From cycling and comedy to boating and begonia appreciation, there’s an event in regional Victoria that’s sure to have you circling dates on your calendar.

1. Festival of Sails

When: 24–26 January
Where: Melbourne and Geelong

This five-day regatta of sailing and onshore entertainment at Geelong’s waterfront includes Australia’s oldest sporting event, the Melbourne to Geelong passage race which, in 2026, will be held for its 183rd year. But you don’t have to be a yachtie, sailor or boat-enthusiast to enjoy the nautical excitement; there’s also a three-day line-up of entertainment, food and live music, including the anchoring of tall ships – ever a firm family favourite.

2. Cadel Evans Great Ocean Road Race

When: 31 January – 1 February
Where: The Bellarine Peninsula

Meandering (at pace) along the Bellarine Peninsula and the Surf Coast is this annual cycling event that welcomes everyone from families to serious athletes. Since its beginnings in 2015, the race has become a huge hit with spectators flocking along to cheer on Lycra-clad competitors. Starting and finishing in Geelong’s Velo Village, this is the hub of the non-race activity with food and drink, roaming performers, lawn games and face painting.

3. Riverboats Music Festival

When: 13–15 February
Where: Echuca–Moama

Get along to bop and sway under the canopy of red gums at this annual music festival. Hosted by the twin towns of Echuca–Moama, the stage is set for Murray River-adjacent revelling as historic paddlesteamers peacefully chug alongside the event. As well as music, there’s dancing, food trucks and plenty of atmosphere to absorb.

4. Neerim ArtsFest

When: 28 February – 15 March
Where: Gippsland

This biennial Gippsland festival celebrates sculptural artists with an esteemed award in two categories, large outdoor and small indoor. The public is invited to enjoy the works over the exhibition period as they’re placed throughout Neerim South and surrounding venues. For 2026, the theme ‘The Spirit Soars’ leads artists to create stunning pieces that explore the expression of freedom in a thrilling visual capacity.

5. ChillOut Festival

When: 5–9 March
Where: Daylesford

Pride in the country has been cheered on every March in Daylesford since 1997 with the riotous annual LGBTQIA+ ChillOut Festival. This colourful regional spectacle is an inclusive celebration of diversity that plays out across a vibrant parade, burlesque performances, a bush dance and a carnival. Get bedazzled, find a wig and stick on the false eyelashes for this fun party.

6. Port Fairy Folk Festival

When: 6–9 March
Where: Port Fairy

In 2026, this beloved festival will be one year shy of its 50th anniversary. From folk fans to festival-lovers, this long-running event brings plenty of good vibes to guarantee an incredible experience. While music is at the heart of the festival, there’s also a range of workshops, exhibitions and family entertainment across dance, film and folk art. For its 49th year, the line-up so far includes Blair Dunlop, Elephant Sessions, and the musical duo Felicity Urquhart and Josh Cunningham.

7. The Ballarat Begonia Festival

When: 7–9 March
Where: Ballarat

In bloom since 1953, this horticultural event places a collection of rare begonias at the centre of festivities, honouring the flower’s presence in Ballarat since the 1800s. During its history, the event has been visited by Queen Elizabeth II and, in 2015, it featured the launch of the largest outdoor Lego flower. Apart from a display of around 500 species of the flower of the moment, there’s also a begonia parade, entertainment, live music, food and presentations.

8. The Bendigo Easter Festival

When: 3–6 April
Where: Bendigo

Held in the city’s Rosalind Park, the annual Easter Festival has been a highlight of Bendigo’s calendar of events since 1871. A carnival of colourful activity, the festival welcomes everyone and rolls out the good times with everything from a Good Friday Easter egg hunt to live music and performances, a Rotary market and Gala Parade. Don’t miss the world’s longest imperial dragon rhythmically roaming the historic streets as part of the Easter Sunday festivities.

9. Grape Escape

When: 1–3 May
Where: The Grampians

Backdropped by gorgeous Grampians/Gariwerd National Park, this much-loved bacchanalian-inspired festival of food, wine and music is a high-priority for gourmands. Held at Halls Gap Reserve, a Tasting Ticket includes a tumbler that unlocks free wine, beer and cider tastings and, if you are partaking, there’s a shuttle bus to get you back to your digs afterwards. Be sure to book your accommodation early for this one – its popularity is undisputed.

10. Comedy in the Vines

When: 24–26 October
Where: Yarra Valley

The premise of Yarra Valley’s Comedy in the Vines, held at Cherryhill Orchards, is that wine and laughs pair well. Few arguments can be made, so get along this month (or next year), to have a giggle and a gamay. This year, taking the stage is the likes of Merrick Watts, Tommy Little, Ray O’Leary and Takashi Wakasugi. There are also masterclasses, a riesling and oyster shot bar, and plenty of food and music between gigs.