Lewes Festivals Events

Lewes Blues & Brews - Hosted by Lower Case Blues

43 Cape Henlopen Dr, Lewes, DE, United States, Delaware 19958 12 Oct 2025

Lewes Color Craze Run

Lewes 18 Oct 2025

Portrait of Sinatra, Jazz Fest Weekend – The Room at Cedar Grove

Paul Kares: The Room at Cedar Grove 17 Oct 2025

FREE— Community Fall Festival & Trunk or Treat!🍂🏈

Cape Henlopen High School 18 Oct 2025

Fall Fest 2025!

St Andrew Orthodox Church, Lewes 7 Nov 2025

True Blue Jazz Festival at Lefty’s

36450 Plaza Blvd., Lewes, DE, United States, Delaware 19958 16 Oct 2025

Alex Radus & Doug Mishkin LIVE at The Listening Booth!

18388 Coastal Highway Suite 11 25 Oct 2025

Steve Oliver with Special Guest Blake Aaron Jazz Fest Weekend

32882 Cedar Grove Road , Lewes, DE, United States, Delaware 19958 18 Oct 2025

2025 Rehoboth Beach All-Stars at Cape Henlopen HS

Cape Henlopen HS 18 Oct 2025

Benjie Porecki at The Listening Booth

The Listening Booth 12 Oct 2025

Big Oyster Brewery Family Fall Fest 2025

1007 Kings Hwy, Lewes, DE 19958-1731, United States 26 Oct 2025

Wycliffe Gordon & the East Coast All-Stars at True Blue Jazz Festival

Nassau Valley Vineyards 18 Oct 2025

Nothin’ But Trouble (Feat Joey Fulkerson) & Diamond Jim Greene at The Listening Booth

18388 Coastal Highway Suite 11 24 Oct 2025

Halley Neal with Jim Rezac LIVE at The Listening Booth!

18388 Coastal Highway Suite 11 26 Oct 2025

Rehoboth Beach Pride Film Festival

Cinema Art Theater - Rehoboth Beach Film Society 9 Oct 2025

Bryan Clark, Portrait of Sinatra with Percussionist Alan Dale Jazz Fest Weekend

32882 Cedar Grove Road , Lewes, DE, United States, Delaware 19958 17 Oct 2025

THE THRILL IS NOT GONE: A Tribute to BB King at THE ROOM

32882 Cedar Grove Road , Lewes, DE, United States, Delaware 19958 15 Oct 2025

Pumpkin Trail

This & That Shop 17 Oct 2025

Halley Neal with Jim Rezac LIVE at The Listening Booth!

The Listening Booth 26 Oct 2025

Alicia Maxwell Project Return to The Room

32882 Cedar Grove Road , Lewes, DE, United States, Delaware 19958 14 Dec 2025

Boo Bash

Shell We Bounce 27 Oct 2025

JAZZ BRUNCH - SATIN SOUL BAND Vocalist Denise King with Vibes by Joe Baione

32882 Cedar Grove Road , Lewes, DE, United States, Delaware 19958 19 Oct 2025

Gumbo Nouveau at Bramble & Brine for TRUE BLUE JAZZ FESTIVAL

Bramble & Brine at the Buttery 19 Oct 2025

Rehoboth International Film Festival

17701 Dartmouth Drive, Lewes, DE 3 Nov 2025