
October is not only the month when scarecrows, pumpkins and mums appear to celebrate fall, it is also the month when many families celebrate Halloween. There are many Halloween events planned in the area with some in Milford and others just a short drive away.
October 16 and 17
The weekend of October 16 and 17, several options exist for family-friendly Halloween fun. The weekend kicks off the Haunted Dinners at Sip&Simmer in Milford. Reservations are required. Additional dates for the dinners include October 23 and 24 as well as October 30 and 31.
On Friday, October 16, the Hayride to the Witch’s Hunt is planned at 5 PM at Parsons Farm Produce, located at 30381 Armory Road, Dagsboro. The event is a hayride through the farm to meet Twitchy Witchy Itch sisters and listen to a non-scary story. The event is in partnership with the Frankford Public Library. Tickets can be purchased online.
On Friday October 16 and again on Friday, October 23, T.S. Smith Orchards at 9045 Redden Road in Bridgeville will hold an outdoor movie night featuring “Hocus Pocus.” The movie begins at 6 PM. Costumes and pajamas are encouraged. Bring blankets or lawn chairs.
Saturday, October 17, the 6th Annual Town of Selbyville Trunk or Treat is planned from 10 AM to 1 PM at the Selbyville Volunteer Fire Company parking lot, located at 30 North Main Street in Selbyville. There will be a costume parade, face painting, a 50/50 raffle and music.
The same day at 6:30 PM, Megs Tanning and Spa will hold a Trunk or Treat event with decorated car trunks, candy and festive activities. Meg’s Tanning and Spa is located at 650 South Bay Road in Dover.
October 23 through 29
The weekend of October 23 and 24 visit Rehoboth Beach for the annual Sea Witch Festival. The event features a parade, vendors, food specials and more. During the festival, visit Zelky’s Beach Arcade South at 115 South Boardwalk for a haunted experience which will include Skee-ball and skeletons, a witch cackle contest, kids costume contest along with Golf N’Ghouls rooftop mini-golf.
Benvenuto will hold a Halloween Mystery Dinner on Friday, October 23 at 6 PM. Tickets are $85 per person and can be purchased by calling 302-265-2652.
Milford Historical Society will hold the inaugural Haunting of Silver Hill on Friday, October 23 from 6:30 to 9:30 PM. Enjoy s’mores around a bonfire, spirit tours of the Parson Thorne Mansion as well as light refreshments. Bring a chair or blanket to enjoy the bonfire. The event is family-friendly and there is no admission fee. The mansion is located at 510 Northwest Front Street, Milford.
In Seaford, the Western Sussex Boys & Girls Club will hold their annual Trunk or Treat at 6 PM on October 23 with trick-or-treating, a trunk decorating competition and family-friendly activities. The event will be held at 310 Virginia Avenue in Seaford.
Next Level Nutrition will also hold a Trunk or Treat on Saturday, October 24 at 4 PM. Bring buckets or bags to collect candy. Next Level Nutrition is located at 915 North Dupont Boulevard, Suite 103, Milford.
Meding’s Seafood will hold a Trunk or Treat on October 25 at 3 PM. The event is their annual tailgate-style trunk or treat featuring a Halloween themed car show, costumes and candy.
Sunday, October 25, Revelation Craft Brewing will hold a Halloween Carnival starting at noon. This is a family-friendly carnival with costume contests, carnival games, an inflatables fun zone, face painting and trick-or-treating booths. The brewery is located at 413 South Bedford Street in Georgetown.
Harrington Parks and Recreation will hold their Trail of Treats on Monday, October 26 at 5 PM. This is an outdoor community Halloween festival with games and treat stations. The event is planned for 114 East Liberty Street, Harrington.
October 30 and 31
The Challenge of the Neighborhoods will be held at Benvenuto on Friday, October 30. Gather your neighbors, friends and family, wear your best Halloween spirit and come hungry. The event is for those 18 and older. It will begin at 5 PM at Benvenuto, 259 Northeast Front Street, Milford. For reservations, call 302-265-2652.
On Friday, October 30, G&R Recreation Campground will hold a screening of “Slaughter Beach,” by director Dan C. Davis. There will be a director and cast Q&A as well as photo-ops. Costumes are encouraged. Tickets can be purchased online.
The Rail Haus will hold their Haunted Haus After Dark, a 21 and older event, on Friday, October 30 from 8 PM to 11 PM. There is a costume party with DJ Bridge. Note: no full face masks or fake/real weapons permitted. The Rail House is located at 92 North West Street in Dover.
The Riverside Grill in Millsboro will hold Nightmare on River Road, a 21 and older event, at 31457 River Road in Millsboro. There will be a contest with single and group prizes, food and drink specials as well as a DJ.
A 21 and older event will also be held at Signatures on October 31 starting at 5 PM with DJ Davis. The event is located at 12021 North Haven Drive, Selbyville.
On Saturday, October 31, the Boo-ling Bash is planned at noon at Eagles Lanes Bowling Center, located at 420 Tuskegee Street, Dover Air Force Base. There will be a costume contest, pin-decorating, popcorn and goody bags. Free entry for non-bowlers, $20 for 30 minutes of bowling or $35 for an hour.
That same day, Holly Lake Campsites will hold their Trunk or Treat starting at 3 PM. This is an outdoor family-friendly celebration with music and costumes. The campground is located at 32087 Holly Lake Road, Milton.
On October 31, Trick or Treat on the Green will take place from 5 to 7 PM. The event will be near the John Bell House, 43 The Green, in Dover. Historic interpreters and local businesses will set up on the Green to hand out candy. The John Bell House will feature “Over the Garden Wall,” with a wooded path and harvest celebration in Pottsfield. Woodburn, the governor’s mansion, will be decked out in Halloween decorations and will also be handing out candy. The event is free.
Bayside Gymnastics will hold a Trunk or Treat on Saturday, October 31 from 11:30 to 1:30 PM. Admission is $10 for members and $12 for non-members. The event is located at 214 West Liberty Way, Milford.
First Baptist Church of Milford will also hold a Trunk or Treat on Saturday, October 31 from 4 to 6 PM at their 6062 Old Shawnee Road location. This is a family-friendly trunk-or treating event.
Carlisle Fire Company will hold a open house and Truck or Treat on Saturday, October 31. The event begins with a dedication and ribbon cutting at Station 2 from 8 AM to 10 AM and an open house at Station 1 from 11 AM to 1 PM. Truck or Treat will be from 6 to 8 PM.

