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The June school holidays are almost here, and if you’re wondering how to keep the kids entertained without breaking the bank (or your sanity), you’re in the right place. From family fun runs and free music concerts to dinosaur adventures and a Winnie the Pooh festival, Singapore is packed with family-friendly events this June.

Here’s your curated guide to the best school holiday activities in 2026.

Outdoor Fun & Active Adventures

Skechers Friendship Walk & Run Singapore 2026

Date: 7 June 2026 | Venue: Marina Barrage

Kick off the school holidays on a healthy note with this feel-good community event. Choose between a leisurely 5KM Fun Walk or a timed 10KM Competitive Run, both set against the stunning Marina Bay skyline. Every participant receives an event tee, a drawstring tote bag, a Skechers voucher, and a finisher medal. Families can enjoy special discounted rates with the Buddy of 2 or Family of 3 packages. Plus, you stand a chance to win a one-year supply of Skechers footwear in the lucky draw. After the race, stick around for booth games, a mass Zumba session, and live performances. It’s a full morning of fun. Race pack collection happens on 30 to 31 May at Velocity @ Novena Square.

Great Green Run 2026

Date: 14 June 2026 | Venue: Marina Barrage

Another reason to head to Marina Barrage this June. Combine family bonding with a lesson in sustainability at the Great Green Run. Choose from three race categories: a 10km run, a 5km run, or the 800m Parent-Child Dash ($66 per pair). Kids will love The Hive, an interactive space teaching biodiversity awareness through a bee mascot. Finishers even receive plantable medals to continue their green journey at home. Don’t miss the Green Bazaar happening over two days (13 to 14 June) with over 60 eco-friendly stalls.

Children’s Festival Featuring Disney’s Winnie the Pooh

Date: 30 May to 21 June 2026 | Venue: Supertree Grove, Gardens by the Bay

Step into the Hundred Acre Wood at this nostalgic outdoor festival. Kids can take on playful challenges inspired by Winnie the Pooh, Tigger, Piglet, and friends, all set against the stunning backdrop of Supertree Grove. It’s a celebration of friendship and togetherness that will delight both little ones and parents.

Indoor Adventures & Rainy-Day Plans

Cloud Forest Featuring Jurassic World: The Experience

Venue: Cloud Forest, Gardens by the Bay | Ongoing

Dinosaurs have taken over the misty Cloud Forest. Life-sized animatronic dinosaurs lurk among the lush foliage in this immersive adventure inspired by the blockbuster franchise. It’s an exhilarating experience for dino-obsessed kids, rain or shine.

Disney Garden of Wonder at Floral Fantasy

Date: From 8 June 2026 | Venue: Floral Fantasy, Gardens by the Bay

Disney magic returns with brand-new horticultural displays featuring characters from Toy Story 5 and Frozen, making their floral debut in Singapore. Wander through scenes from beloved Disney and Pixar stories, all crafted from flowers and plants.

Arts, Theatre & Live Performances

Flipside 2026: Der Lauf (The Way Things Go)

Date: 6 to 7 June 2026 | Venue: Esplanade, Theatres on the Bay
Tickets: From $33 | Ages: 6 and above

What happens when a blindfolded juggler and his doppelgänger compete in a series of absurd challenges involving spinning plates, wine glasses, and boxing gloves? Chaos, laughter, and edge-of-your-seat fun. This interactive cabaret invites the audience to shout directions and throw balls. “Daft, delirious, and thrilling,” says The Guardian. A perfect pick for families with older kids.

Young Musicians Festival: Piano Keys & Voices of Tomorrow

Date: 11 June 2026, 7 pm | Venue: National Library, Level 1 Lobby
Admission: Free

Support young local talent at this free concert presented by Intune Music. Featuring expressive piano performances and heartfelt vocal pieces, this evening celebrates the next generation of musicians. It’s an inspiring outing for families with budding musicians.

Festivals, Markets & Food

Gastrobeats 2026

Date: 5 to 28 June 2026, 4 pm to 11 pm daily | Venue: Bayfront Event Space

The People’s Festival turns five this year, and it’s louder, hungrier, and bigger than ever. Expect a massive lineup of local food vendors, including The Meatmen Channel’s iconic Siobak, live music performances, and even pickleball. Yes, pets are welcome, too. Bring the whole family, including your furry members, and stay all evening.

Twilight Flea & Feast 2026

Date: 5 to 7 June 2026 | Venue: Suntec Convention Centre

A festival that blends food, retail, and shared experiences. Twilight has become one of Singapore’s most anticipated lifestyle events, transforming Suntec into a vibrant hub of discovery. Browse unique finds, sample diverse cuisines, and soak in the lively community atmosphere.

Not So Little Fair 2026

Date: 6 to 7 June 2026 | Venue: Suntec Convention Centre

Designed specifically for families with children aged 0 to 12, this experiential fair is packed with hands-on activities, educational play, and shopping tailored to young families.

For the Curious Minds & Hobbyists

DOKI! DOKI! ANIME MARKET SINGAPORE 2026

Date: 6 to 7 June 2026 | Venue: Suntec Convention Centre

Anime-loving families, this one’s for you. Built by a team of passionate otakus, this artist alley-focused convention is packed with fan art, merchandise, cosplay, and a welcoming community vibe.

Asia Cat Expo 2026

Date: 27 to 28 June 2026 | Venue: Suntec Convention Centre

The ultimate destination for cat lovers. Browse cat-themed products, watch cat competitions, and join workshops on responsible pet ownership. A purr-fect day out for families who adore felines.

Murder Mystery: Detectives Wanted

Date: 3 June 2026, 3pm to 5pm | Venue: Dakota Breeze RN
Admission: Free

Bring the family and become detectives for a day. Solve a cold murder case from 1950s Singapore in this interactive, all-ages activity by GrowthCollectiveSG. Sign up as a group and piece together decades of evidence. It’s a unique, screen-free bonding experience.

Plan Your June School Holidays

With so many family-friendly events across Singapore, June 2026 is shaping up to be a memorable school holiday. Whether your family loves outdoor adventures, cosy indoor exhibitions, live performances, or bustling festivals, there’s something here for everyone. Marina Barrage alone hosts two fantastic runs in early June, so lace up and make a day of it.

Book early where required, and enjoy the break.