10/13/2026
🎃👻 HEY BOO!! YOUR 2026 HALLOWEEN FUN GUIDE IS HERE! 🧡🐾
From Ocean City, MD to the Delaware beaches, spooky season is in FULL swing, and there is SO much happening for the kiddos, families, and even our four-legged friends!
I did a little digging so you don't have to! I've rounded up trunk-or-treats, costume parades, fall festivals, and some seriously cute events happening between now and Halloween!
Grab your calendar, save this post, and tag your favorite people because you're going to want to make some plans! 🎃
👻 OCEAN CITY, MD & SURROUNDING AREAS
🚒 OCTOBER 24 | TOUCH A TRUCK-N-TREAT
📍 Stephen Decatur Park, Berlin, MD
🕙 10 AM–1 PM
Bring the kiddos to explore real police, electric department, and public works vehicles! Costumes are encouraged, and there will be candy and giveaways. Such a fun one for the little ones who LOVE trucks!
🐶 OCTOBER 24 | PETS IN DISGUISE
📍 Ocean City Boardwalk, North Division Street
🕛 12 PM | Registration opens at 11 AM
🎟️ FREE registration!
A Halloween parade for our furry friends!! Dress up your pups and watch them strut their stuff down the Boardwalk. Donations benefit the Worcester County Humane Society. Seriously, how cute is this?! 🐾❤️
🛹 OCTOBER 24 | HALLOWEEN BOWL BASH
📍 Ocean Bowl Skate Park, 3rd Street & St. Louis Avenue
🕑 2–6 PM
🎟️ Free with an Ocean Bowl year pass or $15 daily admission
Calling all little skaters! Halloween costumes, music, best-trick competitions, and prizes for the best costumes! Ages 6 and older. Registration and helmets required, and minors need a signed parental waiver.
🚙 OCTOBER 24 | SUNFEST JEEP TRUNK-OR-TREAT
📍 Caroline Street to the Pier, Ocean City
🕞 Approximately 3:30–3:45 PM
🎟️ Part of FREE Sunfest festivities!
Decorated Jeeps, candy, costumes, and music from DJ Rupe! The Jeeps parade down from 30th Street beginning at 3 PM before parking near the Pier for trunk-or-treating. Get there early because the candy goes FAST!
🎡 OCTOBER 22–25 | OCEAN CITY SUNFEST
📍 Inlet Parking Lot & South End of the Boardwalk
🕙 Thursday–Saturday 10 AM–7 PM | Sunday 10 AM–6 PM
🎟️ FREE general admission!
One of our favorite fall traditions! Four days of live music, arts and crafts, food vendors, Dock Dogs competitions, beach tractor rides, and family fun! Some special activities cost extra.
👻 OCTOBER 25 | HALLOWEEN SPOOK OUT
📍 Northside Park, 125th Street, Ocean City
🕐 1–3 PM
🎟️ Bring one full bag of individually wrapped candy (at least 18 pieces) per child!
Inflatable corn maze, carnival games, pumpkin bowling, selfie stations, and a costume parade! A fun afternoon for kiddos of all ages. Held indoors at the recreation complex if it rains!
🐾 OCTOBER 25 | HOWL-O-WEEN PAWTY
📍 Ashore Oceanfront Hotel, 10100 Coastal Highway
🕛 12–3 PM
🎟️ Suggested $20 donation
Bring your pups for a Halloween celebration on the Shore Deck! Meet adoptable pets from the Worcester County Humane Society, enjoy music from DJ Wax, food, pet bandanas, and a chance to support a wonderful local cause!
🍬 OCTOBER 29 | TAYLOR BANK TRUNK-OR-TREAT
📍 Taylor Bank, Ocean Pines
A neighborhood trunk-or-treat for the little ghosts and goblins! Bring those candy buckets and costumes. Check with Taylor Bank for the event time and final details.
🚐 OCTOBER 29–NOVEMBER 1 | OC RV & VAN LIFESTYLE SHOW
📍 Roland E. Powell Convention Center, Ocean City
Explore RVs, custom vans, outdoor gear, and camping displays! The event has also been included in local Halloween trunk-or-treat roundups. Check the organizer's schedule for the specific trick-or-treat activities before going.
🧙♀️ SUSSEX COUNTY, DELAWARE
🍬 OCTOBER 17 | SELBYVILLE TRUNK-OR-TREAT
📍 Main Street, Selbyville
🕙 10 AM–1 PM
The town's 6th annual trunk-or-treat! Dress up the kiddos, bring their candy buckets, and enjoy a little Halloween fun right in town!
🎃 OCTOBER 17 | BREWS, BOOS & BROOMSTICKS
📍 Revelation Craft Brewing, 413 S. Bedford Street, Georgetown
🕛 12–4 PM
🎟️ FREE general admission | $10 kids' activity wristbands
This one has SO much happening! Pumpkin patch, petting zoo, face painting, body marbling, inflatables, costume contests, fall market, food, music, and more!
There's even a Creepy Crawl 5K and Monster Mile Walk with separate registration. The best part? It benefits the Tidemark Foundation, helping local families and children in need! ❤️
🍭 OCTOBER 23 | SUSSEX FAMILY YMCA TRUNK-OR-TREAT
📍 20080 Church Street, Rehoboth Beach
🕔 5–7 PM
🎟️ FREE and open to everyone!
Kick off Sea Witch weekend with decorated trunks, trick-or-treating, pumpkin picking, a haunted pavilion, spooky crafts, and family fun! You don't have to be a YMCA member to attend!
🧙♀️ OCTOBER 23–25 | SEA WITCH FESTIVAL
📍 Downtown Rehoboth Beach & Boardwalk
🎟️ FREE festival activities!
If you've never been to Sea Witch, you're missing out on one of the BEST fall weekends at the beach!
Three days of costumes, entertainment, family activities, and Halloween festivities throughout town!
🎃 Saturday, October 24: The famous Sea Witch Costume Parade begins at 11 AM on Rehoboth Avenue!
🐶 Sunday, October 25: The adorable Dog Costume Parade!
Plus music, contests, activities, and plenty of reasons to spend the day in Rehoboth. Get there early on Saturday because parking and road closures are a thing!
👻 OCTOBER 23 | DEWEY BEACH TRICK-OR-TREAT
📍 Dewey Beach
🕡 6:30–7:30 PM
Bring the little goblins for trick-or-treating around Dewey! The town is also celebrating with a Haunted Bonfire and Haunted Graveyard Spectacular on Dickinson Avenue on October 23 and 24!
🐾 OCTOBER 24 | WAGS, WITCHES & WARLOCKS
📍 Downtown Bethany Beach
🕗 8 AM–1 PM
Another one for our four-legged family members! This beloved Bethany Beach Halloween celebration brings together costumed pups and their humans for a morning of festive fun. Check the organizer's schedule for individual activities and registration details.
🚓 OCTOBER 24 | COPS & GOBLINS
📍 John West Park, 32 West Avenue, Ocean View
🕐 1–4 PM
The 11th annual Cops & Goblins celebration! Bring the family for a Halloween afternoon hosted in Ocean View. Check the event organizer for the full activity schedule.
🍬 OCTOBER 24 | DAGSBORO FIRE DEPARTMENT TRUNK-OR-TREAT
📍 28331 Clayton Street, Dagsboro
🕘 9–11 AM
Another opportunity for the kiddos to dress up and collect some candy! Hosted at the Dagsboro Volunteer Fire Department.
🎃 OCTOBER 24 | PARSONS FARMS TRUNK-OR-TREAT
📍 30381 Armory Road, Dagsboro
🕒 3–5 PM
A little farm-style Halloween fun! Bring the costumes and candy buckets for trunk-or-treating at Parsons Farms.
🍬 OCTOBER 24 | MILLVILLE TRAIL OF TREATS
📍 Evans Park, 32517 Dukes Drive, Millville
🕓 4–6 PM
This one sounds ADORABLE! Trick-or-treat along the trail, pick out a pumpkin, snap pictures with Mr. and Ms. Pumpkin, enjoy balloon art from Rigo, and dance along to music from DJ Davis!
Costumes encouraged for kids AND adults!
🎃 OCTOBER 29 | GEORGETOWN DMV TRUNK-OR-TREAT
📍 Georgetown, DE
🕕 6–8 PM
A Halloween trunk-or-treat for local families. Please confirm the exact location and activities with the organizer before heading out.
🚒 OCTOBER 30 | ROXANA FIRE COMPANY TRUNK-OR-TREAT
📍 Roxana Volunteer Fire Company, Frankford
🕕 6–8 PM
Bring the little ghosts and goblins for a firehouse trunk-or-treat! Costumes and candy buckets encouraged!
🍭 OCTOBER 31 | MILLSBORO POLICE TRUNK-OR-TREAT
📍 Millsboro Town Center
🕕 6–8 PM
Halloween night fun with the Millsboro Police Department! A great option for families looking for a community trick-or-treat celebration.
🧡 OKAY, BEACH FRIENDS...NOW I NEED YOUR HELP!
Did I miss one?! Is your neighborhood, church, school, fire department, or community hosting a Halloween event or trunk-or-treat?
PLEASE drop it in the comments! 👇
I'd love to keep adding to this list so our local families can find all the fun in one place!
And if you have little ones, grandkids, nieces, nephews, or a pup who loves dressing up, SAVE THIS POST and share it with your people!
I say it all the time, but there's something so special about our coastal communities. Summer may be over, but the fun certainly isn't!
Event details can change, so be sure to check with the organizers before heading out.
Happy haunting, friends! Stay safe, make some memories, and don't eat ALL the kids' candy! 😂🍫
Xoxo,
Lady Boss 🧡🐾
