Yoga at Historic Lewes
Start the morning with guided yoga on the beautiful Historic Lewes campus at 110 Shipcarpenter Street.
Learn MoreEvents
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Sussex County Beach Living
September at the Delaware Beaches
Fall Events • September 23–30, 2026
Welcome to one of the most beautiful times of year at the Delaware Beaches! September brings cooler evenings, fewer crowds and a wonderful lineup of festivals, live music, theatre, farmers markets, history and outdoor adventures.
Explore events throughout Milton, Lewes, Rehoboth Beach, Dewey Beach, Bethany Beach and surrounding Sussex County communities from September 23–30.
Please plan ahead:
Event schedules, weather policies, tickets and locations can change.
Please use the Learn More links to confirm details with each organizer
before attending.
Sept
23
Wednesday Around the Coast
Jackpot Bingo Fundraiser
Spend the afternoon playing bingo while supporting the Cape Henlopen Senior Center.
Learn MoreAmerican Sign Language Beginner Class
Learn the manual alphabet, fingerspelling and basic American Sign Language during this interactive beginner class.
Learn MoreMuttini Mixer at the Beach
Bring your pup to this dog-friendly beach celebration featuring food, craft cocktails, live entertainment, auctions and an evening beside the dunes benefiting Humane Animal Partners.
Learn MoreCelebrate the Inlet
September 23 is also a wonderful day to explore Delaware Seashore State Park and the Indian River Inlet. Check the state park calendar for programs and activities.
Explore State Park Programs
Sept
24
Thursday History, Music & Theatre
A Wishful Evening
Enjoy a special evening at Children's Beach House while supporting Make-A-Wish Delaware.
Learn MoreShipwrecks & Rescues Beach Walking Tour
Hear fascinating stories of shipwrecks, storms and heroic rescues while walking the beaches that witnessed centuries of Delaware maritime history.
Learn MoreDecked Out 2026
Enjoy an evening overlooking the coast at one of Delaware Seashore State Park's most scenic locations.
Learn MoreSweeney Todd: A Musical Thriller
Stephen Sondheim's legendary musical thriller comes to the Milton Theatre stage in this dramatic mainstage production. Rated PG-13.
Learn More
Sept
25
Friday Fall Favorites
Dewey Beach Golden Jubilee
Golden retrievers and their families gather at the beach for one of Dewey's most adorable fall traditions.
Learn MoreMilton Fall Fair
Celebrate the beginning of fall with a weekend of activities, vendors, food and community fun in Milton.
Learn MoreRevolutionary Lewes Walking Tour
Discover Lewes' important role in the American Revolution during this one-hour guided walking tour.
Learn More70s Flashback
Travel back to the 1970s with music from The Eagles, Fleetwood Mac, Queen, Led Zeppelin and more during this free seaside concert.
Learn MoreSweeney Todd: A Musical Thriller
See Milton Theatre's mainstage production of Stephen Sondheim's unforgettable musical thriller. Rated PG-13.
Learn More
Sept
26
Saturday Festivals, Markets & Music
Historic Lewes Farmers Market
Shop fresh local produce, flowers, baked goods, meats and specialty foods directly from regional growers and producers.
Learn MoreHistory Book Festival
Meet authors and explore new historical fiction and narrative nonfiction during the only book festival in the country dedicated exclusively to history through story.
Learn MoreMilton Fall Fair
Enjoy the second day of Milton's fall celebration with seasonal activities, vendors, food and community fun.
Learn MoreLearn the Art of Quilling
Discover the traditional art of creating decorative designs using carefully rolled and shaped strips of paper.
Learn MoreSweeney Todd – Matinee
Catch the afternoon performance of Milton Theatre's dramatic production of Sweeney Todd. Rated PG-13.
Learn MoreDelmarva Big Band
Enjoy a free seaside performance from a 17-piece orchestra featuring classic and contemporary big-band favorites.
Learn MoreSweeney Todd – Evening Performance
Spend Saturday evening with Stephen Sondheim's acclaimed musical thriller at the historic Milton Theatre.
Learn More
Sept
27
Sunday Family Fun & Theatre
Princess Tea: Live Interactive Show
Young princes and princesses are invited to an interactive live show filled with favorite fairytale characters.
Learn MoreHistory Book Festival
Continue exploring author presentations, historical fiction and narrative nonfiction during Lewes' annual celebration of history through story.
Learn MoreMilton Fall Fair – Final Day
Enjoy the final day of Milton's fall celebration with seasonal activities, food, vendors and family fun.
Learn MoreSweeney Todd – Sunday Matinee
Enjoy a Sunday afternoon performance of Milton Theatre's production of the Stephen Sondheim classic.
Learn MoreDueling Pianos with Flying Ivories
Finish the weekend with a lively, interactive evening of music, audience requests and dueling pianos.
Learn More
Sept
28
Monday History & Coastal Culture
History Book Festival – Final Day
The History Book Festival concludes its 2026 celebration of authors, historical fiction, nonfiction and storytelling.
Learn MoreCivil War Lecture & Book Signing
Explore Civil War history during a special Southern Delaware lecture and author book-signing program.
Learn MoreWorld War II Program
Learn more about America's World War II era during this special local history program.
Learn MoreExplore Fort Miles
Continue the day's history theme with a visit to Fort Miles at Cape Henlopen State Park and discover Delaware's important role in coastal defense during World War II.
Explore Cape Henlopen
Sept
29
Tuesday Market & Coastal Day
Rehoboth Beach Farmers Market
Shop fresh fall produce, flowers, baked goods, specialty foods and handmade products from local growers and vendors.
Learn MoreVisit the Rehoboth Art League
Spend part of your Tuesday exploring galleries, exhibitions and the beautiful wooded campus of the Rehoboth Art League.
Learn MoreFall Day on the Rehoboth Boardwalk
Pair your farmers market visit with lunch, shopping, an oceanfront walk and a relaxing September afternoon.
Learn More
Sept
30
Wednesday Maritime Heritage & Entertainment
Boast the Coast Maritime Festival
Celebrate Lewes' deep connection to the sea with maritime-themed activities and coastal heritage programs.
Learn MoreHistoric Lewes Fall Craft Fair
Browse handmade creations, artisan work and unique finds during a special fall craft event in historic Lewes.
Learn MoreZwaanendael Museum Maritime Program
Discover Delaware's maritime history during a special program at the historic Zwaanendael Museum.
Learn More1st Annual Nanticoke Heritage Festival
Celebrate the history, heritage and culture of the Nanticoke River region during this special community festival.
Learn MoreSweeney Todd – Wednesday Matinee
Spend the afternoon at Milton Theatre for a matinee performance of Stephen Sondheim's musical thriller.
Learn MoreSuede – Pop, Jazz & Blues Vocalist
Close out September with acclaimed vocalist Suede and an evening blending pop, jazz and blues.
Learn More
Enjoy September at the Beach
Favorite Coastal Activities Throughout the Week
Fall is one of the best times to slow down and explore everything Sussex County has to offer.
Cape Henlopen State Park
Bike the trails, explore Fort Miles, walk the beach and enjoy beautiful September weather.
Learn MorePrime Hook National Wildlife Refuge
Enjoy birdwatching, photography, peaceful trails and beautiful marsh views near Milton.
Learn MoreHistoric Lewes
Walk historic streets, visit museums, explore Second Street and enjoy the beautiful Lewes Canalfront.
Learn MoreRehoboth Art League
Visit the galleries and beautiful wooded campus in Henlopen Acres for a dose of local art and inspiration.
Learn MoreBroadkill Beach
Take a peaceful walk along Delaware Bay, search for shells and stay for one of Broadkill's beautiful sunsets.
Explore the AreaMilton Theatre
Enjoy live theatre, music and special performances in the heart of historic Milton.
View EventsDelaware State Parks
Find nature walks, history programs, paddling adventures and outdoor activities throughout coastal Delaware.
Find ProgramsRehoboth Beach
Walk the boardwalk, shop downtown, enjoy local restaurants and take in the quieter fall atmosphere by the ocean.
Learn More
