether you’re a history buff or just curious, the society welcomes everyone. Engaging with the community’s past fosters a deeper appreciation for Midway.

Make time to visit the Midway Area Historic Society on your trip. It’s a wonderful way to connect with the stories and experiences that shaped the town!

Address: Midway, KY 40347.

9. Visit The Church of the Ascension

The Church of the Ascension is a beautiful historic church worth visiting. Its architecture is stunning, and the peaceful ambiance invites reflection and calm. You can appreciate the craftsmanship and the history that this church embodies.

Take a moment to explore the interior. The stained-glass windows and detailed woodwork tell a story of dedication and artistry. It’s a serene space to spend some quiet time or to engage in prayer.

The church is also a community hub and often hosts events. Check their schedule for services and special gatherings. Joining in these events is an opportunity to connect with locals and participate in the community.

Photography enthusiasts will enjoy capturing the church’s beauty. The exterior and surrounding landscapes provide numerous picturesque opportunities. It’s a lovely spot to relax and take in the scenery.

Visiting The Church of the Ascension adds a cultural and historical element to your Midway experience. Make sure to stop by for a moment of peace and beauty!

Address: 1001 W Main St, Midway, KY 40347.

10. Step Back in Time at Duncan Tavern Historic Site

Duncan Tavern is a fascinating historic inn and tavern from the 18th century. Visiting this site is like stepping back in time. It offers a glimpse into the life and culture of earlier eras in Kentucky.

The tavern hosts guided tours that showcase its history and significance. You’ll learn about its role as a meeting place for travelers and locals. The stories shared enhance your understanding of the community’s past.

The architecture and preserved artifacts give insight into life in the 1700s and 1800s. It’s a living museum that captures the essence of the times, making it a must-visit for history enthusiasts.

Outside, you can admire the surrounding grounds and gardens. It’s a peaceful setting that invites you to reflect on the stories that unfolded here. It’s also a great spot for photographs.

If you’re in Midway, don’t miss the chance to visit Duncan Tavern. It’s an engaging experience that connects you to Kentucky’s rich history!

Address: 116 E Main St, Midway, KY 40347.

11. Relax at J.W. “Bud” McGowan County Park

J.W. “Bud” McGowan County Park is a serene outdoor space perfect for relaxation. With its walking trails, picnic areas, and playgrounds, this park provides something for everyone. It’s an ideal destination for a family outing or a peaceful day in nature.

Pack a picnic to enjoy under the shade of trees, or bring the kids to explore the playground. The park’s trails are great for walking, jogging, or biking. You can enjoy the natural beauty while getting some exercise.

Wildlife is often visible in the park, making it a lovely spot for birdwatching and nature photography. The peaceful environment helps you unwind and connect with the outdoors.

Community events may also take place here, so check the schedule for any upcoming gatherings. Participating in these events is a fun way to engage with locals.

Make sure to include a visit to J.W. McGowan County Park during your time in Midway. Enjoy the fresh air and beautiful surroundings!

Address: Midway, KY 40347.

12. Take a Drive to Makers Mark Distillery

Makers Mark Distillery is just a short drive from Midway. This iconic distillery offers tours that take you through the bourbon-making process. You’ll get an insider view of how this famous bourbon is crafted.

The guided tour showcases the distillery’s history, traditional methods, and stunning grounds. Learn about the ingredients used and the aging process that produces the unique flavors of Makers Mark bourbon. It’s educational and engaging!

Don’t miss the chance to taste some of their renowned bourbons. The tasting experience lets you savor the distinct flavors and aromas. It’s an exciting way to enjoy what the distillery has to offer.

The picturesque setting is perfect for photos, and there’s a gift shop where you can purchase souvenirs. Bring home a bottle to share with friends or family!

Visiting Makers Mark Distillery is a delightful experience, especially for bourbon enthusiasts. Make this stop a part of your Midway adventure!

Address: 3350 Burks Spring Rd, Loretto, KY 40037.

13. Visit Old Friends Equine

Old Friends Equine is a unique and special place, located just a short drive from Midway. This retirement farm for thoroughbred racehorses provides a loving home for retired equine athletes. Visiting allows you to connect with these magnificent horses and learn about their stories.

Take a guided tour of the farm to meet the horses and hear their individual tales. Many of them have had remarkable careers on the racetrack and still enjoy a life full of love and care.

The staff is knowledgeable and passionate about the horses. They are happy to share insights and answer your questions during the tour. It’s an enriching experience for horse lovers and anyone interested in animal welfare.

The peaceful atmosphere of the farm invites you to relax and enjoy the beautiful surroundings. It’s an ideal spot to reflect and appreciate the beauty of these animals’ lives after their racing careers.

Visiting Old Friends Equine creates a deeper connection to the world of thoroughbred racing and retirement. It’s a heartfelt experience you won’t soon forget!

Address: 1841 Paynes Depot Rd, Georgetown, KY 40324.

14. Explore Castle & Key Distillery

Castle & Key Distillery provides a fantastic opportunity to explore bourbon-making in a historic setting. Located in nearby Frankfort, this distillery offers guided tours that take you through its rich history and production process. The beautiful architecture and grounds make it a memorable experience.

You’ll learn about the distilling process and the significance of each ingredient. The tour guides share captivating stories about the distillery’s past, which dates back to the early 1900s. It’s a fascinating glimpse into the world of bourbon.

Make sure to join a tasting session at the end of your tour. Sample the bourbon and experience its unique flavors. This is a treat for bourbon enthusiasts and novice tasters alike.

The picturesque views surrounding Castle & Key are perfect for post-tour photographs. The serene environment invites you to relax and enjoy your experience even more.

A visit to Castle & Key Distillery is a delightful addition to your Midway itinerary. It combines history, learning, and delicious tastes!

Address: 440 Kyles Mill Rd, Frankfort, KY 40601.

15. Stop by Shimmy’s Snack Shack

Shimmy’s Snack Shack is the ultimate stop for tasty snacks and ice cream in Midway. This charming eatery has a friendly atmosphere and offers a variety of delicious treats. Whether you’re in the mood for a quick bite or a refreshing dessert, Shimmy’s has you covered.

Try their mouth-watering snacks, from savory bites to sweet delights. The menu includes a variety of items that cater to different tastes. It’s a great place to grab a casual meal or a snack any time of the day.

Don’t forget to indulge in their ice cream selection! With a range of flavors, it’s a perfect treat for warm days or after a long day of exploring. Enjoy your ice cream on their outdoor patio, soaking in the pleasant surroundings.

The inviting staff makes your visit even more enjoyable. They are eager to help you choose the perfect snack or dessert to satisfy your cravings.

Make sure to add Shimmy’s Snack Shack to your Midway agenda for a fun and tasty experience!

Address: 2201 Auerbach Rd, Midway, KY 40347.

16. Shop at the Midway Community Farmers Market

The Midway Community Farmers Market is a vibrant gathering place on weekends. Here, you can explore a variety of fresh produce and artisanal goods from local vendors. It’s a great way to support local farmers and artisans while enjoying the community spirit!

Your visit allows you to connect with growers and producers. Ask them questions about their products and get tips on cooking and storing. The friendly interactions enhance your experience and develop relationships within the community.

From fruits and vegetables to handmade crafts, the selection is impressive. You’ll find unique items that you won’t see in stores. It’s an excellent opportunity to discover healthy food options and delicious creations!

Be sure to check for seasonal offerings and special events happening at the market. There could be live music, cooking demos, or workshops to enhance your visit.

Visiting the Midway Community Farmers Market is more than just shopping. It’s a delightful experience filled with community connections and local flavor!

Address: Midway, KY 40347.

17. Engage with the Community at Midway University

Midway University is an institution that welcomes visitors to its vibrant campus. Engage with the community and experience local events and activities. The university often hosts public events, making it a key part of the Midway experience.

Enjoy strolling around the picturesque campus while observing its historic architecture. The green spaces create a lovely setting for relaxation and reflection. It’s an inviting environment for both students and visitors.

Check their schedule for community events. These might include lectures, art exhibits, and sports events. Participating in these activities provides a chance to connect with local culture and enhance your visit.

Additionally, the university’s commitment to community engagement fosters a sense of belonging. You might meet students and faculty who share their passion for learning and teaching.

Incorporating a visit to Midway University enriches your travel experience, offering insights into education and community in this charming town!

Address: 512 E Stephens St, Midway, KY 40347.

18. Experience Thrills at Keeneland Race Course

Keeneland Race Course is a world-renowned horse racing venue located nearby. Attending a race is an exhilarating experience filled with excitement and jubilation. The atmosphere is electric, especially during race days!

You can purchase tickets to enjoy the races from different vantage points. The grandstand offers stunning views of the track, and the ambiance is filled with anticipation as each race unfolds. Make sure to cheer for your favorite horse!

Aside from racing, Keeneland features various events throughout the year. There are sales, festivals, and community activities hosted here. Participating in these events is a fantastic way to engage with the local culture.

You can also explore the Keeneland grounds. The beautiful gardens and buildings are perfect for leisurely strolls between races. Don’t forget to try the food vendors’ offerings for a delicious taste of local cuisine.

Visiting Keeneland Race Course adds a thrilling layer to your Midway adventure. It’s a memorable experience you won’t want to miss!

Address: 4201 Versailles Rd, Lexington, KY 40510.

19. Ride the Rails at Bluegrass Railroad Museum

The Bluegrass Railroad Museum is a delightful destination for train enthusiasts and families alike. Located just a short drive from Midway, this museum offers a chance to experience the charm of vintage trains. The museum features beautifully restored trains and railroad cars.

Join a train ride to enjoy a scenic journey through picturesque landscapes. The rides often showcase the history of the railroad in this region while providing a unique perspective of the countryside. It’s a fun activity for all ages!

Explore the museum displays to learn more about railroad history. Exhibits include artifacts, photographs, and memorabilia that capture the essence of train travel. It’s a great way to engage with the past.

Special events like themed train rides add excitement to your visit. Whether it’s a holiday special or a family-friendly ride, there’s always something fun happening at the museum.

Don’t miss this opportunity to step back in time and create wonderful memories. Your visit to the Bluegrass Railroad Museum will be a thrilling adventure!

Address: 500 N Main St, Versailles, KY 40383.

20. Admire the Historic Versailles Courthouse

The Historic Versailles Courthouse is an impressive landmark that tells a story of the past. Located nearby, this courthouse features beautiful architecture and is a center of local history. Visitors can admire its exterior and the significance it holds for the community.

Guided tours offer insights into the courthouse’s history and its vital role in the judicial system. Learn about the court’s operations and the building’s architecture, which reflects its time period.

Nearby, you’ll find charming shops and cafés. The area is perfect for exploring after your visit. Stroll around and enjoy the local culture while soaking in the vibrant atmosphere.

Photography enthusiasts will find beautiful angles to capture the courthouse’s elegance, especially during sunset. Surrounding scenery provides a lovely backdrop for pictures.

Visiting the Historic Versailles Courthouse is an enriching experience that combines history and local charm. Don’t miss this opportunity to connect with the community’s heritage!

Address: 196 S Main St, Versailles, KY 40383.

21. Join the Fayette County Kinetics Festival (Seasonal)

The Fayette County Kinetics Festival is a unique and fun annual event. It’s a day filled with colorful kinetic sculptures, team spirit, and exciting races. This festival highlights creativity and brings the community together in a celebration of art and innovation.

Participants build and race their kinetic sculptures, showcasing engineering and artistic skills. Watching the races is exhilarating, as the sculptures traverse various terrains. It’s a lively atmosphere filled with excitement and laughter!

In addition to the races, there are plenty of activities for everyone. Live entertainment, food vendors, and craft booths make the event enjoyable for people of all ages. Families can spend quality time together while enjoying the festivities.

Mark your calendars for this seasonal event! It promotes community involvement and celebrates creativity in a fun and engaging way.

Attending the Fayette County Kinetics Festival will leave you with lasting memories. It’s an event that celebrates the joy of innovation and community spirit!

Address: Fayette County, KY (Exact Location Varies by Year).

22. Discover the Lexington Distillery District

The Lexington Distillery District is a vibrant area filled with craft distilleries, bars, and restaurants. Located nearby, this district is a perfect spot to explore local beverages and culinary delights. It’s a thriving hub for anyone interested in bourbon and unique dining experiences.

Visit a variety of distilleries and learn about the bourbon-making process. Enjoy tastings to experience local flavors. Each distillery has its own story and unique offerings, making your visit diverse and enjoyable.

After exploring the distilleries, head to one of the restaurants or bar venues. Enjoy delicious meals or creative cocktails prepared by talented chefs and mixologists. The atmosphere is lively and fun, perfect for dining with friends or family.

The district often hosts events and live music, adding to the dynamic vibe. Keep an eye out for seasonal festivals and happenings to enhance your visit.

Exploring the Lexington Distillery District offers a delightful blend of culture, flavor, and entertainment. It’s a must-visit on your Midway journey!

Address: 401 W Main St, Lexington, KY 40507.

23. Sip Fine Wines at Talon Winery & Vineyard

Talon Winery & Vineyard is another great stop for wine lovers. Located nearby, this vineyard features beautiful outdoor spaces, making it ideal for wine tastings. You can enjoy scenic views while exploring their selection of wines.

Participate in guided tastings to discover the various flavors produced from local grapes. The knowledgeable staff is happy to share tasting notes and suggestions. You might even find a new favorite wine to take home!

The serene atmosphere invites you to relax. Sit outside and take in the beauty of the vineyard while sipping your wine. It’s a wonderful way to unwind and enjoy the peaceful surroundings.

Check their calendar for special events and live music to enhance your visit. Wine releases and festive celebrations offer opportunities to engage with the community and enjoy more of what the vineyard has to offer.

Visit Talon Winery & Vineyard for an enjoyable day of wine tasting and relaxation. It’s a perfect addition to your itinerary!

Address: 7086 Tates Creek Rd, Lexington, KY 40515.

24. Care for Your Pets at Crab Orchard Animal Hospital

If you’re traveling with pets, Crab Orchard Animal Hospital is a valuable resource. Located nearby, this facility provides care for your furry friends. The compassionate staff offers various services, ensuring your pets are healthy and happy.

Visit for regular check-ups, vaccinations, or any health concerns your pets may have. The team at Crab Orchard Animal Hospital is dedicated to providing quality care and advice for pet owners.

Gather resources and information about local pet services, including grooming and boarding. The welcoming atmosphere makes it easy to ask questions and seek guidance regarding pet care.

You may even discover some local pet-friendly spots and parks around Midway. The staff can recommend activities that both you and your pets will enjoy.

Crab Orchard Animal Hospital is a great stop to ensure your pets are well taken care of during your travels. Your furry companions will appreciate the attention!

Address: Crab Orchard, KY (Exact Location Varies).

25. Appreciate Local Talent at Art Galleries

Exploring local art galleries in and around Midway is a delightful way to appreciate creativity. These galleries showcase the talents of local artists, featuring diverse works across various mediums. You’ll find paintings, sculptures, and crafts showcasing the unique style of each artist.

Check for special exhibitions and openings to meet artists and engage with their work. Many galleries host events, allowing you to interact with the creative community. Discovering new artistic talent adds an enriching experience to your visit.

Art walks or festivals may also take place in the area, providing an opportunity to explore multiple galleries in one outing. These events celebrate local art and bring the community together.

Purchasing a piece of art can be a wonderful way to take home a piece of Midway’s culture. Supporting local artists helps foster creativity in the area.

Visiting local art galleries enhances your travel experience and connects you to the heart of Midway. It’s an artistic adventure you won’t want to miss!

Address: Various Locations in Midway, KY.

Final Thoughts

Midway, Kentucky, is a charming town filled with diverse activities and attractions. From delightful vineyards to engaging community events, there’s something for every visitor to enjoy. Whether exploring local history at the Historic Society or savoring delicious treats at Shimmy’s Snack Shack, each experience brings the town’s warmth and hospitality to life.

As you leave, the memories of its stunning landscapes, friendly locals, and unique experiences will surely draw you back to explore more of Midway’s charm. Don’t forget to check out additional places like other attractions throughout Kentucky to enhance your adventure. Embrace the joy of discovery and find your next adventure in this lovely town!