Events

Sea Witch Festival parade in Rehoboth Beach
Sussex County Beach Living

October at the Delaware Beaches

Fall Events • October 14–31, 2026

Celebrate the season with jazz festivals, coastal history, farmers markets, Halloween traditions, live theatre and beautiful beach days throughout Milton, Lewes, Rehoboth Beach, Dewey Beach, Bethany Beach and beyond.

Plan ahead: Dates, times, tickets and weather policies can change. Follow each Learn More link to confirm details. Days without a scheduled festival include suggested self-guided coastal activities.

Explore the Days
OCT14

Wednesday Around the Coast

Coastal Art & Jazz
Coastal Art & Jazz

True Blue Jazz Festival Begins

Various venues • Rehoboth Beach

Jazz performances and festival programming continue through October 18.

Learn More →

Cocktails & Conversation with DelArt

5:30–7:30 PM • Baywood • Millsboro

Connect with art lovers at a special evening event.

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OCT15

Thursday Around the Coast

Jazz Festival Opening
Jazz Festival Opening

Rehoboth Beach Jazz Festival

October 15–18 • Rehoboth Beach

Four days of live jazz at coastal venues.

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True Blue Jazz Festival

Rehoboth Beach

Explore straight-ahead jazz concerts and artist appearances.

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The Rocky Horror Show

7 PM • Clear Space Theatre

A Halloween-season stage favorite; performances continue through the weekend.

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Roots & Shoots Program

6–7 PM • Lewes Public Library

Join a community program inspired by Jane Goodall.

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OCT16

Friday Around the Coast

Live Music at the Beach
Live Music at the Beach

Rehoboth Beach Jazz Festival

Rehoboth Beach

Find today’s concerts and venues on the festival schedule.

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True Blue Jazz Festival

Rehoboth Beach

More live jazz in intimate coastal venues.

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Shanty Night

6–8 PM • Sussex Tavern • Lewes

Enjoy maritime songs and a convivial evening.

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Ghostship Overfalls

6:30–8:30 PM • Lightship Overfalls • Lewes

Spooky seasonal visits aboard the historic lightship; select dates October 16, 17, 23, 24 and 30.

Learn More →
OCT17

Saturday Around the Coast

Historic Lewes Harvest Fair
Historic Lewes Harvest Fair

Harvest Fair 1776

Historic Lewes Town Campus • Lewes

Living-history experiences and fall heritage activities; continues Sunday.

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Bark on the Boards

11 AM–2 PM • Rehoboth Beach Bandstand

Dog-friendly festivities and pet activities.

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Historic Lewes Farmers Market

Morning • Lewes

Shop seasonal produce and local food.

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Milton Zombie Fest: Undead Disco

2–7 PM • Hudson Fields • Milton

Costumes, entertainment, vendors and Halloween fun.

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Jazz Festival Weekend

Rehoboth Beach

Enjoy concerts from both major jazz festivals.

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OCT18

Sunday Around the Coast

Rehoboth Community Celebration
Rehoboth Community Celebration

CAMP Rehoboth Block Party

11 AM–4 PM • Baltimore Avenue • Rehoboth Beach

Free community festival with performances, vendors and artists.

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Harvest Fair 1776

Historic Lewes • Lewes

Explore the final day of the historic harvest celebration.

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Rehoboth Beach Jazz Festival Finale

Rehoboth Beach and Dewey Beach

Closing concerts and musical celebrations.

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Lung Force Walk

10 AM–Noon • Rehoboth Boardwalk

Community walk supporting lung health.

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OCT19

Monday Around the Coast

Cape Henlopen Coastal Trails
Cape Henlopen Coastal Trails

Autumn Walk at Cape Henlopen

Cape Henlopen State Park • Lewes

Explore dunes, trails and Fort Miles at your own pace.

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Prime Hook Birdwatching

Prime Hook National Wildlife Refuge • Milton

Look for migrating birds across the coastal marshes.

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OCT20

Tuesday Around the Coast

Rehoboth Farmers Market
Rehoboth Farmers Market

Rehoboth Beach Farmers Market

10 AM–2 PM • Grove Park

Browse seasonal produce, flowers and local specialties.

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Sussex County Navy Week

Rehoboth Beach / Georgetown

Check the official Navy outreach schedule for community activities.

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OCT21

Wednesday Around the Coast

Lewes & Coastal History
Lewes & Coastal History

Jackpot Bingo Fundraiser

11:30 AM–4:30 PM • Cape Henlopen Senior Center

Enjoy a community bingo afternoon.

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Fall Gallery Visit

Rehoboth Art League • Henlopen Acres

Explore local artwork and exhibitions; check gallery hours.

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OCT22

Thursday Around the Coast

Fall Theatre & Arts
Fall Theatre & Arts

The Rocky Horror Show

7 PM • Clear Space Theatre • Rehoboth Beach

Halloween-season musical performances continue through October 25.

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History of Rehoboth Amusements

7 PM • Boardwalk Plaza Hotel

Discover the history of Rehoboth’s seaside amusements.

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Sea Witch Activities in Dewey

Dewey Beach

Check local listings for October 22–24 festivities.

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OCT23

Friday Around the Coast

Sea Witch Festival Begins
Sea Witch Festival Begins

Sea Witch Halloween & Fiddler’s Festival

October 23–25 • Downtown Rehoboth Beach

A favorite coastal tradition with costumes, entertainment and family activities.

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Ghostship Overfalls

6:30–8:30 PM • Lightship Overfalls • Lewes

Experience a spooky night aboard the historic ship.

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Trunk or Treat

5–7 PM • Sussex Family YMCA • Rehoboth Beach

Family-friendly Halloween celebration.

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Boos & Brews

6–9 PM • Historic Lewes Campus

A Halloween-season evening in historic Lewes.

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OCT24

Saturday Around the Coast

Sea Witch Costume Parade
Sea Witch Costume Parade

Sea Witch Costume Parade

11 AM–1 PM • Rehoboth Avenue

The signature Halloween parade with costumes and festive floats.

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Pumpkin Festival on the Broadkill

10 AM–3 PM • Milton Fire Department

Fall community festivities and seasonal fun.

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Coastal Concerts: Awadagin Pratt

2 PM • Bethel United Methodist Church • Lewes

An afternoon of classical music.

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Ghostship Overfalls

6:30–8:30 PM • Lewes

A spooky maritime evening aboard the lightship.

Learn More →

Sea Witch Festival Activities

Downtown Rehoboth Beach

Explore vendors, entertainment and family-friendly festival activities.

Learn More →
OCT25

Sunday Around the Coast

Sea Witch Festival Weekend
Sea Witch Festival Weekend

Sea Witch Festival Finale

Downtown Rehoboth Beach

Enjoy the last day of the coastal Halloween festival.

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Sea Witch 5K

9 AM • Grove Park • Rehoboth Beach

A festival weekend race for runners and walkers.

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The Rocky Horror Show

2 PM • Clear Space Theatre

Sunday matinee performance.

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OCT26

Monday Around the Coast

Autumn on the Delaware Coast
Autumn on the Delaware Coast

Discover Historic Lewes

Second Street & Historic Lewes Campus

Enjoy museums, independent shops and historic streets.

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Fall Nature Walk

Cape Henlopen State Park

Explore scenic coastal trails and wildlife.

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OCT27

Tuesday Around the Coast

Lewes Historic Streets
Lewes Historic Streets

Rehoboth Beach Farmers Market

10 AM–2 PM • Grove Park

Shop the late-season market for local food and flowers.

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Art at the Beach

Rehoboth Art League • Henlopen Acres

Discover current exhibitions and the historic arts campus.

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OCT28

Wednesday Around the Coast

Coastal Nature & Wildlife
Coastal Nature & Wildlife

Autumn Wildlife Watching

Prime Hook National Wildlife Refuge • Milton

A peaceful day for birdwatching and nature photography.

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Explore Milton

Downtown Milton

Browse local shops and enjoy a stroll beside the Broadkill River.

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OCT29

Thursday Around the Coast

Halloween at the Beach
Halloween at the Beach

Poodle Beach Historical Marker Unveiling

11 AM–Noon • Rehoboth Beach

City and state leaders recognize an important part of Rehoboth’s LGBTQ+ history.

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Explore Coastal Art

Rehoboth Art League

Enjoy local and regional art; check current exhibition hours.

Learn More →
OCT30

Friday Around the Coast

Milton Fall Festivities
Milton Fall Festivities

Ghostship Overfalls

6:30–8:30 PM • Lightship Overfalls • Lewes

One more evening of spooky maritime Halloween fun.

Learn More →

Halloween Weekend at the Beach

Coastal Delaware

Explore local restaurants, shops and town event calendars for additional celebrations.

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OCT31

Saturday Around the Coast

Milton Wicked Weekend
Milton Wicked Weekend

Milton’s Wicked Weekend

Saturday, October 31 • 5–7 PM • Milton Memorial Park • Milton

Bring the family in costume for a spooktacular Halloween celebration featuring trick-or-treat stations, pumpkin decorating and contests, games, magic shows and more seasonal fun.

Learn More →

Historic Lewes Fall Farmers Market

9 AM–Noon • Lewes Elementary School parking lot

Shop local growers and food producers.

Learn More →

Halloween Around the Beaches

Milton, Lewes, Rehoboth & Bethany

Check each town’s official announcements for trick-or-treat hours and family activities.

Learn More →

Favorite Coastal Activities All Month

Cape Henlopen State Park: Bike the trails, explore Fort Miles and stroll the beach. Learn More

Prime Hook National Wildlife Refuge: Birdwatching, marsh views and photography. Learn More

Historic Lewes: Walk Second Street and visit local museums. Learn More

Rehoboth Art League: Enjoy local art and the wooded Henlopen Acres campus. Learn More

Broadkill Beach: Take a quiet Delaware Bay walk and enjoy the sunset.

Bethany & Fenwick Island: Explore peaceful beaches, shops and coastal restaurants.

accent Memorial Day Weekend Events at the Delaware Beaches

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