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OSC Weekend Shortlist

A curated shortlist of family-friendly things worth checking out around Tampa Bay this weekend.

Updated weekly.

October 16–18, 2026

This week's shortlist

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FREE FIND | HALLOWEEN FUN

Northdale Trunk or Treat

📍Northdale Park & Recreation Center, Tampa

📅 Friday, October 16 | 6:30–8:30 PM

💵 Admission: FREE

A neighborhood trunk-or-treat celebration included in Hillsborough County's October parks schedule.

Why OSC Loves It: A Friday evening activity that families can enjoy without committing their entire weekend.

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FAMILY MOVIE NIGHT | OUTDOORS

Halloween Movie in the Park

📍 Kenly Park & Recreation Center, Tampa

📅 Friday, October 16 | 6:30–9 PM

💵 Admission: FREE

Bring lawn chairs and enjoy a Halloween-themed movie outdoors. The county has confirmed the date and time, but not the film title.

Why OSC Loves It: A relaxed family night that brings neighbors together for an outdoor experience.

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SCIENCE & DISCOVERY | HALLOWEEN FUN

MOSI Spooktacular Science

📍 
Tampa — MOSI, 4801 E. Fowler Avenue
📅 Saturday, October 17 | 6–9 PM
💵Admission: $20 children (17 and under) | $30 adults | MOSI members save $5

Explore Halloween-inspired science with liquid nitrogen ice cream, spooky planetarium shows, candy stations, drone adventures, and hands-on experiments. Kids can create monster muck in the Potions Lab and enjoy a magician, balloon artists, and face painting.

Why OSC Loves It: Science meets Halloween in an experience that encourages curiosity, creativity, and hands-on discovery. It's educational fun that doesn't feel like school.

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FREE FIND | COMMUNITY FALL FUN

FishHawk Fall Festival at Grace at Lithia

📍 Lithia — 5708 Lithia Pinecrest Road
📅 Sunday, October 18 | 12–3 PM
💵 Admission: FREE 

Celebrate fall with hayrides, inflatable bounce houses and slides, face painting, games, costumes, and a pumpkin patch. This community festival welcomes families of all ages for an afternoon of seasonal activities.

Why OSC Loves It: A neighborhood celebration that brings families together without the admission cost. It's exactly the kind of local experience that helps parents discover their community and build connections.

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FREE FIND | SOUTHSHORE FAVORITE

Calvary Lutheran Church Fall Festival

📍Ruskin — 1250 E. College Avenue
📅Saturday, October 17 | 4–6 PM
💵 Admission: FREE

Enjoy an afternoon of trunk-or-treating, pony rides, a petting zoo, carnival games, inflatables, crafts, temporary tattoos, ice cream, and more. Costumes are welcome at this community-wide celebration.

Why OSC Loves It: A wonderful Southshore find with activities for younger and older children. Families can enjoy traditional fall festivities while connecting with neighbors.

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FREE FIND | WATERFRONT FALL FUN

St. Pete Fall Festival

📍 St. Petersburg — St. Pete Pier, Spa Beach
📅 October 17–18 | Saturday & Sunday, 11 AM–7 PM
💵 Admission: FREE | Additional charges for bounce zones, pumpkins, and mini golf

Celebrate fall along the waterfront with live music, a pumpkin patch, magicians, kids' entertainment, local vendors, and a family dance party. Enjoy fall-themed mini golf and festive photo opportunities overlooking Tampa Bay.

Why OSC Loves It: A full family outing with entertainment for different ages, beautiful waterfront views, and plenty of opportunities to play, explore, and enjoy time together.

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WORTH THE DRIVE | FALL FUN

Hunsader Farms Pumpkin Festival

📍 Bradenton — 5500 C.R. 675
📅 October 17–18 | Saturday & Sunday, 9 AM–5 PM
💵 Admission: $15 ages 10+ | $5 ages 5–9 | FREE under 5 | $5 parking. Cash only.

Spend the day exploring a traditional pumpkin festival featuring hayrides, live entertainment, a petting zoo, barnyard playground, pumpkin activities, craft vendors, farm-fresh food, and seasonal treats. Some attractions, including the corn maze and train rides, cost extra.

Why OSC Loves It: An old-fashioned fall experience where families can unplug, enjoy the outdoors, and create seasonal memories. There's something for every age, from animal encounters to pumpkin picking.

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FREE FIND | SHOP LOCAL & EXPLORE

Sarasota Indie Market & Plant Swap

📍 Sarasota — 7256 S. Tamiami Trail
📅 Sunday, October 18 | 10 AM–2 PM
💵 Admission: FREE

Discover local makers, artists, handmade goods, vintage finds, and unique plants at this curated community market. Families can participate in a free plant swap, browse independent businesses, and enjoy a creative outing. Children can also paint a pot or color inside the shop.

Why OSC Loves It: A different kind of family outing that introduces children to local entrepreneurship, creativity, and plant life. We especially love the opportunity to support small businesses while discovering something new together.

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FREE FIND | EAST HILLSBOROUGH

Seffner Community Fall Festival

📍 Seffner — Fellowship Baptist Church, 401 US-92
📅 Saturday, October 17 | 9 AM–2 PM
💵 Admission: FREE | First three food/beverage tickets free; additional tickets $1 each

Enjoy a relaxed community festival featuring inflatables, face painting, games, local vendors, and food. Families can drop by throughout the morning and early afternoon to enjoy the festivities.

Why OSC Loves It: A budget-friendly neighborhood event that gives families a chance to connect while children play. It's an easy outing without the commitment of a full-day festival.

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FREE FIND | FALL FESTIVAL

Carrollwood Village Fall Fest

📍 Carrollwood — 4537 Lowell Road, Tampa
📅 Saturday, October 17 | 10 AM–5 PM
💵 Admission: FREE

Celebrate autumn with live music, food trucks, artisan vendors, pumpkin painting, bounce houses, games, and family-friendly entertainment. This outdoor neighborhood festival brings together residents and visitors for a day of seasonal fun.

Why OSC Loves It: A community-centered celebration combining children's activities with opportunities for parents to discover local vendors and enjoy the fall atmosphere.

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FAMILY DISCOVERY | TOYS & COLLECTIBLES

Florida Extravaganza Toy Show

📍 Tampa — Florida State Fairgrounds, 4800 N. US Highway 301
📅 October 17–18 | Saturday 9 AM–4 PM • Sunday 10 AM–4 PM
💵 Admission: Saturday $15 | Sunday $10 | Parking $10 online or $12 onsite

Explore more than 150 tables featuring vintage and modern toys, comic books, die-cast cars, action figures, retro video games, collectible characters, and artwork. From Hot Wheels and Barbie to Transformers and classic gaming systems, there's plenty for families to discover.

Why OSC Loves It: A fun opportunity for parents to share childhood favorites with their kids while discovering new interests together. It's a different kind of family experience that can spark conversations across generations.

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SHOP LOCAL | INDOOR MARKET

Big Bend Market at Ruskin Fresh Market

📍 Ruskin Fresh Market, 2619 14th Avenue SE

📅 Sunday, October 18 | 11 AM–3 PM

💵 Admission: FREE

A curated indoor artisan market featuring local makers and small businesses.

Why OSC Loves It: A chance to introduce families to the independent businesses and creative entrepreneurs growing in Southshore.