April Showers Bring May Events!

May 1, 2018 | Drinks, Events, Food

As the new month begins, so do the fun events around Westport! Join us during the first weekend of May to kick off the month with Cinco de Mayo and the Kentucky Derby. However, the parties don’t stop there. They’ll continue into the end of the month, finishing up with Memorial Day festivities. So get ready for a month of celebrations with your friends in Westport!

Port Fonda’s Annual Cinco de Mayo Block Party – Saturday, May 5


Port Fonda‘s annual Cinco de Mayo party will kick off at 9am with brunch and build-you-own-bloody-Maria bar! The party continues all day long with food and drink specials to celebrate. Lastly, stick around for the Gennady Golovokin boxing match!

Char Bar’s 4th Annual Kentucky Derby Party  – Saturday, May 5


First, put on your best Derby attire. Then, head to Char Bar for a Kentucky Derby Watch Party! Enjoy food and drink, a Lucy the Racehorse meet-and-greet and more. While this event is free, you can also click here to purchase a ticket that includes a meal to support Big Brothers Big Sisters.

Derby Day at Julep – Saturday, May 5


Join Julep for Greatest 2 Minutes in Sports! The Kentucky Derby! The party starts at 12pm with race coverage all day on the big screen. Also, take advantage of multiple Julep specials! Last, it pays to be dressed for the occasion! The lady with the best hat and the most dapper gent will a prize.

Mother’s Day Flowers Pop-Up at Clothz Minded – Saturday, May 12


Stop by Clothz Minded on Saturday, May 12 to pick up a beautiful bouquets for that special woman in your life from local florist, Lily! Several price points will be available to suit any budget. Most importantly, be sure get there early before they sell out. Also, while you’re in-store, you can pick up a new outfit to go with the bouquet!


5th Annual Westport Roots Festival – Friday, May 25 – Sunday, May 27


Westport Roots Festival, a three-day music festival, returns for the 5th year on Memorial Day weekend! So, get your tickets here to enjoy a unique line up of 65 roots-influenced acts on two stages.

7th Annual Westport Block Party – Sunday, May 27


Head to Pennsylvania Avenue between Kelly’s Westport Inn and McCoy’s Public House on Sunday, May 27 for the Westport Block Party! Your ticket includes entry to a full outdoor bar with live music from Lost Wax, one beer and one koozie. Get your ticket here in advance for quick entrance into the party at McCoy’s.