10 fun offseason activities to try in Southern Delaware

Southern Delaware is such a popular destination that a true “offseason” barely exists anymore, but there are lots of ways to have fun if you visit when it’s too cold to take a dip. 

Rehoboth Beach Jazz Festival 

Held in October, this event attracts nationally renowned jazz greats, and has been a hugely popular Southern Delaware event for more than a quarter of a century.

Rehoboth Beach Independent Film Festival

Celebrating its 20th anniversary this year, the festival has developed into a Mid-Atlantic fall destination event for film enthusiasts from more than 15 states. 

Holiday festivities/Winter WonderFest

Southern Delaware sparkles throughout the holidays. Visitors enjoy old-fashioned Christmas parades in charming small towns, festive entertainment, events, and holiday house tours. They dine in renowned Culinary Coast restaurants and shop tax-free in small-town boutiques and outlet centers. 

Winter WonderFest, held from Thanksgiving weekend through New Year’s Eve, features a drive-thru light display in Cape Henlopen State Park and has an ice rink, rides, and much more at the Cape May-Lewes Ferry terminal. Also, new in January, is Bethany Beach’s Fire & Ice Festival.


Are you fascinated by Native American history? Is Americana your thing? Military history? Shipbuilding? Railroads? Maritime history? Shipwrecks? Aviation? Dolls? You’ll find all of that and more waiting for you in Southern Delaware’s 26 incredible museums. Sussex County has an exciting and varied history dating from well before European colonization that has been carefully preserved.


With all that history, Southern Delaware is naturally home to many antiques and collectibles shops, each full of treasures just waiting to be discovered. In fact, Southern Delaware Tourism created a set of itineraries that can be enjoyed over two days, any time of year. 

Culinary Coast dining

Southern Delaware has become a foodie haven. Culinary travelers will love the adventure of discovering Southern Delaware’s

Culinary Coast. They’ll find an array of exceptional restaurants with world-class, award-winning chefs — including James Beard

nominees and winners — and an array of gourmet food experiences.


Did you know that Delaware has been named the third-most bike-friendly state in the U.S. and came in No. 1 east of the Mississippi? Southern Delaware’s popular trails, flat landscape, excellent roadways, and scenic routes ensure an enjoyable cycling experience.


With a new indoor trampoline park for all ages, an awesome bowling alley/laser tag/arcade with phenomenal food, an escape room, a virtual reality arcade just steps from the boardwalk, and more, there’s plenty of indoor fun to be had in the off season. 


With fewer people on the beach and tides stirred up by more extreme weather patterns common from fall through early spring, beachcombing is often at its best during the winter months. Just make sure to bundle up. 

Kick back and relax

Take a leisurely walk on the boardwalk, through beautiful Cape Henlopen State Park, or through any of the historic downtowns. Or, visit one of the many breweries, distilleries, or wineries located in Southern Delaware. 

Learn more

Southern Delaware Tourism: visitsoutherndelaware.com


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