City buildings in Lexington, KY

A famous destination for horse racing enthusiasts, Lexington, KY, is a charming Southern city with a choice of things to see and do. Visit Keeneland, tour the horse stables at Kentucky Horse Park, take a romantic walk through The Arboretum, or rent a pedal-boat in Jacobson Park. History buffs can tour the childhood home of Mary Todd Lincoln and Waveland State Historic Site. Other top things to do in Lexington, KY include the Headley-Whitney Museum, the Old Kentucky Chocolate factory, the Aviation Museum of Kentucky and Raven Run Nature Sanctuary. Photo: Henryk Sadura/Fotolia



This famous and historic horseracing arena attracts visitors year round. Even when races are not in session, Keeneland’s significance and extensive history make it a popular Lexington destination. Horses began racing at Keeneland, one of the top Lexington, KY attractions, in 1936, and since then, annual races have become a traditional event.

Keeneland is also host to practice meets for jockeys and horses preparing for the Kentucky Derby, as well as a series of horse auctions throughout the year. Visitors to Keeneland are able to view the racecourse, visit the indoor facility, and tour the sales complex. Keeneland’s website offers a calendar of upcoming events and ticket purchasing options.

4201 Versailles Rd, Lexington, Kentucky, Phone: 859-254-3412 25 Best Things to Do in Lexington, KY - Photo: volga river/Fotolia

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»Mary Todd Lincoln House

Mary Todd Lincoln House

The childhood home of Mary Todd Lincoln, the 16th First Lady of the United States, has been preserved and memorialized, and is now open to the public as one of the top Lexington KY attractions. A unique site, this home has the distinct honor of being the first historical location restored in the name of a first lady.

The home features a collection of authentic artifacts, including furniture, portraits, and decor, from both the Lincoln and Todd families. Additionally, the home provides both guided tours and interpretive information on the families and the lives of the first lady, President Lincoln, and their children. Read more

578 W Main St, Lexington, Kentucky, Phone: 859-233-9999

Best things to do in Lexington, KY with kids include Kentucky Horse Park, American Saddlebred Museum, Lexington History Museuma, University of Kentucky Art Museum, Waveland Historic Site, Raven Run Nature Sanctuary and McConnell Springs (a free attraction). 25 Best Things to Do in Lexington, KY - Photo: Mary Todd Lincoln House

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»Kentucky Horse Park

Kentucky Horse Park

The Kentucky Horse Park is a roughly 1,000-acre facility that is a well-known working horse farm. The park offers visitors the chance to tour the horse stables and facilities, and witness the Horses of the World show, which occurs twice daily. The show includes a variety of rare and exotic horses from all over the globe, with riders dressed in authentic garb. The park also features a historic museum called International Museum of the Horse.

This Smithsonian Affiliate houses an extensive collection of authentic horse memorabilia and interpretive literature. The Park offers a frequently changing calendar of events, ranging from horse races to concerts to other sporting events. Finally, horse riding, carriage rides, and campgrounds are all available on site. Read more

4089 Iron Works Pkwy, Lexington, Kentucky, Phone: 859-259-4200 25 Best Things to Do in Lexington, KY - Photo: fototrips /Fotolia

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»Thoroughbred Heritage Horse Farm Tours

Thoroughbred Heritage Horse Farm Tours

Thoroughbred Heritage Horse Farms Tours offers visitors a chance to experience the scenic back roads of Kentucky countryside, and it gives them a glimpse into several of Lexington’s most prolific sites. The tour is accompanied by a local professional guide who provides information and insight into the site’s history and contributions to the city, along with the establishment’s relevance to the horse farming community.

If you are looking for fun things to do in Lexington, KY, this is a great place to visit. The walking tour lasts approximately three hours, and travels through the Kenneland Race Course, through an authentic horse farm, past the famous Calumet Farm, and to the filming locations of major equestrian based motion pictures, including Seabiscuit and Secretariat.

1900 Clays Mill Rd, Lexington, Kentucky, Phone: 859-260-8687

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»Things to do in KY: Lexington Visitors Center

Things to do in KY: Lexington Visitors Center

Located in the core of downtown Lexington, the Lexington Visitors Center is an expansive and comprehensive resource for guests of the city. Staffed with Visitor Information Specialists who are knowledgeable about the history and attractions within Lexington, the center also has a wide section of literature and materials. City guides, attraction guides, and a collection of food, drink, and lodging materials are all present.

Additionally, the center offers educational videos on the surrounding area, known as the Bluegrass Region, which show on five different screens throughout the building. There is also a life-sized blue horse on site, other memorabilia that present excellent photo opportunities, and interpretive educational resources. More Kentucky destinations

401 W Main St, Lexington, Kentucky, Phone: 859-233-7299 25 Best Things to Do in Lexington, KY - Photo: jackienix/Fotolia

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»Raven Run Nature Sanctuary

Raven Run Nature Sanctuary

This 700-acre nature sanctuary is an expansive green space just outside of downtown Lexington. With a mission to preserve the unique beauty of the Kentucky River Palisades region, the sanctuary manages to illustrate the historical significance of the land while providing open, outdoor space to the people of Lexington. Today, guests can visit Raven Run and utilize the space’s 10 miles of hiking trails and walking paths to cross through meadows and woodlands and pass numerous streams.

The trails take visitors through the scenic and rustic Bluegrass wilderness and deep into Kentucky’s scenic landscape. Additionally, the remnants of 19th century settlers remain scattered throughout the sanctuary, and over 600 species of flora and fauna are known to exist on the grounds.

3885 Raven Run Way, Lexington, KY, Phone: 859-272-6105 25 Best Things to Do in Lexington, KY - Photo: vividec/Fotolia

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»The Arboretum

The Arboretum

The Arboretum is a year round Lexington staple. The University of Kentucky owns and operates this 100-acre space, which features seasonal activities and attractions within the various garden spaces. A children’s garden is located on the grounds, hosting a child sized interactive and educational outdoor activity area.

Additionally, a variety of themed gardens exist and act as both a conservation center and educational resource for visitors and academics. Throughout the year, a variety of family events and attractions are held on site, and they are outlined in a calendar on the arboretum’s website. Read more

500 Alumni Dr, Lexington, KY, Phone: 859-257-6955 25 Best Things to Do in Lexington, KY - Photo: Juliet Photography/Fotolia

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»Things to do in KY: Jacobson Park

Things to do in KY: Jacobson Park

This urban park features an expansive range of attractions and features ideal for city goers looking to experience a lush and inviting green space. On site, Jacobson Park features a large pond that hosts seasonal pedal-boat rentals and provides fishing opportunities. Numerous sporting endeavors are supported here, and the park has open fields, basketball courts, and volleyball nets.

A fenced in dog park allows pet owners to engage with their off-leash companions while separated from other park goers. Finally, open fields, covered shelters, and a sprawling playground provide ample opportunity for families and children to engage in fun activities within the park grounds.

4001 Athens Boonesboro Rd, Lexington, KY, Phone: 859-288-2900 25 Best Things to Do in Lexington, KY - Photo: venars/Fotolia

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»Waveland State Historic Site

Waveland State Historic Site

Waveland is a historic antebellum plantation home that has been restored and reopened to the public. The grounds of Waveland contain the extravagant main house and with three outbuildings, which include slave quarters, a smokehouse, and an icehouse. The home is now operated daily, and guided tours provide education and insight into the family and enslaved peoples who lived and worked on the grounds of Waveland.

The home and outbuildings have all been outfitted with period era decor and furnishings, and original artifacts help illustrate the lifestyle that would have been typical of the spectrum of occupants who resided here. Additionally, a variety of seasonal events are held on the property, which are outlined on the National Park Service website.

225 Waveland Museum Ln, Lexington, KY, Phone: 859-272-3611 25 Best Things to Do in Lexington, KY - Photo:

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»Enoteca, Lexington, KY

Enoteca, Lexington, KY

Enoteca is a distinct and vibrant Spanish style eatery that serves dinner. While the restaurant features an extensive and diverse Tapas menu, it is known for its enthralling collection of drinks. Individual menus outline the wine, beer, cocktail, and whiskey selections, and educated staff members are available to provide recommendations on beverage and food pairings.

This modern restaurant has a simple façade but an engaging interior, complete with restored wood floors, brick walls, and warm lighting. A small outdoor patio provides additional seating where the charming and romantic atmosphere matches that of the interior space. The establishment’s ambiance is simultaneously inviting and refined. Read more

191 Jefferson St, Lexington, KY, Phone: 859-687-0346 25 Best Things to Do in Lexington, KY - Photo: Enoteca

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»Coles 735 Main

Coles 735 Main

Coles 735 Main is a historic Lexington establishment open for dinner. Renowned for its highly artistic and fine dining fare, the food at Coles is created and designed by executive chef, Cole Arimes. Chef Arimes is known for his imaginative and inventive perspective, as well as his ability to recreate American dishes with global infusion and inspired updates.

The atmosphere at Coles matches the characteristics of the food; the restaurant is refined and sophisticated, providing an elegant and artistic backdrop for guests. Diners are able to sit at the restaurant’s inviting indoor bar, in the classic dining room, or on the charming outdoor patio. The high-end ambience of Coles is elegant but welcoming, providing an intimate and comfortable ambiance. Read more

735 E Main St, Lexington, KY, Phone: 859-266-9000 25 Best Things to Do in Lexington, KY - Photo: Coles 735 Main

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»The Aviation Museum of Kentucky

The Aviation Museum of Kentucky

Located at the Blue Grass Airport of Lexington, the Aviation Museum of Kentucky offers visitors first hand insight into modern and historical aircrafts. Hosting an expansive exhibit arena, the museum contains a series of authentic and replica displays, including both military and civilian pieces. The museum also houses a library, which includes information on aviation history and photos, documents, and artifacts that outline the transformation of air travel.

An onsite aircraft restoration and repair shop is available for visitors who are interested in learning more about how to maintain and repair a historical aircraft. Finally, interpretive information throughout the site provides guests with both useful and fascinating information.

4029 Airport Rd, Lexington, KY, Phone: 859-231-1219 25 Best Things to Do in Lexington, KY - Photo: The Aviation Museum of Kentucky

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»McConnell Springs

McConnell Springs

McConnell Springs is a sprawling nature park located within Lexington city limits. However, the park is best known for its historical significance for the city itself. A group of settlers, led by a man named William McConnell, reached this location in 1775, and developed a small establishment on the banks of the springs. In honor of an early Revolutionary War battle, the site was named Lexington.

The park is now preserved and contains trails reaching two miles long, including a paved half-mile loop. The park is also home to several historical artifacts, including the remnants of historical farm buildings, a dam, an old creamery, and historic stone fences. 25 Best Things to Do in Lexington, KY - Photo: jackienix - Fotolia

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»Pies and Pints

Pies and Pints

This beer and pizza joint offers guests a high quality selection of dining options for lunch and dinner in downtown Lexington. While salads and sandwiches also adorn the menu, Pies and Pints is mainly dedicated to producing high quality pizzas utilizing locally grown and fresh ingredients. The pizza crust is handmade on site, and the topping combinations are unique and creative. Additionally, a hand-selected variation of craft beer is available, specifically chosen as accompaniments for the pies.

While Pies and Pints is a local chain, it maintains a comfortable and unique feel, with casual but engaging décor that creates an industrial vibe. Brick walls, refurbished wood tables, metal bistro chairs, and twinkly lighting combine to make a space that feels polished but not formal, upscale but comfortable.

401 W Main St #106, Lexington, KY, Phone: 859-231-7437 25 Best Things to Do in Lexington, KY - Photo: Pies and Pints

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»Clawdaddy’s, Lexington, KY

Clawdaddy’s, Lexington, KY

This downtown establishment is open for lunch and dinner, providing Lexington diners with a variety of east coast inspired dishes. Founded by transplants from Maine, Clawdaddy’s is famous for its authentic Maine lobster rolls served in house baked rolls and smothered in a tasty secret sauce.

This trendy eatery is casual and bright, with metal, bistro style chairs and benches adorning a small interior dining space. The restaurant also has several additional seating arrangements outside. Guests order at the counter and can select from a variety of Maine shellfish, sides, and drinks to accompany their roll.

128 N Broadway, Lexington, KY, Phone: 859-258-2529 25 Best Things to Do in Lexington, KY - Photo: Clawdaddy’s

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»Things to do in KY: The Hunt-Morgan House

Things to do in KY: The Hunt-Morgan House

Originally built in 1814, the Hunt-Morgan home was initially given the name Hopemont, and belonged to the first millionaire who lived on the west side of the Alleghenies Mountain Range. After its founding, the home would continue to house historically notable citizens, including a Confederate Army general and Dr. Thomas Hunt Morgan, the first Kentucky resident to win a Nobel Prize.

Preserved by a local preservation trust, the home has been restored and is now open to the public. The interior features historic and period decor and furniture, along with genuine artifacts pertaining to the home’s previous residents. Additionally, the building houses an on site Civil War museum.

201 N Mill St, Lexington, KY, Phone: 859-233-3290 25 Best Things to Do in Lexington, KY - Photo: The Hunt-Morgan House

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»Triangle Grill

Triangle Grill

Located within Lexington’s Hilton Hotel, this eatery is open for breakfast, lunch, and dinner, but closes down for a short period in the mid afternoon. Triangle Grill offers a standard American menu whose classic dishes are infused with influences from a modern perspective.

The eatery is emblazoned in bright, explosive colors, and vibrant artwork adorns the walls. While the restaurant might be considered upscale, it manages to maintain a low-key atmosphere. The furnishings and décor provide a classy ambiance, and the mood is casual and welcoming.

369 W Vine St, Lexington, KY, Phone: 859-281-3773

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»Headley-Whitney Museum

Headley-Whitney Museum

Founded by local Lexington citizens George Headley and Barbara Whitney, the Headley-Whitney Museum features an array of artifacts and objects for guests to admire. Because Headley spent his life working as a jewelry designer, the museum is filled with his handiwork and collections. Additionally, dollhouses, miniatures, and bibelots, designed and crafted by Whitney, are also shown.

Through showcasing these works, the museum hopes to preserve and showcase the couple’s talent and contributions to the artistic landscape. The location also contains an expansive library, shell grotto, rose garden, and a series of rotating exhibits. The museum provides a gift shop for patrons to purchase souvenirs, and it also hosts educational workshops and seasonal events. Read more

4435 Old Frankfort Pike, Lexington, KY, Phone: 859-255-6653

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»Tolly Ho Restaurant

Tolly Ho Restaurant

This 24-hour establishment is ideal for a casual meal any time of the day. Featuring an authentically American diner menu with touches of Southern influences, the restaurant is a particular favorite among young people. Bright blue walls, counter service, and a youthful energy make this restaurant especially popular.

A small on site gift shop offers Tolly-Ho insignia and gifts along with small treats and snacks. The casual interior features basic furnishings and University decorations, and the restaurant has self-serve and self-clear service.

606 S Broadway, Lexington, KY, Phone: 859-253-2007

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»Azur Restaurant, Lexington, KY

Azur Restaurant, Lexington, KY

This modern restaurant features a creative lunch and dinner menu along with a diverse cocktail list and an entire bourbon menu. With meal offerings made from fresh produce and locally grown ingredients, the restaurant boasts an experienced culinary team known for developing unique and innovative menu selections. Azur possesses a European flare with a modern feel and tasteful touches of classic elegance.

The trendy furnishings center around windowed walls that lead out onto an expansive patio seating area. A vast bar stretches across the restaurant, creating an open and vibrant ambiance.

3070 Lakecrest Cir #550, Lexington, KY, Phone: 859-296-1007

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»Old Kentucky Chocolates Tour

Old Kentucky Chocolates Tour

One of the most well known makers of chocolate, the Old Kentucky Chocolate factory invites visitors to participate in a tour of its factory grounds. The tour provides guests with the opportunity to travel behind the scenes and experience the cooking, molding, and packing process Old Kentucky utilizes to create and sell their treats.

The tour brings visitors right to the edge of the table where goods are being crafted, allowing them to get an in-depth perspective into the crafting and handiwork that goes into creating each of the dozens of products sold on site. Additionally, a knowledgeable guide, who provides background and shares stories surrounding Old Kentucky’s past, leads each tour. The tour finishes with an “I love Lucy” moment where guests are able to taste a sample directly off the conveyer belt.

Southland Shopping Center, 450 Southland Dr, Lexington, KY, Phone: 859-278-4444

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»Dudley’s On Short Restaurant

Dudley’s On Short Restaurant

Open during the week for lunch and dinner and on Sunday for brunch, this classic Lexington restaurant is located in the heart of the downtown business district. Now housed in a bank, the restaurant is a favorite among upscale business diners. The menu provides classic American fine dining options and a comprehensive wine list.

The restaurant features a horseracing theme, yet it manages to maintain an upscale atmosphere. Diners can enjoy the classic appearance in the restaurant’s formal dining room, at the bar, or on the seasonal rooftop patio.

259 W Short St #125, Lexington, KY, Phone: 859-252-1010

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»The Merrick Inn, Lexington, Kentucky

The Merrick Inn, Lexington, Kentucky

This romantic restaurant is known for its Southern charm and contemporary Southern dinner fare. A staple of Lexington’s classic and traditional food scene, the Merrick Inn is a picturesque location known for sweeping green lawns and sprawling covered patio.

The menu offers a selection of Southern classics that have been enhanced by modern updates. The ambiance is sophisticated, and the establishment’s refined air and high quality food partner together in perfect elegance. While the bar dining area features a more relaxed vibe, the entire restaurant leans towards sophistication, including the formal dining room and outdoor patio area.

1074 Merrick Dr, Lexington, KY, Phone: 859-269-5417

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»Ceiling Clock and Foucault Pendulum

Ceiling Clock and Foucault Pendulum

This three part artistic venture resides within the main atrium of Lexington’s Central Public Library. Donated by a local philanthropist, the library rotunda now hosts the world’s largest ceiling clock, a Foucault pendulum spanning five stories high, and an expansive frieze detailing the horse history of the Bluegrass region. The frieze itself details a number of historically remarkable horse breeds, along with eight Lexington based jockeys who have won the Kentucky Derby.

A regional masterpiece, the set is known worldwide for its unique structure, technology, and artistic success. Visitors are able to view the structure and engage with interpretive literature detailing the process of development and construction for the piece.

140 E Main St, Lexington, KY, Phone: 895-231-5500

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25 Best Things to Do in Lexington, KY