A new rooftop pool club, a fire-fuelled yum cha party, and a seriously adorable sporting event – here’s what Broadsheet Melbourne editor Ellen Fraser will be checking out this month.

Reunion Island Pool Club is opening in just a few weeks, and I’ll be parked by one of its plunge pools when it does. The rooftop pool bar in the middle of the CBD comes from none other than Jerome Borazio, the man who brought us St Jerome’s, Laneway Festival and Back Alley Sally’s. Reunion takes over the former site of St Jerome’s The Hotel, and will be an inner-city oasis with views of the city skyline. Beyond plunge pools, there’ll be summer cocktails, meditation and Pilates sessions, and an old-school kiosk selling Bubble O’ Bills (and budgie smugglers for the underprepared). Stay tuned for an announcement on the dining offering later this week.

Heroes, the four-level karaoke and barbeque party house from the team behind Fancy Hank’s, is throwing the first in a series of rooftop yum cha sessions, where head chef Alicia Cheong will collaborate with a different chef every month. Fire, char and smoke are on the menu, with Fancy Hank’s head chef Daniel Inzunza up first. He’s making beef short rib glazed with cola and beetroot, barbequed sweet corn topped with provolone cheese and black garlic, steamed chive dumplings, congee, and spring onion pancakes. Yum (cha).

Festival season ramps up with the return of daytime park party Lost Picnic, with Tash Sultana, Meg Mac and Marlon Williams headlining. The food line-up is just as impressive – Jerry Mai’s Annam and Pho Nom are both on board, as is French Saloon and its sibling Kirk’s Wine Bar. Or you can BYO picnic. You can BYO children too – entry is free for kids three and under. According to the website you can take your shoes off, and I’ll be holding them to that. Meanwhile, The Coming Back Out Ball is free for anyone over 65. It’s part gala dinner, part wild dance party and hopes to address social isolation issues faced by senior members of the LGBTQI community (all ages are welcome though, and encouraged to head along). Last year, a brilliant doco on the gala screened at the Melbourne International Film Festival, so I’m super keen to see it in the flesh.

And if you're after a jazzed-up party, catch celebrated New York City trumpeter Maurice Brown at the NGV. He has provided brass for huge artists including the Roots, Florence and the Machine and John Legend.

Earlier this year, researchers at the European Society of Cardiology linked eating cheese to a longer life, which means it’s definitely okay to spend an entire day at Prahran Market’s annual cheese fest, loading up on some of the best local and international curd the organisers could get their hands on. Maker & Monger will host demos on how to cook with cheese, as will acclaimed cheesemaker – and owner of a brilliant surname – Will Studd. Milk the Cow and 48h Pizza will be there too. I’m holding out for Maker & Monger’s gruyere, crème fraîche, Berkshire ham and dijon toastie.

On October 6, I’ll be at Pinot Palooza, the festival that celebrates all that is weird and wonderful about this variety of red. Imagine some of the best pinot noir produced in Victoria, Tasmania and New Zealand, all in one room, with the perfect snacks to match. Even sans wine, the food offering is almost enough of a reason to go: Burn City Smokers, Mile End Bagels, Meatsmith, Maker & Monger, SPQR, Yarra Valley Caviar and Hot Chicken Project.

On the subject of weird and wonderful, ACMI’s Wonderland exhibition wraps up this month, so this is your last chance to immerse yourself in the wild and trippy world that is Lewis Carroll’s imagination and more than a century’s worth of adaptations of his iconic Alice in Wonderland. Broadsheet arts editor Will Cox wrote that the exhibition is a “love letter to cinema, but also to the versatility and timelessness of the character and her world”. A very important date.

I have an equally important date with multiple teeny dogs for the third annual Daschund Dash. If you love those tiny little legs as much as I do, you need this in your life. There’s a costume parade, too, in case you needed another reason to go. You don’t.

You can get your rummage on and pick up rare gems at the fourth annual PBS 106.7FM record fair. There’ll be more than 40 stalls with crates packed full of everything from David Bowie to hip-hop and afrobeat from dealers, collectors and record labels. PBS DJs will be selling records from their own personal collections too. Tip: get in early for the good stuff.

Finally, if you’re like me and you’ve watched season two of The Handmaid’s Tale and are impatiently awaiting season three, jump in the car on October 13 and head to the Yarra Valley to check out the operatic version. Praise be.