The entire month of October is packed with ghoulish gatherings and haunted happenings around downtown Dunedin! Check out this list we’ve compiled of Halloween events to check out with friends & family!

Movies in the Park

October Movie Lineup

Grab your blankets and beach chairs! Every Friday in October, the City of Dunedin will be playing a different movie on their large, outdoor movie screen in Highlander Park! This event is free to attend, and concessions will be available.

WHERE: Highlander Park

WHEN: Every Friday in October at Sundown


October 1:  Tom & Jerry (2021)
October 8:  Matilda (1996)
October 15:  Cruella (2021)
October 22:  My Fair Lady (1964)
October 29:  Haunted Mansion (2003)

Fall Festival

49th Annual OLL Fall Festival

Our Lady of Lourdes Catholic School is excited to be rolling out their 49th Annual Fall Festival to raise money for their students. Join them for rides, games, concessions, and music over this four-day event!

WHERE: Our Lady of Lourdes Catholic School

WHEN: October 14-17, times vary by date

PRICE: Free admission, tickets and wristbands available for pre-sale

Thursday, October 14 – 5 PM – 11 PM

Friday, October 15 – 5 PM – 11 PM

Saturday, October 16 – 11 AM – 11 PM

Sunday, October 17 – 12 PM – 5 PM

The Great Pumpkin Drive-Thru

Halloween Drive-Thru and Scarecrow Decorating Contest

Dress up in your Halloween costumes and join the City of Dunedin for this great drive-through experience! Participants will drive through Highlander Park, admiring all the Halloween, fall, and pumpkin-themed scenes, decorations, and music. Each child will receive a goody bag filled with trinkets and treats at the end of the drive.

Recommended for preschool and elementary ages.

WHERE: Highlander Park

WHEN: Saturday, October 23 from 10 AM – 1 PM

PRICE: $5/Child, adults are fee

Must register in advance to secure your time slot.

Haunted Hammock Hike

Explore the Spooky Scenes of Haunted Hammock Park

Join the City of Dunedin for a guided hike through Hammock Park filled with scary Halloween scenes and characters. Enter if you dare; you never know what is waiting for you in the haunted park!

Recommended for ages 10 & older; children under 16 must be accompanied by an adult.

WHERE: Highlander Park

WHEN: Saturday, October 23 from 7:30 PM – 9:30 PM

PRICE: $5/Participant

Must register in advance to secure your time slot.

Downtown Trick or Treat

Downtown Trick or Treat & Costume Parade

The roads will be closed in downtown Dunedin so come hang out at this awesome event hosted by the City of Dunedin, Dunedin History Museum and Downtown Dunedin Merchants Association!

The Dunedin History Museum’s costume parade will begin lining up at 5:45 PM at the Dunedin History Museum and parade east on Main Street to the intersection of Douglas Ave. & Main Street for awards at 6:30 PM.

WHERE: Downtown Dunedin, along Main Street and Broadway Ave.

WHEN: Friday, October 29 from 5:00 PM – 8:00 PM



German Flair & Fare at Bon Appétit’s Oktoberfest

Bon Appétit has cultivated a reputation for fine dining and elegant celebrations over nearly five decades. Every year, however, they invite guests to loosen their lederhosen and raise a beer stein to Oktoberfest!

WHERE: Bon Appétit

WHEN: October 1 – 31, 12 PM – 9 PM

PRICE: Varies by item

Learn about traditional Oktoberfest food, drink, and celebration, as well as Bon Appétit’s special connection to the holiday!