2021 Holiday Happenings in Southern Delaware

There's no shortage of holiday cheer to be had in Southern Delaware! Check out our up-to-date list of holiday events below.


Nov 19th-Jan 2nd Winter Wonderfest, Milton

Nov 20th Holiday Craft Fair at East Coast Garden Center, Millsboro

Nov 20th A Small Business Christmas at Hudson Fields, Milton

Nov 20th- Dec 31 Schellville: Enchanted Christmas Celebration, Rehoboth Beach

Nov 26thRehoboth Beach Tree Lighting and Sing Along, Rehoboth Beach

Nov 26th-December 18th Rehoboth Beach Santa House

Nov 27th Dewey Beach Tree Lighting, Dewey Beach

Saturdays, Nov 27th-Dec 18th Milford Santa House, Milford

Dec 1st, Milton Christmas Parade, Milton

Dec 2nd, Lewes Merchants' Hospitality Night, Lewes

Dec 2nd Cartoon Christmas Trio, Milton

Dec 2nd Georgetown Christmas Parade, Georgetown

Dec 3rd Lewes Lights Opening Ceremony, Lewes

Dec 3rd-Jan 1 Lewes Lights, Lewes

Dec 3rd Sister's Christmas Catechism The Mystery of the Magi's Gold, Milton

Dec 3rd Selbyville Christmas Parade, Selbyville

Dec 4th, 11th, 17th Shop Local Extravaganza 2021

Dec 4thChristmas in Bridgeville Craft Show, Bridgeville

Dec 4th RBVFC 2021 Holiday Arts and Crafts Show, Rehoboth Beach

Dec 4th Lewes Historical Society's Outdoor Holiday Village & Marketplace, Lewes

Dec 4th, 11th, 18th Weekend Wonderland in Bethany 2021, Bethany Beach

Dec 4th Polar Express Pajama Party!, Milton

Dec 4th Bethany Beach Holiday Happenings and Tree Lighting, Bethany Beach

Dec 4th 16th Annual Milford Holiday Stroll, Milford

Dec 4th Milford Christmas Market, Milford

Dec 4th The Lewes Historical Society's Virtual "Christmas Tour of Lewes" 2021Lewes

Dec 4th Millsboro Christmas Parade, Millsboro

Dec 4th 89th Annual Lewes Christmas Parade, Lewes

Dec 4th Lewes Lights "Concerts on the Canal" Series, Lewes

Dec 4th Seaford Christmas Parade, Seaford

Dec 5th Singer-Songwriter Christmas, Milton

Dec 6th Rehoboth Beach Christmas Parade, Rehoboth Beach

Dec 10th Greenwood Christmas Parade, Greenwood

Dec 10th We Three Queens: A Holiday Drag Show, Milton

Dec 11th Capital Ringers: We Need a Little Christmas, Milton

Dec 11th Jingle Bell Wagon Ride, Laurel

Dec 11th Milton Holly Festival, Milton

Dec 12th Holiday Tea, Milton

Dec 12th Capital Ringers: We Need a Little Christmas, Lewes

Dec 12th A Not-So-Silent Night with Christine Havrilla + Mama’s Black Sheep, Milton

Dec 13th Caroling on the Circle, Georgetown

Dec 13th Bridgeville Christmas Parade, Bridgeville

Dec 14th Dagsboro Christmas Parade, Dagsboro

Dec 16th Close to You: A Carpenter's Christmas, Milton

Dec 17th Ho! Ho! Ho! Holiday Stand-Up Comedy Show!, Milton

Dec 17th Live Nativity, Ocean View

Dec 18th Jesse Garron's Christmas Tribute to Elvis, Milton

Dec 19th The Rising Unplugged, Milton

Dec 19th Duke Ellington's The Nutcracker Suite by Delmarva Big Band, Milton

Dec 23rd It's a Wonderful Life film screening, Milton

Dec 30th Bluegrass Christmas with No Spare Time, Milton

Dec 31st Dewey Beach Ball Drop, Dewey Beach

Dec 31st Dame Edna's New Year's Eve Party, Milton

Dec 31st New Year's Eve Anchor Drop on the Lightship Overfalls, Lewes

Jan 1st 2022 Annual Hair of the Dog Run & Leo Brady Exercise Like the Eskimos, Bethany Beach

Jan 1st Fenwick Freeze, Fenwick Island