Halloween Weekend in Delaware: 10 Things to Do Across the First State

Delaware Halloween Weekend Guide
October 31, 2026

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Halloween Weekend in Delaware: 10 Things to Do Across the First State

Photo: Here are 10 events worth considering this weekend. Image created on 10/30 with AI.

From trick-or-treating and haunted attractions to live music, community walks and a major film festival, Delaware offers a full weekend of activities Oct. 30-Nov. 1.

DELAWARE — Halloween falls on a Saturday this year, giving Delaware residents a full weekend to enjoy fall festivals, community celebrations, outdoor activities and live entertainment.

From Wilmington’s Trolley Square to the beaches of Sussex County, events scheduled for Oct. 30 through Nov. 1 offer something for nearly every age and interest.

Families can spend Saturday collecting treats from Hockessin businesses, exploring Fifer Orchards or celebrating Halloween in Milford. Those looking to support a good cause can participate in Wilmington’s Walk to End Alzheimer’s or Milford’s Run for the Arts.

For evening entertainment, Frightland brings Halloween scares to Middletown, while singer-songwriter Suzanne Vega closes the weekend with a Sunday performance at The Queen in Wilmington.

Here are 10 events worth considering this weekend.

1. Walk to End Alzheimer’s — Wilmington

Hundreds of walkers, families and supporters are expected to gather along the Wilmington Riverfront for the annual Walk to End Alzheimer’s, supporting research, care and services for people living with Alzheimer’s disease and their caregivers.

The morning includes a Promise Garden ceremony recognizing people affected by the disease, followed by a 2-mile community walk. Registration is free, although donations and fundraising are encouraged.

TO GO: Saturday, Oct. 31. Registration at 8 a.m.; Promise Garden ceremony at 9 a.m.; walk at 9:15 a.m. Tubman-Garrett Riverfront Park, Rosa Parks Drive, Wilmington. Information and registration: Alzheimer’s Association.

2. Halloween in Hockessin: Candy Corn Trail — Hockessin

Hockessin businesses are turning Halloween into a townwide celebration, with 48 local shops, restaurants and organizations participating in a daytime trick-or-treat event.

Organized by the Hockessin Business Association, the Candy Corn Trail invites costumed children and their families to visit participating businesses throughout the community. Locations include Lantana Square, Valley Road, Old Lancaster Pike and Lancaster Pike.

The free event gives families an opportunity to enjoy Halloween while supporting neighborhood businesses.

TO GO: Saturday, Oct. 31, 11 a.m.-3 p.m. Participating businesses throughout Hockessin. Information and participating-business map: Town Square Delaware LIVE.

3. Ladybug Dark Bloom Music Festival — Wilmington

Wilmington’s Trolley Square neighborhood will host the inaugural Ladybug Dark Bloom Music Festival, a free Halloween celebration combining live music, art and seasonal entertainment.

The all-ages event features women-led musical performances, local artists, vendors and a creative atmosphere inspired by autumn, Halloween and Día de los Muertos.

The afternoon festival offers a family-friendly alternative to traditional Halloween activities.

TO GO: Saturday, Oct. 31, noon-6 p.m. Trolley Square, Wilmington. Free admission. Information: Town Square Delaware LIVE.

4. Run for the Arts 5K — Milford

Runners and walkers can combine fitness, Halloween fun and support for the arts during the ninth annual Run for the Arts 5K and 1-mile fun walk in downtown Milford.

Organized by the Mispillion Art League and Seashore Striders, the event benefits local arts programming, including exhibitions, classes and community events. Halloween costumes are encouraged.

TO GO: Saturday, Oct. 31, 9 a.m., with race-day registration beginning at 7:30 a.m. Bicentennial Park, 206-218 NE Front St., Milford. Registration is $25 in advance through 10 p.m. Friday or $30 on race day. Information: RunSignup.

5. Fifer Orchards Fall Fest — Camden-Wyoming

Families looking for traditional fall activities can visit Fifer Orchards for pumpkins, apple picking, a corn maze and outdoor farm attractions.

The festival also features seasonal favorites such as apple cider, cider doughnuts, kettle corn and farm-fresh food. Saturday is the final Halloween-weekend opportunity to enjoy the festivities.

TO GO: Saturday, Oct. 31, 10 a.m.-4:30 p.m., with visitors exiting by 5 p.m. Fifer Orchards, 1919 Allabands Mill Road, Camden-Wyoming. Admission is $18 online or $24 at the gate; some activities cost extra. The festival is closed Sunday. Information: Fifer Orchards.

6. Frightland Haunted Attractions — Middletown

One of Delaware’s best-known Halloween attractions continues its season with haunted houses, a haunted hayride and other spooky experiences.

Frightland offers multiple themed attractions, including Zombie Town, and is geared toward visitors seeking a more intense Halloween experience. The haunted attraction remains open into early November, but Halloween night is likely to be a popular time to visit.

TO GO: Saturday, Oct. 31, beginning at 6 p.m. Frightland, 309 Port Penn Road, Middletown. Saturday ticket booth hours and admission deadlines vary by schedule. Tickets are approximately $55 for Saturday admission. Information: Frightland.

7. Haunted Dover Lantern Tour — Dover

History and Halloween come together during the Haunted Dover Lantern Tour at First State Heritage Park.

Participants follow interpreters through the historic Dover Green while hearing stories of ghostly encounters, local legends and unexplained events connected to Delaware’s capital city.

The lantern-lit walking tour lasts approximately one hour and offers a different way to experience Dover’s historic district after dark.

TO GO: Friday, Oct. 30, 7:30-8:30 p.m. First State Heritage Park, 43 The Green, Dover. Tickets are $15 per person, and advance registration is required. For last-minute availability, call 302-739-9194. Information: Visit Central Delaware.

8. Milford Halloween Trick-or-Treat and Community Activities — Milford

Milford families have several opportunities to celebrate Halloween, including traditional neighborhood trick-or-treating and activities organized by local community groups.

The Carlisle Fire Company is hosting an open house during the day and a Truck or Treat event in the evening, featuring fire department vehicles and treats for children.

Milford’s official trick-or-treat hours are scheduled for 6 to 8 p.m. Saturday, giving families a designated time to visit participating homes.

TO GO: Saturday, Oct. 31. Carlisle Fire Company open house, 11 a.m.-3 p.m.; Truck or Treat, 6-8 p.m. Citywide trick-or-treating, 6-8 p.m. Locations throughout Milford. Information: City of Milford.

9. Rehoboth Beach International Film Festival — Lewes and Rehoboth Beach Area

Film lovers can begin a week of international cinema as the 28th annual Rehoboth Beach International Film Festival opens Sunday.

The festival, running Nov. 1-8, features 113 films representing more than 32 countries, including documentaries, international features, short films and special presentations.

Screenings take place at several venues in the Lewes area, and the festival offers opportunities to see films that may not receive wide commercial theatrical releases.

TO GO: Sunday, Nov. 1, through Sunday, Nov. 8. Screening times vary. Venues include Cinema Art Theater, 17701 Dartmouth Drive, Lewes, and other nearby locations. Individual tickets are $15 for members and $18 for general audiences. Information, showtimes and tickets: Rehoboth Beach Film Society.

10. Suzanne Vega at The Queen — Wilmington

Acclaimed singer-songwriter Suzanne Vega closes the weekend with a Sunday evening concert at The Queen in downtown Wilmington.

Known for songs including “Luka” and “Tom’s Diner,” Vega will perform material spanning her career, along with songs from her 2025 album, “Flying With Angels.”

The performance features longtime guitarist Gerry Leonard and cellist Stephanie Winters.

TO GO: Sunday, Nov. 1, 7:30 p.m. The Queen, 500 N. Market St., Wilmington. Tickets and information: The Queen Wilmington.

Plan Your Weekend

With activities spread across New Castle, Kent and Sussex counties, Delaware residents have plenty of opportunities to enjoy the final weekend of October.

Many Saturday events are outdoors, and several offer free admission. Visitors should check event websites for last-minute schedule changes, ticket availability and weather-related updates before leaving home.

Whether the weekend plans involve raising money for a community cause, taking children trick-or-treating, exploring a haunted attraction or enjoying a night of music, Delaware’s Halloween weekend offers a range of ways to celebrate the season.

Delaware LIVE collaborates with a network of professional journalists to cover a diverse range of stories across various fields.  Staff Writers include experienced journalists and young professionals.  If you have questions, please feel free to contact [email protected] or our publisher, George D. Rotsch, at [email protected]

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