October is one of my favorite times of year in northern Pinellas County! While our friends up north are pulling out their sweaters and preparing for colder weather, we’re enjoying sunshine, outdoor festivals, waterfront dining, and some wonderfully spooky Halloween traditions.
Whether you live in Dunedin, Palm Harbor, or Safety Harbor—or you’re considering making this beautiful part of Florida your home—there’s plenty happening this October.
From dancing witches and decorated golf carts to seafood festivals, outdoor markets, and family-friendly Halloween celebrations, here are some events you won’t want to miss!
Dunedin: Witches, golf carts, festivals and Halloween fun
Dunedin is known for its lively downtown, local shops, restaurants, waterfront sunsets, and unique community celebrations. October brings even more reasons to get out and explore.
October 15–18: Our Lady of Lourdes Fall Festival
Enjoy four days of carnival rides, games, live entertainment, festival food, and family fun at Our Lady of Lourdes, 750 San Salvador Drive.
Admission and parking are free, with tickets available for rides and games. The festival supports Our Lady of Lourdes Catholic School.
October 17: Dunedin Seafood & Music Festival
Spend a Saturday enjoying seafood, music, and waterfront scenery at the Dunedin Marina.
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When: Saturday, October 17, noon–9 p.m.
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Where: Dunedin Marina, 51 Main Street
A great opportunity to enjoy the coastal lifestyle and support local vendors.
Throughout October: The Witches of Dunedin
One of Dunedin’s most entertaining Halloween traditions is the Witches of Dunedin!
These spirited local witches dress in costume, grab their broomsticks, and surprise the community with choreographed dance performances.
The best part? Finding out where they’ll appear!
Follow the Witches of Dunedin Facebook page for clues and announcements about their weekend appearances. Their performances also support charitable causes.
October 24: Dunedin Spooktacular Halloween
Bring the family for an evening of spooky fun at Highlander Park.
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When: Saturday, October 24, 5–9 p.m.
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Where: Highlander Park, 903 Michigan Boulevard
Enjoy Halloween-themed activities, games, crafts, and family entertainment.
October 25: Dunedin Halloween Golf Cart Parade
Golf carts are part of the Dunedin lifestyle, and Halloween provides the perfect excuse to decorate them!
Watch creative golf carts cruise through downtown in a festive Halloween parade.
When: Sunday, October 25, evening.
Local event listings show differing start times, so check the organizer’s latest announcements before heading out.
October 30: Downtown Trick-or-Treating & Costume Contest
Downtown Dunedin transforms into a Halloween celebration for the entire family.
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When: Friday, October 30, 5–8 p.m.
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Where: Downtown Dunedin and Pioneer Park, 420 Main Street
Participating merchants will hand out treats, and the Dunedin Chamber of Commerce will present a costume contest for children, families, and groups.
This is one of those events that makes living in a small, close-knit community so special!
Palm Harbor: Fall markets and a haunted Halloween carnival
Palm Harbor offers a wonderful mix of neighborhood charm, community events, local businesses, and family-friendly activities.
October 17: Palm Harbor Main Street Halloween Market
Visit Pop Stansell Park for a community market with a Halloween and fall theme.
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When: Saturday, October 17, 10 a.m.–3 p.m.
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Where: Pop Stansell Park, 797 Florida Avenue
Enjoy the outdoor market atmosphere and explore the surrounding downtown businesses.
October 30: Palm Harbor Halloween Carnival
Looking for something spooky and fun for the entire family?
The Palm Harbor Halloween Carnival returns to the White Chapel and Harbor Hall area with a haunted chapel, hayrides, games, inflatables, and a dancing witch troupe.
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When: Friday, October 30, 6–9 p.m.
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Where: White Chapel and Harbor Hall, 1190 Georgia Avenue
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Admission: Free community trick-or-treating; a $10 wristband is listed for certain attractions
It’s a great opportunity to dress up, bring the kids, and enjoy an evening in historic Palm Harbor.
For additional local activities, visit Palm Harbor Parks & Recreation.
Safety Harbor: Main Street celebrations, markets and spooky evenings
Safety Harbor is one of northern Pinellas County’s most charming communities, with its walkable downtown, independent restaurants, waterfront park, and welcoming small-town atmosphere.
October 16: Third Friday Street Celebration
One of Safety Harbor’s most popular monthly traditions!
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When: Friday, October 16, 6–10 p.m.
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Where: Main Street, Downtown Safety Harbor
Enjoy live entertainment, local shops, restaurants, and community activities along nine blocks of Main Street.
It’s a wonderful way to support local businesses while enjoying an evening outdoors.
October 18 & 25: Sunday Market on Main Street
Looking for a relaxing Sunday morning?
Visit the Sunday Market for an outdoor shopping experience in downtown Safety Harbor.
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When: Sundays, October 18 and 25, 10 a.m.–3 p.m.
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Where: John Wilson Park and Gazebo
Browse the market, take a stroll downtown, and enjoy lunch at a local restaurant.
October 23–24: Fright Nights at Folly Farm
For a little extra Halloween excitement, check out Fright Nights at Folly Farm Nature Preserve.
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When: Friday and Saturday, October 23–24, 7:30–10 p.m.
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Where: Folly Farm Nature Preserve
Check the city’s calendar for admission details and age recommendations.
October 30: Safety Harbor Main Street Trick-or-Treat
Put on your costumes and enjoy a family-friendly Halloween celebration downtown.
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When: Friday, October 30, 4:30–6:30 p.m., according to the city’s calendar
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Where: Main Street, from Bayshore Boulevard to 9th Avenue
Downtown businesses and community organizations will distribute treats.
Why October is a wonderful time to live in northern Pinellas County
One of the things I love most about living and working in this area is the strong sense of community.
We have the best of both worlds: beautiful Gulf Coast weather, beaches and waterfront parks, plus the charm of small towns that still celebrate local traditions.
From Dunedin’s creative Halloween celebrations to Palm Harbor’s family-friendly festivals and Safety Harbor’s vibrant Main Street, there’s always something happening close to home.
As a REALTOR® with more than 20 years of experience, I know that choosing a home is about more than bedrooms, bathrooms, and square footage. It’s about finding a community and lifestyle you love.
Thinking about making Dunedin, Palm Harbor, Safety Harbor, or Clearwater your home? I’d love to help you explore the neighborhoods, housing options, and lifestyle that fit your needs.
Pam Lombard, REALTOR® Century 21 Integra Real Estate ABR | MCNE | SFR | RSPS 269-806-8035 plombard@c21integra.com PamLombardRealtor.com