There's no shortage of holiday cheer to be had in Southern Delaware! Check out our up-to-date list of holiday events below.
For further info on certain event details and dates, please visit our calendar
November 🦃
Holiday Boutique and Book Sale, Lewes•Nov 15th
2025 Millville Holiday Marketplace, Millville•Nov 15th
19th Annual Holiday Auction & Tastes of Milford, Milford•Nov 20th
Christmas Tree Lighting, Rehoboth Beach•Nov 28th
MUSEUM HOLIDAY TRAINS, Seaford•Nov 28th – Jan 10th
Santa's House on the Boardwalk, Rehoboth Beach•Nov 28th, 29th, 30th, Dec 6th, 7th, 13th,14th, 20th, 21st, 22nd, 23rd
Rehoboth Beach Holiday Tree Lighting, Rehoboth Beach•Nov 28th
Shop Local Extravaganza 2025, Fenwick Island•Nov 29th, 6th, 13th
Bethany Beach Trolley Tour 2025, Bethany Beach•Nov 29th, Dec 6th, 13th, 20th
Old Town Holiday Market & Tree Lighting, Ocean View•Nov 29th
Santa at his Home on Second Street in Lewes, Lewes•Nov 29th – Dec 4th, 6th, 11th, 13th, 18th, 20th, 23rd
Dewey Beach Tree Lighting, Dewey Beach•Nov 29th
Milford’s Annual Tree Lighting Ceremony!, Milford•Nov 29th
Santa's House, Milford•Nov 30th – Dec 5th, 6th, 7th, 12th, 13th, 14th, 19th, 20th, 21st
December ☃️
RBVFC Hometown Christmas Parade, Rehoboth Beach•Dec 1st
Town of Millville Tree Lighting, Millville•Dec 4th
Holiday Village & Market, Lewes•Dec 5th
2025 Holiday Stroll & Christmas Market, Milford•Dec 6th
Lewes Old Fashioned Christmas Parade, Lewes•Dec 6th
2025 Weekend Wonderland in Bethany Beach, Bethany Beach•Dec 6th, 13th, 20th
Holiday Village & Market, Lewes•Dec 6th
South Bethany 4th Annual Holiday Tree Lighting Ceremony, South Bethany•Dec 6th
Holiday Happenings, Bethany Beach•Dec 6th
Fenwick Island Winter Holiday Tree Lighting Ceremony, Fenwick Island•Dec 6th
Holiday Village & Market, Lewes•Dec 6th
Dagsboro Christmas Parade, Dagsboro•Dec 9th
Sonshine Equine Live Nativity, Millsboro•Dec 12th-13th
Milton’s Annual Holly Festival, Milton•Dec 13th
Christmas at the Cottages, Bethany Beach•Dec 13th
Cartoon Christmas Trio, Milton•Dec 17th
Sinatra’s Christmas with Tony Sands, Milton•Dec 20th
Chesapeake Silver Cornet Brass Band Holiday Concert, Milton•Dec 21st
Milton’s Merry Melodies: A Hometown Holiday Cabaret – EVENING, Milton•Dec 22nd
Looking for more Holiday fun around Delaware? Check out Delaware's Hidden Holiday Gems Trail!