Derby Day | May 4, 2024

A Fundraiser for Pequot Library

Experience the excitement of the Kentucky Derby at Pequot Library! Take a stroll around the Great Lawn to view the festive hats, attire, and decorated tailgates. Bid on Silent Auction items and get your Derby Dollars so that you can enter to win raffle items, take home a bottle of bourbon from the Bourbon Wall, choose your winning horse and take home the top prize in the 50/50 raffle, and new this year: be the first in New England to experience the mobile driving range Dryvebox. Prizes will be awarded for closest to the pin, and the Best Hat, Best Dressed, and Best Tailgates will take home trophies as well. Watch the “Run for the Roses” on the big screen in the auditorium, and celebrate with Kentucky fare and an open bar in the Main Tent, sponsored by The Loya Family. Keep the party going with DJ Rob and delicious snacks during the after-party.

Tailgates & Tickets

Online ticket sales for Pequot Library’s Derby Day celebration are closed. Tickets and Derby Dollars will be available to purchase in person at the check-in table on the Great Lawn beginning at 4:00 p.m. on Saturday, May 4. Thank you for your support!

For every ticket sold, $1 will be donated to the Retired Racehorse Project. All ticket sales are final. No refunds. Event takes place rain or shine. This event is exclusively for guests 21 and over.

Party layout is subject to change at the discretion of Pequot Library staff. Please note: Tailgate spots are on grass; ground may be uneven or near low-hanging branches. Guests are welcome to visit Pequot Library in person to view potential tailgate locations.


Schedule of Events

3:00 – Pre-Party: Tailgate Ticket Holders Only
4:00 – Derby Day Party on the Great Lawn
6:50 – Watch the Run for the Roses!
7:00 – After Party

Derby Dollars (DD)

Derby Dollars are for use in the raffle (1 DD per entry), Bourbon Wall purchases (8 DD per bottle), to participate in the Closest to the Pin competition in the Dryvebox (2 DD per entry) and Horse Voting (1 DD per entry). Derby Dollars (DD) are $5 each and can be purchased in advance or on the day of the event. *DD are for ticketholders’ use only and CANNOT be applied towards tickets.

Silent Auction

Bid on an amazing array of items and experiences.


Best Tailgate (Win, Place, and Show)
Best Hat
Best Dressed Lady
Best Dressed Gentleman