Fruitville Grove

Every weekend in October, 7410 Fruitville Road, Sarasota, (941) 377-0896

The 2021 Pumpkin Fest at Fruitville Grove is scheduled for every Saturday-Sunday of October. Festival hours are 10 a.m.-5 p.m. Admission includes access to the playground and petting zoo, live music, the Torres Family Circus show, photo opportunities and costume contests. Enjoy hay and pony rides, a bounce house and vendor booths, too. The farm market will be open, too. Admission is free; parking is $5.

Hunsader Farms

Saturday-Sunday, Oct. 16-17, 23-24 and 30-31, 5500 County Road 675, Bradenton, (941) 322-2168

The 30th annual pumpkin festival at Hunsader Farms will take place Saturday-Sunday, October 16-17, 23-24 and 30-31, from 9 a.m.-5 p.m. Enjoy crafts, live music and shows, pumpkin patches, games for the kids and more. Admission is $12 and parking is $5; children 10 and under are free.

Discover Sarasota Ghost Tours

Oct. 23-29, discoversarasotatours.com

Steel your nerves with a glass of wine before boarding Discover Sarasota Tours’ haunted trolly ride “Mummies, Murder & Mayhem.” On the journey, which winds through darkened streets, guests hear eerie tales of possessed buildings, restless souls and true crime. From the spirited host, learn about sordid subjects such as the Sarasota Assassination Society and the fate of postmaster Charles Abbe. Riders will encounter special theatrical appearances by phantom hitchhikers the tour picks up along the way. Prizes are awarded for the best costume on each tour. Haunted Sarasota tours run most Fridays throughout the year, but additional tours have been added for Halloween on the evenings of Oct. 23 through Oct. 31, 7 p.m. and 8 p.m. Tickets are $44.99 online at discoversarasotatours.com (and include free wine and beer at the Trolley Cottage Tiki Bar).

Trunk-or-Treat at Westside Christian Church

Friday, Oct. 29, 3604 15th Ave. W., Bradenton, (941) 746-5969

Join this free trunk-or-treat event in Bradenton, where kids will be able to trick-or-treat in a contained space. Check out a balloon animal tent and other craft stations. Food will be served, too. Everyone is encouraged to dress up.

Boo! at The Bazaar

Saturday, Oct. 30, 821 Apricot Ave., Sarasota, (941) 445-1938

The Bazaar on Apricot & Lime will celebrate Halloween on Saturday, October 30 from 10 a.m. to 3 p.m. at its usual market spot. Kids can go trick-or-treating through the vendor sports. Costumes are encouraged. Get free Halloween air brush tattoos. Live music by Tyler Vaden and a special performance from Dingbat Theatre Project's new musical Spongebob. Admission is free.

Sarasota Dog-O-Ween Costume Contest

Saturday, Oct. 30, Lemon Avenue and Main Street, downtown Sarasota, (941) 225-9256

Sarasota's annual Dog-O-Ween costume contest at the farmer's market is back. Dress your pooch in a costume and win a prize like a complimentary exam from Animal Medical Clinic at Rosemary, a gift basket from New Barker magazine and more. Contest will be held in Paul Thorpe Park at 10 a.m., 135 S. Pineapple Ave. Registration is $5; proceeds go to Donte's Den Foundation.

Frightfully Fun Trick-or-Treat Parade

Saturday, Oct. 30, 140 University Town Center Dr., Sarasota, (941) 552-7000

Dress up and join this Halloween parade at the mall's east entrance, between Kona Grill and Urban Outfitters. The parade begins at 5 p.m. and will feature costumed characters, giveaways for kids and free goodie bags for the first 500 kids to check in at the UTC tent.

Halloween Trolley Pub Crawl with Linkster's Tap Room

Saturday, Oct. 30, 8201 Cooper Creek Blvd., Bradenton, (941) 359-1282

Join the crew at Linkster's Tap Room in Bradenton for a trolley ride to five different pubs in Bradenton. Dress up and enjoy drinks and music on the trolley between stops. The fun begins at 7 p.m. General admission tickets are $35 per person. Purchase tickets here.

The Boo Run! At Nathan Benderson Park

 Saturday, Oct. 30, 5851 Nathan Benderson Circle, Sarasota, (941) 358-7275

Join fitness community Camp Gladiator on Saturday, Oct. 30, at 7:30 a.m. for its annual Boo Run. The 5K race begins at 8 a.m., but arrive at 7:30 a.m. for check-in and a group photo in costumes. Registration is $35 and ends on Friday, Oct. 15. After the race, join the crew at Sarasota Food + Beer for some post-race refreshments. Register here. 

Ghosted-A Halloween Masquerade Experience

Saturday, Oct. 30, 1525 4th St., Sarasota, (941) 217-5082

SarasotaOUT is hosting a masquerade dance party at Oasis Restaurant & Bar on Saturday, Oct. 30, from 9 p.m. to 2 a.m. Join a costume contest with cash and drink prizes. VIP access to various levels of the bar available for purchase. Food and drink specials will also be available. Tickets are $10 for pre-order and $15 at the door. Purchase  here.

Gator Club's Annual Halloween Block Party

Saturday, October 30, 23 N. Lemon Ave., Sarasota, (941) 366-5969

The Gator Club's Halloween block party will start at 6 p.m. and go all night. Enjoy two live bands, one indoors and one outdoors, two costume contests and food trucks. Win cash and prizes at the contests and order specialty drinks at The Gator Club. Admission is free; bring cash for the food trucks.

Fright Night on St. Armands

Sunday, Oct. 31, 431 St. Armands Circle, Sarasota, (941) 388-1554

Celebrate the 13th anniversary of this family-friendly event from 6-8:30 p.m on Halloween. Storefronts will be decorated for Halloween and the circle's statues will be dressed in the spooky spirit. Kids can trick-or-treat at the retailers and restaurants will have special promotions.

Halloween Costume Party at Esplanade

Sunday, Oct. 31, 10730 Inglenook Terrace, Palmetto, [email protected]

This Palmetto community will have a costume party on its event lawn from 6-9 p.m. on Halloween night. Dress up and enjoy entertainment from a live DJ. If you are member, you can also enjoy a potluck dinner dish. Registration is open until Thursday, Oct. 28. Register here.

Selby Gardens Spooktacular

Sunday, October 31, 1534 Mound St., Sarasota, (941) 366-5731

Enjoy a family-friendly celebration at Selby Gardens on Halloween morning. From 10 a.m. to noon, kids will trick-or-treat, make crafts and enjoy other Halloween-themed activities. Don't forget to wear your costumes. Admission is free for Selby Gardens' members. General admission is $15 for adults, $10 for ages 5 to 17 and free for 4 and under.