11 Most Fun Things To Do In Harrodsburg, Kentucky

Harrodsburg is situated in central Kentucky and boasts a picturesque geographical location 30 miles southwest of Lexington

The town is framed by gently rolling hills and verdant landscapes. Its proximity to the Kentucky River adds a touch of scenic charm. It is also accessible via major highways that provide a tranquil escape within the heart of the Bluegrass State.  

It was founded in 1774 and is the oldest permanent English settlement west of the Allegheny Mountains. Moreover, this charming town was named after its founder, James Harrod, which attracts almost 354,200 visitors yearly. 

Harrodsburg’s allure for tourism lies in its well-preserved 18th-century architecture that invites visitors to step back in time. 

The town’s significance in American history, marked by events like the Transylvania Purchase and its role in the Revolutionary War, adds layers to its appeal.

Visitors choose their desired months to enjoy the best things to do in Harrodsburg, KY. It shines brightest during the vibrant spring and fall months, with May to June and September to October stealing the show. 

Blooms paint the town in spring, while autumn showcases a stunning tapestry of colors. Avoid the peak of summer in July and August, when the heat can cramp your style, but any other time, Harrodsburg welcomes you with open arms and cool breezes.

The annual Kentucky Fort Harrod Beef Festival further enhances its charm by celebrating the town’s agricultural heritage and enduring spirit. 

Harrodsburg is a living canvas of history that beckons travelers to uncover the stories woven into its cobblestone streets and colonial architecture.

So come for the history and win an adventure. It’s a place with a winning deal!

1) Unwind in the history of Shaker Village of Pleasant Hill

The Shaker Village of Pleasant Hill is located in Kentucky and was established in 1805 by a group of Shakers led by Elder John “Father” D. Meacham. 

Unwind in the history of Shaker Village of Pleasant Hill

This religious community followed the principles of simplicity, equality, and communal living. Over time, the village grew to encompass over 34 buildings on 3,000 acres. 

The Shaker Village of Pleasant Hill offers a variety of things to do in Harrodsburg, KY, and amenities for visitors to enjoy. You can explore hiking trails, go birdwatching, or simply relax and soak in the serene surroundings. 

The village boasts charming historic buildings that house museums, craft shops, and dining options. You can delve into the rich history of the Shakers through interactive exhibits and guided tours. 

For those looking to unwind, cozy accommodations include cottages and inns with modern comforts. After a day of exploration, treat yourself to delicious farm-to-table cuisine at the on-site restaurant, where you can savor fresh, locally sourced ingredients. 

Remember to check out the calendar of events, which features workshops, live music performances, and seasonal festivities. 

Whether you’re seeking a peaceful retreat or an educational adventure, the Shaker Village of Pleasant Hill has something for everyone to enjoy. 

So, gather your friends and family and experience the beauty and hospitality of this historic gem in Kentucky!


3501 Lexington Road, Harrodsburg, KY 40330, United States

2) Chill at Old Fort Harrod State Park

Old Fort Harrod State Park was established in 1927 and commemorated the first permanent settlement west of the Allegheny Mountains. In 1774, James Harrod and his party founded Fort Harrod as a fortified outpost on the Kentucky frontier. 

Chill at Old Fort Harrod State Park

Its strategic location facilitated trade and communication between settlers and Native American tribes. Despite facing challenges such as attacks and scarcity of resources, Fort Harrod played a crucial role in the westward expansion of the United States. 

Old Fort Harrod State Park is lit with dope facilities and top things to do in Harrodsburg, KY, for all ages. Chill out with a picnic in the lush green spaces or enjoy outdoor BBQ action at the designated areas. 

Explore the park’s lit and historical vibe through guided tours, or roam freely and soak in those old-school vibes. For the squad looking to get active, hit the basketball and volleyball courts for some friendly competition, or bring your wheels and shred the skate park. 

Don’t sleep on the playgrounds either—they’re perfect for the kiddos to burn off some energy. Are you feeling the need for speed? Rent a bike and cruise the scenic trails like a boss. 

And when hunger strikes, hit up the snack bar for some tasty treats or keep it classic with a picnic under the stars. With lit facilities, chill vibes, and a dose of history, Old Fort Harrod State Park is where it’s at for a dope day out.


100 South College Street, Harrodsburg, KY 40330, United States

3) Ride a horse at Big Red Stables

Big Red Stables, established in 1650, holds a storied history as a premier breeder and trainer of thoroughbred racehorses. Founded by Sir William Montgomery, the stables quickly gained renown for their dedication to breeding champions. 

Ride a horse at Big Red Stables

Over the centuries, Big Red Stables has produced numerous winners of prestigious races, including the Epsom Derby and the Kentucky Derby. 

The barns are spacious and equipped with modern comforts, ensuring your horse feels right at home. There are well-maintained arenas for training and leisure riding, perfect for honing your skills or enjoying a relaxing ride. 

Plus, the onsite veterinary clinic provides peace of mind, knowing that expert care is always available. But the cheap things to do in Harrodsburg, KY, continue! 

Big Red Stables offers a range of activities to keep you entertained. Take a scenic trail ride through the lush countryside, soaking in the beauty of nature as you explore winding paths and picturesque landscapes. 

Or, if you’re feeling competitive, why not join in one of their friendly horse shows or clinics? It’s a great way to test your abilities and connect with fellow equestrians. 

After a day of riding, unwind at the cozy clubhouse, where you can swap stories with friends over a delicious meal or refreshing drink. 

With so much to offer, Big Red Stables is more than just a barn – it’s an experience you’ll never forget.


1605 Jackson Pike, Harrodsburg, KY 40330, United States

4) Spend some quality time inside The Combination on Main

The Combination on Main, located in downtown Lexington, Kentucky, has a rich history dating back to the 19th century. Initially established in the late 1800s as a grocery store, it evolved into a tavern during Prohibition, attracting locals and travelers. 

Spend some quality time inside The Combination on Main

Today, The Combination on Main thrives as a popular restaurant and bar, offering a blend of traditional and modern cuisine in a historic setting. 

You’ll find a stylish and cozy interior perfect for relaxing with friends or enjoying a delicious meal. With comfortable seating and ambient lighting, it’s the ideal spot to unwind after a long day. 

Plus, they have a fully stocked bar serving a wide selection of craft cocktails to quench your thirst. 

For those looking for entertainment, there’s no shortage of fun things to do in Harrodsburg, KY. You can catch live music performances featuring local artists, adding to the vibrant atmosphere. 

If you’re feeling competitive, challenge your friends to a game of pool or darts for some friendly rivalry. 

And let’s remember the food! The menu boasts a mouthwatering array of options, from classic pub fare to gourmet dishes, satisfying any craving. Whether you’re in the mood for burgers, sandwiches, or something more upscale, they’ve got you covered. 

Overall, The Combination on Main has everything you need for a memorable night out, from fantastic food and drinks to exciting entertainment options. 

So gather your crew and head over for a night you will remember!


225 South Main Street Ste 100, Harrodsburg, KY 40330, United States

5) Watch a famous movie at Ragged Edge Community Theater

Ragged Edge Community Theater, established in 1991, was founded by Vickie and Mark Truax. The theater aimed to provide a platform for community members to express their artistic talents. 

Watch a famous movie at Ragged Edge Community Theater

Initially a tiny storefront, the venue expanded in 2005 to accommodate growing audiences. The facility was revamped in 2005 and boasts modern amenities, comfy seating, and stellar acoustics that make every show a memorable experience. 

Before settling in, grab a cup of artisanal coffee at the on-site cafe. Need a break? The cozy lobby provides the perfect spot to mingle with fellow theatergoers or snap some Instagram-worthy pics of the artsy decor.

Besides the fantastic productions, Ragged Edge hosts engaging workshops where you can unleash your inner actor or learn behind-the-scenes magic. 

The theater’s commitment to the community extends to youth programs, offering a fantastic opportunity for budding performers to shine.

Looking for a unique date night or a lively outing with friends? Ragged Edge Community Theater delivers, with its diverse repertoire from classic plays to cutting-edge performances. 

Whether you’re a seasoned theater buff or a newbie, this spot guarantees a fun-filled evening surrounded by creativity and community spirit. Get ready for a theatrical journey that goes beyond the stage!


111 South Main Street, Harrodsburg, KY 40330, United States

6) Relax at Bright Leaf Golf Resort

Bright Leaf Golf Resort, nestled in the rolling hills of Kentucky, boasts a rich history dating back to 1929, when it was founded as a private golf club. 

Relax at Bright Leaf Golf Resort

Originally named Pine Mountain Golf Course, it underwent various transformations before adopting the Bright Leaf name in the 1960s. The resort expanded over the years, adding luxurious accommodations, a spa, and dining options. 

It is also known for its challenging 18-hole golf course designed by renowned architect Donald Ross. It is the ultimate playground for relaxation and recreation. 

Dive into luxury with their upscale accommodations, featuring modern amenities and picturesque views. Unwind at the spa, where pampering meets serenity, offering a blissful escape from the daily grind.

For the avid golfer, their 18-hole course, designed by the legendary Donald Ross, promises an exhilarating round with scenic landscapes. Take your swing to the next level with professional lessons at their cutting-edge golf academy.

Beyond golf, the resort boasts a sparkling pool, perfect for a refreshing dip under the radiant sun. Adventure seekers can explore nearby hiking trails, immersing themselves in the natural beauty surrounding Bright Leaf. 

Indulge your taste buds with their diverse dining options, offering a fusion of local flavors and international cuisine. Sip on crafted cocktails at the stylish lounge while soaking in the vibrant atmosphere.

Bright Leaf Golf Resort ensures a vibrant escape where every moment celebrates leisure and luxury, whether you’re here for golf, relaxation, or family fun.


1742 Danville Rd, Harrodsburg, KY 40330, United States

7) Stroll on the trails of Anderson Dean Community Park

Anderson Dean Community Park, established in the early 20th century, holds a rich history as a hub for recreational activities and community bonding. 

Stroll on the trails of Anderson Dean Community Park

Originally a green space, it evolved over the years with community-driven initiatives. In the 1950s, it became a central venue for local events, fostering a sense of unity. 

The park underwent expansions in the 1980s, introducing modern amenities like playgrounds and sports facilities.

Packed with top-notch facilities and things to do in Harrodsburg, KY, you can slam-dunk at the basketball court, show off your soccer skills on the field, or pump iron in the state-of-the-art fitness zone. 

The playground is a paradise for the kiddos, with swings, slides, and endless giggles.

Need a breather? Stroll through the lush greenery, snap Insta-worthy pics at the scenic spots, or have a cozy picnic with your squad. 

The skate park is a spot for skaters to flaunt tricks and flips. Feeling competitive? Challenge your friends to a game of tennis or pickleball on the sleek courts.

And wait, there’s more! The theater hosts fantastic events and live performances. Check the schedule for movie nights under the stars or jam to local bands. 

Don’t forget Fido – the dog park is perfect for your fur baby to socialize and burn some energy.

Anderson Dean Community Park isn’t just a park; it’s a lifestyle. Whether you’re a fitness fanatic, nature lover, or social butterfly, this place has something for everyone. 

So, grab your crew and make memories – because the fun never stops here!


1501 Louisville Road, Harrodsburg, KY 40330, United States

8) Tantalize your taste buds at Chimney Rock Marina and Restaurant

Chimney Rock Marina and Restaurant has a rich history, having been established in the mid-20th century. Originally a modest marina, it gradually evolved into a popular destination. 

Tantalize your taste buds at Chimney Rock Marina and Restaurant

Over the years, the site has witnessed expansions and renovations, adapting to the growing demand for recreational boating and lakeside dining. 

With its scenic views of Chimney Rock, the restaurant became a local landmark, attracting both residents and tourists. 

With its trendy decor, the on-site restaurant serves delectable dishes featuring local flavors. Kick back and relax on the spacious lakeside deck while sipping craft cocktails and enjoying live music. 

For those seeking active fun, engage in watersports like paddleboarding and jet skiing, which are available for rent. The marina hosts lively events, creating a vibrant atmosphere for socializing and making memories. 

If you’re into fishing, try your luck in the well-stocked waters of Lake Martin, known for its diverse aquatic life. 

Families can enjoy the dedicated play area for kids, ensuring a wholesome experience for all ages. Capture Instagram-worthy moments with the iconic Chimney Rock in the background, or stroll along the scenic walking trails. 

With a friendly staff and various amenities, Chimney Rock Marina and Restaurant offers a trendy and entertaining destination for anyone looking to unwind by the water.


250 Chimney Rock Rd, Harrodsburg, KY 40330, United States

9) Witness the artifacts of Harrodsburg Historical Society Museum

The Harrodsburg Historical Society Museum, located in Harrodsburg, Kentucky, showcases the rich history of the area. It was founded in 1938 and resides in a former Baptist Church dating back to the early 19th century. 

Witness the artifacts of Harrodsburg Historical Society Museum

It preserves artifacts, documents, and exhibits spanning from the Native American era through the pioneer settlement and beyond. 

The museum highlights Harrodsburg’s significance as one of the oldest permanent European settlements west of the Allegheny Mountains, established in 1774 by James Harrod. 

Explore their spacious exhibit halls filled with fascinating artifacts and interactive displays. Take advantage of their comfortable seating areas throughout the museum, perfect for relaxing and soaking up the history.

Fuel your exploration by stopping at their onsite café, serving delicious snacks and beverages to satisfy your cravings. Need a break? 

Head to their charming outdoor courtyard, a serene oasis amidst the bustling exhibits, where you can enjoy fresh air and admire the historic architecture.

Are you looking for some of the best things to do in Harrodsburg, KY? Engage in hands-on activities like artifact scavenger hunts or interactive historical reenactments, perfect for families and history buffs. 

Don’t miss their guided tours led by knowledgeable staff members, providing insightful commentary and behind-the-scenes stories.

For those seeking a souvenir or gift, browse our museum shop, which offers a variety of unique items inspired by local history and culture. 

Whether you’re a casual visitor or a dedicated history enthusiast, the Harrodsburg Historical Society Museum promises an enriching and enjoyable experience for all ages.


220 S Chiles St, Harrodsburg, KY 40330, United States

10) Shop nostalgic pieces at Rags To Riches Antique Center & Flea Mall

Rags To Riches Antique Center & Flea Mall originated in 1995 when passionate collectors transformed a rundown warehouse into a thriving hub for antiques and vintage treasures. 

Shop nostalgic pieces at Rags To Riches Antique Center & Flea Mall

The name “Rags To Riches” reflects the transformation of discarded items into valuable finds. 

The center’s success is attributed to its vast selection and commitment to community engagement through events, workshops, and collaborations with local artists. 

With over 100 unique booths, it’s a haven for collectors and nostalgia enthusiasts. The facilities boast spacious aisles, creating an enjoyable browsing experience.

Modern conveniences like free Wi-Fi and cozy seating areas make it a perfect spot for leisurely exploration.

Amenities include clean restrooms and an on-site cafe serving delicious snacks and beverages. 

The mall is pet-friendly, so your furry friends can join the adventure. Engage in friendly haggling with vendors, adding an exciting element to your shopping spree.

Family things to do in Harrodsburg, KY, are never in short supply at Rags To Riches. Monthly events like themed weekends and live music ensure a lively atmosphere. 

Take the chance to snap a pic at the vintage photo booth or participate in the occasional DIY crafting workshop. 

If you’re a seasoned collector, this antique haven promises a delightful blend of history, hospitality, and hidden gems.


Beaumont Plaza, 613 South College Street, Harrodsburg, KY 40330, United States

11) Enjoy live music at Old Owl Tavern 

The Old Owl Tavern, established in 1753, holds a rich history as a colonial-era watering hole in the heart of a bustling trading town. 

Enjoy live music at Old Owl Tavern

The tavern’s rustic charm and timber-framed architecture evoke the spirit of its early days. Famous figures like Benjamin Franklin and Paul Revere were rumored to have exchanged ideas within its walls. 

Today, the Old Owl Tavern stands as a living relic, preserving tales of the past while serving as a beloved gathering spot for history enthusiasts and modern patrons.

Step inside to discover a cozy atmosphere with rustic decor and comfortable seating. Indulge in delicious fare from their kitchen, serving classic pub favorites with a modern twist.

Looking for entertainment? Enjoy live music performances by local artists on weekends, setting the perfect backdrop for a night out with friends. 

Challenge your pals to a game of darts or pool while savoring your drinks. Want to unwind? Stroll through their outdoor garden area, a hidden gem ideal for relaxation and conversation.

Feeling adventurous? Join one of their themed event nights, from trivia competitions to karaoke extravaganzas, guaranteed to add excitement to your evening. 

Remember to capture the moment with their photo booth, creating lasting memories of your visit. Whether you are seeking a lively night on the town or a laid-back hangout spot, the Old Owl Tavern offers something for everyone to enjoy.


638 Beaumont Inn Drive, Harrodsburg, KY 40330, United States

Best Hotels To Stay In Harrodsburg, KY

  • Beaumont Inn
  • Campbell House
  • Historic Maple Hill Manor
  • Bright Leaf Golf Resort
  • Baymont by Wyndham Harrodsburg
  • Days Inn by Wyndham Harrodsburg