Clear Space Theatre Company brings the cult classic back for Halloween, with special late-night interactive performances every Saturday.

Ocean City’s four-day fall festival fills the inlet with more than 200 artists and makers, food vendors and live entertainment on two stages. Admission is free.

Milton Theatre presents the Tony Award-winning rock musical about an East German singer navigating identity, love and self-discovery.

Historic Lewes celebrates Halloween with its annual Boos & Brews event from 6 to 9 p.m., featuring seasonal festivities on its historic campus.

Explore home improvement ideas, décor, handmade goods and demonstrations from professionals, artists and specialty vendors at the Roland E. Powell Convention Center.

Sample wines from Maryland wineries while enjoying live music, artisans and waterfront views during this tasting event held in conjunction with Sunfest.

The 36th annual Halloween celebration features costume parades, live entertainment, games, contests, vendors and family activities. Highlights include the costume parade and Sea Witch 5K.

Dewey Beach gets into the Halloween spirit with a haunted bonfire and spooky graveyard festivities on Dickinson Avenue during Sea Witch weekend.

Step aboard the historic Lightship Overfalls at Canalfront Park from 6:30 to 8:30 p.m. for a Halloween evening filled with maritime history, mystery and spooky fun.

Acclaimed pianist Awadagin Pratt performs a 2 p.m. recital at Bethel United Methodist Church as part of Coastal Concerts’ 2026-27 season.

The Milton Fire Department hosts this family-friendly fall festival featuring more than 50 vendors, pumpkin treats, baked goods, pumpkin painting and a petting zoo.

The Cambria Hotel hosts a waterfront craft beverage festival with more than 15 breweries, 40 local craft beverages, live music, food trucks and vendors.

Costumed dogs and their people parade through downtown Bethany Beach before a free noon performance of Puppy Pals Live at the bandstand.

Price Premier hosts a Halloween fundraiser for Children’s Beach House from 5:30 to 8:30 p.m. Enjoy live music by DECADE80, costume contests, food and a cash bar.

Explore haunted history at the Rehoboth Art League’s Corkran Gallery in Henlopen Acres. The evening program runs from 6 to 7:30 p.m.

Enjoy casino games, auctions, food and live entertainment while supporting Humane Animal Partners and its animal welfare programs.

Historic Lewes marks Halloween with an evening inspired by the traditions, history and folklore of the season.

Milton Memorial Park hosts an evening of family-friendly Halloween fun from 5 to 7 p.m.

The 28th annual festival presents independent features, documentaries and short films from around the world, with screenings, filmmaker conversations and special programs.

This uniquely Delaware tradition brings election winners and opponents together to ceremonially bury the hatchet. Enjoy a carriage parade, election results, food, vendors and community activities downtown.

CHEER Community Center honors veterans with a dinner dance featuring music by Sky Brady. Veterans attend free, with reservations required.

Dogfish Head’s annual celebration returns to Milton for a day centered around craft beer, music and the brewery’s off-centered culture.

First State Heritage Park hosts a free celebration of Delaware history from 10 a.m. to 3 p.m., highlighting the people and traditions that shaped the First State.

The 10th annual free expo at Cape Henlopen High School connects adults 55 and older with exhibitors offering health, travel, finance, housing, leisure and community services. Enjoy information sessions, giveaways and free parking.

The Mid-Atlantic Symphony Orchestra presents a 7:30 p.m. concert at Epworth United Methodist Church highlighting American composer Mary Howe.

Celebrate the Chesapeake’s oyster heritage at the Chesapeake Bay Maritime Museum with fresh oysters, an oyster stew competition, live music, boat rides, demonstrations and family activities.

The Rehoboth Art League campus becomes a holiday marketplace featuring paintings, jewelry, ceramics, textiles and fine crafts by regional artists. Open 10 a.m. to 4 p.m. both days.

Get an early start on holiday shopping at Angola Beach Estates, 22971 Suburban Blvd., with a community craft fair from 9 a.m. to 2 p.m.

Historic Lewes commemorates Delaware’s Revolutionary-era history with an evening bonfire program as part of its America 250 celebrations.

Clear Space Theatre’s youth company presents this upbeat musical about Evan Goldman navigating friendships, family and fitting in after moving to a small town just before his 13th birthday.

Downtown Easton celebrates wildlife art, conservation and Eastern Shore traditions with exhibitions, retriever demonstrations, calling contests, live music and food.

Cape Henlopen High School hosts a holiday shopping event with more than 100 local vendors, door prizes, baked goods, food trucks, a petting zoo and photos with the Grinch.

Shop for seasonal gifts and crafts at Cape Henlopen Senior Center, 11 Christian St., during this holiday fair from 10 a.m. to 3 p.m.

The Villages of Five Points hosts its fifth annual holiday market from 9:30 a.m. to 4:30 p.m., giving visitors another opportunity to kick off the holiday shopping season.