Fall Out for Fun and Other Halloween Happenings

Whether you’re getting your ghoul on or just enjoying the cooler autumn weather, you’ll find lots of fall fun in Clearwater in 2019. From trick or treating, fairs and festivals, and bats or beers, there’s sure to be an event to your liking. Here’s what’s happening by date:

Heritage’s Annual Pumpkin Patch

October 12 – October 31

Monday – Saturday, 9 a.m. – 8 p.m.; Sunday, 10 a.m. – 8 p.m.

Heritage United Methodist Church, 2680 Landmark Dr, Clearwater 33761

(727) 796-1329

Pumpkin patch will be opening on October 5th at noon. The proceeds from the Pumpkin Patch go towards helping the Student Ministry fund their mission trips in the summer. Save a date, stop by and get your pumpkins and help our students spread the Word all across the world.


Yappy Hour Halloween Party!

October 15

Tuesday, 5 p.m. – 7 p.m.

Pour Yours

522 Cleveland St, Clearwater 33755

Bring your fur babies and join us for a dog-friendly “Yappy” Hour on Taco Tuesday at Pour Yours in Clearwater. There will also be a doggie photographer ready to capture a glamour shot of you and your pup. They will also be having a doggy costume contest. Best costume wins a $50 Petsmart gift card. Tuesday’s Specials Include:
10% off wine + food if you bring your pet; Wine + $3 Tacos


WCFMC House of Horror

October 17 – 19 and October 23 – 31

Sunday – Thursday, 6:30 p.m. – 9:30 p.m.; Friday & Saturday, 6:30 – 10 p.m.

3165 McMullen Booth Rd Building H, Clearwater 33761

(727) 787-3911

Annual Charity Event for Suncoast Hospice. Donations only. New attractions and scares for family and friends. Attractions are adjusted for age appropriateness as necessary.


Pour Yours Halloween Party

October 18

Friday, 9 p.m.

522 Cleveland St, Clearwater 33755

Celebrate a night of fun, costumes, spooky drinks, food, games, contest, and more. $5 bloody sangrias all night, live music, oozy snacks, and of course our costume contest. Winners get:
1st place – Champagne bottle
2nd place – $20 Pour Yours Gift Card
3rd place – $10 Pour Yours Gift Card
It’ll be the same night at the Downtown Clearwater art walk.


Winter’s Trick or Tweet

October 20, 26 – 27, November 2 – 3

11 a.m. – 4 p.m.

Clearwater Marine Aquarium

249 Windward Passage, Clearwater 33767

Head to Clearwater Marine Aquarium for Winter’s Trick or Tweet. Enjoy fun activities, games, creepy crawl critters, or take a Family Boo Cruise. On select dates see creepy crawly critters from Owl’s Nest Sanctuary for Wildlife and rescued bats from Tampa Bay Bats. Learn about and see some “creepy critters” including rescued bats, owls, flying squirrel, tarantula, centipedes, snakes, lizards, and other various reptiles. Use online promo code: BAT and receive 25% off children’s admission. More information:


Tampa Bay Bats

October 19

Saturday, 2 p.m. – 3 p.m.

Countryside Library, 2642 Sabal Spings Dr, Clearwater

Join the library for an educational presentation by the Tampa Bay Bats and stay to see real live bats.


3rd Annual Fall Festival

October 20

Sunday, 11:30 a.m. – 2 p.m.

2680 Landmark Dr, Clearwater 33761

The annual Fall Festival is back at Heritage. Get ready for a day full of fun, food and the Heritage Pumpkin Patch. In addition to the Patch, there will be bounce houses, face paiting, hay rides, corn hole, photo ops and more. Entrance to the festival and activities is free, open to the community and all ages. Bring your family, friends, your friends’ families, your family’s friends – everyone is welcome. This year at the Fall Festival we’ll also have food trucks (the only part that isn’t free.) Appearances by CJ Traveling Pizzeria, Fiesta Bowls, and SLAMMER SHOP.


Halloween at the YMCA

October 24

Thursday, 6 p.m. – 8:30 p.m.

1005 S Highland Ave, Clearwater, Florida 33756

Gear up for some fun for a haunted house, games and prizes, a bounce house, candy and much more. Open to the community. $3 per family.


Moore Eventful Pre-Halloween Costume Party

October 25 – 26

8:30 p.m. – 2:30 a.m.

11141 US Hwy 19 N, #204, Clearwater 33764

$10 Advance/ $15 at the door, costume contests in a variety categories. Cash prizes $200+ and trophies for the winners. Heavy hors d’oeuvres included until all gone. Drink Specials all night. This will be a night of fun, so play along, dress up and BE CREATIVE with your costume.


Fall Festival & Trunk or Treat

October 26

Saturday, 5:30 p.m. – 8:30 p.m.

St. Catherine of Siena Catholic Church

1955 S Belcher, Clearwater 33764

Games, food, haunted hayrides, and trunk-or-treating for kids. All are welcome and families are invited to park their car to distribute family while children go trunk-or-treating. There will be a contest for best decorated trunk. We will also be enjoying a haunted hay ride, carnival games, and festival food. Only 350 spaces available, confirmation required at


Kids Parade of Costumes

October 27

Sunday, 11 a.m. – 1 p.m.

Clearwater Yacht Club

830 Bayway Blvd, Clearwater 33767

(727) 447-6000

Bring the kids for a great and safe time trick or treating at the CYC.


Boo Bash Spectrum Field

October 31

Thursday, 5:30 p.m. – 8:30 p.m.

Spectrum Field, 601 N Old Coachman, Clearwater 33765

(727) 712-4300

Boo Bash returns to Spectrum Field on Thursday, October 31st, from 5:30 p.m. – 8:30 p.m for a night of candy and costumes. The free, safe, and family-friendly Trick-or-Treat event is hosted by the City of Clearwater and the Threshers. Over 25 candy stations on the concourse donated by local businesses, photo ops, and the on-field costume parade and hayrides. Admission and parking are free. Home plate and left field concession stands, the playground, and Tiki Bar will be open.


Free Harvest Festival

October 31

Thursday, 6 p.m. – 8:30 p.m.

The Point Church

1430 Belleair Rd, Clearwater 33756

(727) 442-2661

Free carnival games, candy prizes, bouncy houses, bouncy obstacle courses, face painting, balloon animals, trunk or treat vehicles, cotton candy, snow cones, pop corn, hot dogs and much more. Get your FREE tickets by signing up on Eventbrite by clicking the link below. Limited tickets so don’t wait. You’ll need one ticket per person. No need to print off just show on your smart phone upon arrival.


Flannel Fest

October 31

Thursday, 6 p.m. – 9 p.m.

Countryside Christian Church

1850 McMullen Booth Rd, Clearwater 33759

This evening is full of family fun, games, contests, candy, food and more. Anyone is welcome to attend and, the best part is, it’s free for the entire family. Be here Thursday, October 31st from 6 – 9 p.m. You don’t want to miss it.
Sign up for contests and more at


Trunk or Treat @OSL East Bay

October 31

Thursday, 5 p.m. – 7 p.m.

4825 East Bay Dr, Clearwater 33764

A night of candy and fun await. Dress up your vehicle and wear your best costume to this special annual event. Participating vehicles may plan to set up in the East Bay campus parking lot by 4:45 p.m. Bring plenty of wrapped candy. Hot dogs, popcorn and drinks available. Prizes will be awarded.


Trick-or-Treating at Westfield Countryside

October 31

Thursday, 5 p.m. – 7 p.m.

27001 US Highway 19 North, Clearwater 33761

(727) 796-1079

The annual family-friendly Trick-or-Treat tradition at Westfield Countryside. Children 12 years and younger (accompanied by parent/guardian) are invited to hunt for treats at participating retailers. Please bring your own trick-or-treating bags and also no masks or weapons of any sort please for your safety and the safety of others. Candy is limited, while supplies last.


Halloween Night at Shephard’s Beach Resort

October 31

Thursday, 9 p.m. – 2:30 a.m.

619 S Gulfview Blvd, Clearwater Beach

Don’t get Spooked. Party at Shephard’s Beach Resorts annual Halloween Night Party. This year D3V will be headlining the Wave Nightclub and The Logan Grant Band will be headlining the TIki Beach Stage along with Dj Ray. Tickets are free for 21 and up until October 30th so grab one early. $500 in cash and prizes. $250 for Best Costume. Rain or shine event. Tickets are non refundable. Tickets for purchase here.

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Kelly Kelly
the authorKelly Kelly

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