Pumpkin Fest: A Family Celebration This October

Grab your costumes and get ready to celebrate fall with all the trimmings! Harbourside Place in Jupiter is once again hosting its annual Pumpkin Fest to support the Chasin A Dream Foundation and everyone is invited.

Jupiter 10th anniversary Pumpkin Fest

When: Saturday, Oct. 10, 2026, from 11 a.m. to 4 p.m.
Where: Harbourside Place, 200 U.S. Route 1, Jupiter
Cost: Free admission; vendor prices vary; all ages welcome
Website

Pumpkin Fest at Harbourside Place, Jupiter

Features:

Live entertainment
Face painting
Pumpkin patch
Trick-or-treating
Haunted house
Stilt walkers
Food trucks & local vendors

The Chasin A Dream Foundation is sponsoring this fun-filled day for the whole family in support of local children battling life-threatening illnesses and disabilities, while supporting its mission of Locals Helping Locals.

To keep up with the latest news, sign up for the South Florida on the Cheap newsletter. Follow on Facebook and Instagram.

Top Seasonal Events

Free Cars & Coffee Spooktacular, Boca Raton, Oct. 11 - Cars, coffee and spooky stuff, what more could you want? This is a family friendly automotive festival. Trunk-or-Treat Halloween Spooktacular When: Sunday, Oct. 11, 2026, from 8 a.m. to noon.… Read more »
Pumpkin Fest at Harbourside Place in Jupiter, Oct. 10 - Grab your costumes and get ready to celebrate fall with all the trimmings! Harbourside Place in Jupiter is once again hosting its annual Pumpkin Fest to support the Chasin A… Read more »
Mystery at the Museum, Boca History, Oct. 16 - The Schmidt Boca Raton History Museum offers a special interactive adventure for kids to explore history to find clues and solve the mystery. Cost: $10-$20. This program is designed for… Read more »
Free: Fall Festival, Boynton Beach, Oct. 17 - This is a signature event by City of Boynton Beach Recreation and Parks Department and it's free for families and kids of all ages. Fall Festival When: Oct. 17, 2026,… Read more »
Fall Festival in Wellington, Saturday, Oct. 17 - Wellington families are in for a treat at this year's Fall Festival, a one-night-only event. There will be live music and special performances on the sound stage, food vendors and lots… Read more »
Halloween events in Delray Beach, Oct. 24 - Be on the lookout for witches on bikes, broomsticks and punkin' heads on the streets of Delray Beach, Saturday, Oct. 24, 2026, between 7 a.m. and 6 p.m. Trick-or-Treating on… Read more »
Free entry to Boynton Beach Pirate Fest, Oct. 31-Nov. 1, fall festivals, pumpkin patches - Ahoy Matey! Here's an annual signature event put on by the Boynton Beach Community Redevelopment Agency that you won't want to miss. Admission is Free for this two-day event. The… Read more »
Feathers, Fangs, Fur, & Fun, Busch Wildlife Sanctuary, Oct. 25, Jupiter - Celebrate Halloween with the animals. There will be a costume parade, storytime and lots of fun family activities. Halloween Celebration at Busch Wildlife What: Trick-or-treating, Trivia, Tattoos, & more When:… Read more »
Free: Scream on the Green, Boynton Beach, Oct. 30 - Grab your blankets and chairs for a spooktacular outdoor film. This is a free, family-friendly spooky movie night. Scream on the Green When: Friday, Oct. 30, 2026, starting at 7… Read more »
Spookyville Halloween, West Palm Beach, Oct. 17-31 - The Spookyville attraction at the South Florida Fairgrounds features safe trick or treating, a train and other rides for kids age 10 and under, vendors, food for purchase, activities and live… Read more »