Lexington, KY 2025 March Madness guide: Venues, food, and fan must-dos

Need a good restaurant, hotel, place to hang out while you're not at Rupp or Historic Memorial? We have you covered with a detailed guide on how you can make the most of your time in Lexington
Kentucky Derby Winners' Monument, Calumet Farm
Kentucky Derby Winners' Monument, Calumet Farm | Robert Riger/GettyImages

Welcome to Lexington, where basketball passion runs as deep as Kentucky bourbon! With both the Men's and Women's NCAA Tournaments in town, fans are flocking to the Bluegrass to cheer on their favorite teams. Whether you're here for the hoops or just soaking up the atmosphere, here’s your ultimate guide to food, travel, and fun while you’re in town. Be sure to check out the Kentucky Derbu Winners' Monument located at Calumet Farm. Now to the food:

Where to Eat: Lexington's Best Bites

Upscale Italian—Bella Notte
Located in the heart of Lexington, Bella Notte offers a charming ambiance with a tree right in the center of the restaurant. The seasonal menu never disappoints, and the pasta dishes are a must-try. Whether you’re celebrating a win or just treating yourself, this spot will hit the mark.

Burgers—Bad Wolf Burgers
Check their hours before going, because they don't stay open very long. However, it is definitely worth going. Hand cut fries and they grind their own meat, great local spot with great people.

Pizza—Joe Bologna's
A local legend housed in a former synagogue, Joe Bologna's is famous for its hand-tossed pizza and hearty Italian fare. The unique atmosphere, combined with good service and great food, makes it a must-visit for any pizza lover.

Diner—Tolly Ho
This late-night staple is the quintessential college town diner, perfect for early-morning breakfasts or a greasy burger after a long night. Order breakfast any time of day and experience the charm that makes it a favorite among locals and students alike.

Lunch Spot—Dad's Favorites Deli
Hidden away but well worth the find, Dad's Favorites Deli serves up some of the best sandwiches in Lexington. Locally owned and proudly serving fresh ingredients, it’s the perfect place to fuel up before heading to the arena.

Late-Night Sweets—Insomnia Cookies
When the late-night cravings hit, Insomnia Cookies has you covered. Open until 3 AM, it’s the go-to spot for warm, gooey cookies that will satisfy your sweet tooth after the game.

Cheap Eats—Burger Shakes
Burgers for under $2? Yes, please! This local favorite is light on the wallet but big on flavor, making it the ideal spot for a quick and affordable bite.

Getting Around Lexington: Travel Tips

Lexington might not be as bustling as some larger cities, but getting around efficiently still takes a bit of know-how. The key is using Man O’ War Boulevard—it loops around the city and connects you to most major spots without hitting downtown traffic.

Avoid the interstate if you’re going across town. Instead, take New Circle Road, which will get you where you need to go without the hassle.

Parking Tips

Parking around Rupp Arena can be hectic, but there are plenty of options. Private businesses offer paid parking after hours, and the big parking garage near Rupp is a safe bet. Use apps like PayByPhone for meter parking or SpotHero and ParkWhiz to reserve a garage spot in advance.

Explore Lexington: Things to Do

Old Kentucky Chocolates
Take a tour of this local gem, where you can see how the magic happens and even snag a few free samples. It’s the perfect treat to take home—or to snack on during halftime.

Old Friends Farm
Love racehorses? Visit this retirement farm for some of the sport’s greatest champions, including Silver Charm. It’s a must-see for any fan of Kentucky’s equestrian heritage.

Bourbon Trail
You can’t visit Lexington without experiencing the Kentucky Bourbon Trail. With distilleries just a short drive away, immerse yourself in the craftsmanship behind some of the world’s best bourbon.

Family Fun
If you’ve got the kids in tow, head to Malibu Jack’s for indoor go-karts and arcade games or visit the Explorium of Lexington for hands-on science fun. Aviation enthusiasts will love the Aviation Museum of Kentucky, featuring interactive exhibits and even flight simulation.

LexLive
Located just across from Rupp Arena, LexLive is an entertainment hub with a movie theater, bowling alley, and plenty of food options. It’s the perfect spot to hang out between games or after a long day of basketball.

Movie Tavern at Brannon Crossing
Dinner and a movie? Yes, please. With recliner seating and full meals served right to your seat, it’s a one-of-a-kind experience that’s well worth the short drive.

Shopping Hotspots

Fayette Mall and Hamburg Pavilion are your go-to destinations for retail therapy, while Lexington Green offers a quieter shopping experience with boutique stores and unique finds.

Rupp Arena and Historic Memorial

Both arenas recently underwent a makeover. Rupp Arena will be home to the Men's Tournament, while HIstoric Memorial will play host to the Women's Tournament. Rupp holds 20,000+ and offers concessions inside, they are a totally cashless arena, so please bring cards.

Memorial got the bigger facelift and now holds 8,500 people. Both locations offer wifi as well for those who want to check the scores of the other games.

Final Thoughts

Whether you're here to cheer on your team, explore the city's unique spots, or just soak in the March Madness atmosphere, Lexington has something for everyone. Enjoy the games, the food, and the Southern hospitality that makes the Bluegrass State truly special!