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 FAIR - Preview Night, Rehoboth Beach•Nov 3rd
39th Annual Holiday Fair, Rehoboth Beach•Nov 4th-5th
Happy Holly Days at Delaware Botanic Gardens & Woodlands Discovery Trail, Dagsboro•Nov 9th
Members' Holiday Sales Gallery, Rehoboth Beach•Nov 10th-Dec 31st
17th Annual Holiday Auction & Tastes of Milford, Milford•Nov 16th
The Yule Market at Brimminghorn Meadery, Milton•Nov 16th
Inaugural Holiday Microgala, Milford•Nov 17th
Schellville 2023 Enchanted Winter Celebration, Rehoboth Beach•Nov 18th-Nov 30th
Merry Millsboro Holiday Market, Millsboro•Nov 18th
Holiday Craft Fair, Millsboro•Nov 18th
Holiday Train Display at Train Museum, Seaford•Nov 24th-30th
SSP Presents: A Christmas Carol The Musical, Milford•Nov 24th-Nov 30th
ESTELLA SCROOGE, Rehoboth Beach•Nov 24th-Nov 30th
Dewey Sip & Shop, Dewey Beach•Nov 24th- 26th
Tree Lighting and Sing-Along, Rehoboth Beach•Nov 24th
Santa's House, Rehoboth Beach•Nov 24th-26th
Tree Lighting, Dewey Beach•Nov 25th
Shop Local Extravaganza 2023, Bethany Beach•Nov 25th
2nd Annual Coastal Christmas showdown, Bethany Beach•Nov 25th
Annual City Hall Tree Lighting, Milford•Nov 25th
Ocean View Holiday Market, Ocean View•Nov 25th
SEAN REILLY’S SINATRA CHRISTMAS, Milton•Nov 25th
Shop Small Saturday and Santa's Arrival, Milford•Nov 25th
Visit Santa, Milford•Nov 25th-26th
Pancakes with Santa, Frankford•Nov 25th
Ocean View Holiday Market, Ocean View•Nov 25th
Caroling in the Park and Tree Lighting, Seaford•Nov 27th
December ☃️
Candlelight Concert, Rehoboth Beach•Dec 1st-2nd
Visit Santa, Milford•Dec 1st-23rd
Nutcracker Ballet, Milford•Dec 1st-2nd
Lewes Lights, Lewes•Dec 1st-30th
Santa's House, Rehoboth Beach•Dec 1st-23rd (weekends only)
ESTELLA SCROOGE, Rehoboth Beach•Dec 1st-Dec 10th
Holiday Train Display at Train Museum, Seaford•Dec 1st-31st
Schellville 2023 Enchanted Winter Celebration, Rehoboth Beach•Dec 1st-Dec 31st
The Life and Adventures of Santa Claus, Georgetown•Dec 1st-10th
SSP Presents: A Christmas Carol The Musical, Milford•Dec 1st-Dec 3rd
A Holiday Tour of Lewes, Lewes•Dec 1st-2nd
Winter Wonder Party, Lewes•Dec 1st
Spirit of the Season — a Holiday Cabaret, Selbyville•Dec 1st
62nd Annual Selbyville Christmas Parade, Selbyville•Dec 1st
Second annual Rehoboth Beach Bar Crawl, Rehoboth Beach•Dec 1st
A Holiday House Tour of Lewes, Lewes•Dec 2nd
Holiday Village & Market, Lewes•Dec 2nd
Shop Local Extravaganza 2023, Bethany Beach•Dec 2nd,9th,16th
Breakfast with Santa at Camp Arrowhead, Lewes•Dec 2nd-3rd
Yuletide Festival & Tree Lighting, Millville•Dec 2nd
Holiday Happening at Bethany Beach, Bethany Beach
47th annual Christmas in Bridgeville Craft Show, Bridgeville•Dec 2nd
50th Annual Christmas Tour of Lewes, Lewes•Dec 2nd
2023 Weekend Wonderland, Bethany Beach•Dec 2nd,9th
HOLIDAY STROLL & CHRISTMAS MARKET, Milford•Dec 2nd
91st ANNUAL LEWES CHRISTMAS PARADE, Lewes•Dec 2nd
SEAFORD CHRISTMAS PARADE 2023, Seaford•Dec 2nd
Christmas Parade, Rehoboth Beach•Dec 4th
Milton Christmas Parade Festivities @ Quayside, Milton•Dec 6th
Victorian Christmas Tea, Seaford•Dec 7th
Georgetown Caroling & Christmas Parade, Georgetown•Dec 7th
2nd Annual Christmas Open House, Millsboro•Dec 8th
Greenwood Christmas Parade, Greenwood•Dec 8th
Annual Milton Holly Festival, Milton•Dec 9th
Holiday House Tour, Milton•Dec 9th
Victorian Christmas Children's Day, Seaford•Dec 9th
14th annual Holiday Open House, Rehoboth Beach•Dec 9th
Town of Bridgeville's Annual Christmas Parade, Bridgeville•Dec 9th
Winter craft and vendor fair, Lewes•Dec 10th
Victorian Christmas Concert - The Capital Ringers, Seaford•Dec 10th
Candlelight Tour Ross Mansion, Seaford•Dec 10th
10th Annual Town of Dagsboro Christmas ParadeI'm Interested Share, Dagsboro•Dec 12th
High Tea with Santa at Camp Arrowhead, Lewes•Dec 13th
Santa's Workshop, Seaford•Dec 15th
Polar Express Pajama Party! & Film Screening, Milton•Dec 16th
Jingle Laughs: Holiday Stand-Up Comedy Spectacular!, Milton•Dec 16th
Southern Delaware Orchestra Holiday Concert, Rehoboth Beach•Dec 16th
Holiday Peace, Lewes•Dec 17th
It's A Wonderful Life (1946): Film Screening, Milton•Dec 18th
Duke Ellington's The Nutcracker Suite by Delmarva Big Band, Milton•Dec 20th
A Merry Manilow Christmas - The Music of Barry Manilow, Milton•Dec 21st
Christmas with the Rat Pack...Together Again, Milton•Dec 22nd
“Weather or Not” Lewes Craft Beer Christmas Party, Lewes•Dec 22nd
Holiday Cabaret, Milton•Dec 23rd
A Carole King Christmas with Michelle Foster, Milton•Dec 29th
Dewey Ball Drop, Dewey Beach•Dec 31st
New Years Eve Anchor Drop in Lewes, Lewes•Dec 31st
January 🎉
Fenwick Freeze, Fenwick Island• Jan 1st
2024 Annual Hair of the Dog Walk/Run/Plunge, Bethany Beach•Jan 1st