Mark Your Calendar for these Events in the Delaware Beaches
By Chris Murphy
The month is full of fun and exciting events in the Delaware Beaches, from Lewes, Rehoboth Beach and Dewey Beach to Bethany Beach and Fenwick Island. Whether you’re searching for family-friendly events, food and drink events, live music or free festivals, you’ll have plenty of options to choose from. Be sure to pick up a Delaware Beaches Visitors Guide to find even more events happening throughout the year.
Ongoing-Jan. 4: Yultide at Winterthur
Yuletide charm meets contemporary creativity in the historic mansion, and woodland whimsy awaits outdoors. There is so much to see and do throughout the season– delight in beautifully decorated trees and marvel at a large-scale gingerbread “house” and a magical 18-room dollhouse. Enjoy enchanting decorations and outdoor lighting inspired by the woodlands of Winterthur. https://www.winterthur.org/yuletide-at-winterthur-2/
Included with admission. Closed Thanksgiving and Christmas Day. Open New Year’s Day.
Jan. 1: Annual Penguin Swim
Dive into the Atlantic Ocean on January 1, 2026, for the 31st Annual Penguin Swim at The Princess Royale in Ocean City, MD! Dunk your tail to support Atlantic General Hospital’s Healthcare Heroes. All proceeds benefit this vital community non-profit. Fundraise, sponsor, and help ensure quality local care!
Jan. 1: Dewey Beer and Friends Festival
The Dewey Beer and Friends Festival is back for 2026 and bigger than ever! Come and experience 50+ breweries from all over the world and a free buffet for all our guests overlooking the beautiful Rehoboth Bay! We’ve added events all week long! There are 3 different ticket options available, so make sure you don’t miss out on Dewey Beer and Friends 2026. BUY TICKETS
Jan. 7: Chicago
Chicago is still the one musical with everything that makes Broadway shimmy-shake: a universal tale of fame, fortune, and all that jazz, with one showstopping song after another and the most astonishing dancing you’ve ever seen.
Jan. 19-26: Berlin Restaurant Week
Savor the flavors of “America’s Coolest Small Town” during Berlin Restaurant Week, January 19–26, 2026! Discover exclusive menus at your favorite local spots and win big. Dine at three different participating restaurants, collect stamps on your entry card, and enter to win gift cards plus a $100 grand prize!
Want more Events?
CALENDAR: Check out our Delaware Beaches calendar of events to help plan your activities!
NEWSLETTER: Or sign up for our Delaware Beaches Destination Newsletter to receive exclusive content for planning your vacation getaway to the Delaware Beaches!
