The 152nd Kentucky Derby is scheduled for Saturday, May 2, 2026, and Maxie’s Grill & Tap Room in Pinehurst is gearing up for its Annual Kentucky Derby Watch Party.
As the “Run for the Roses” celebrates this massive milestone, Maxie’s continues its tradition of being the premier local spot to catch “the most exciting two minutes in sports.”
What to Expect for Derby 152 at Maxie’s
  • The Main Event: The watch party kicks off at 11:00 AM on Saturday, May 2nd. With multiple giant screens and surround sound, you’ll have a front-row seat to every detail from the post-position draws to the 6:57 PM post time.
  • Festive Fashion: It wouldn’t be the Derby without the style. Guests are encouraged to wear their big fancy hats and dapper seersucker suits. Maxie’s typically hosts Best Dressed and Best Hat contests with prizes for the most standout looks.
  • Southern Fare: The kitchen usually rolls out a special Derby-inspired menu. Expect Southern classics like Kentucky Hot Browns, pimento cheese, and fried green tomatoes.
  • Signature Drinks: The bar will be flowing with Mint Juleps and other themed cocktails like the Oaks Lily.
  • Live Entertainment: The high-energy atmosphere often includes live music on the patio to keep the party going between races.
A Legacy of Celebration
Maxie’s has built a reputation in Pinehurst for its community-focused events, ranging from its Masters Viewing Parties to charitable fundraisers. Whether you’re there to place a friendly wager or just to enjoy the pageantry with friends, it’s the definitive local “Winner’s Circle.”
Pro-Tip: Given the popularity of the 152nd milestone, seats at Maxie’s are expected to go fast. It’s a good idea to arrive early to secure a spot on the patio or near your favorite screen.