Spring has sprung – and what better way to celebrate the brighter weather than a day out at some of our wonderful local fairs?
Balmoral By The Glass
If Balmoral Beach wasn’t stunning enough, Balmoral By The Glass is serving delicious wines from the Mudgee region with spirits and foods from distilleries and artists from all across Sydney on Sunday 23rd August. Enjoy wine tasting from 20 unique wineries, food stalls from 15 gourmet vendors, and live entertainment and family activities all day long.
When: Sunday 23rd August 2026, 10am – 5pm
Where: Balmoral Beach Rotunda
Website: https://www.balmoralbytheglass.com.au/
Chatswood StreetFair
The StreetFair returns once more for 2026, with Chatswood’s main streets shut off for the Emerge Festival’s showcase event. In place of traffic, there will be plenty of stalls, kids rides, a colourful community parade, and much, much more!
When: Saturday 5th September 2026, 10am – 6pm
Where: Victoria Avenue Chatswood and surrounds
Website: https://www.emergefestival.com.au/Chatswood-StreetFair
Redlands Spring Fair 2026
Join the Redlands community for a day-long celebration, with rides, live music, food and market stalls, games and plenty of fun for everyone to enjoy. All are welcome from the Redlands School community and beyond, with proceeds supporting the school community.
When: Saturday 12th September 2026, 9am – 3pm
Where: Redlands Senior Campus, 272 Military Road Cremorne
Website: https://www.redlands.nsw.edu.au/news/2026-redlands-spring-fair/
Willoughby and Northbridge Uniting Church Spring Fair 2026
Join the Willoughby and Northbridge Uniting Church spring fair for a joyful day bursting with colour, community and celebration.
Bring the whole family and dive into a vibrant mix of market stalls, handmade treasures, lush garden finds and irresistible goodies from their famous cake stall.
Enjoy the sounds of spring with live performances from local choirs, bands and dance groups filling the air with energy and talent.
Whether you’re hunting for a unique gift, catching up with neighbours or just soaking up the good vibes, there’s something for everyone. Best of all, every dollar raised supports local and global causes that make a real difference.
Where: Willoughby Uniting Church, 10 Clanwilliam Street, Willoughby
Website: https://www.emergefestival.com.au/Events/Willoughby-and-Northbridge-Uniting-Church-Spring-Fair
Lindfield Art Show & Fair 2026
‘Join the Holy Family Catholic Primary School community for the Lindfield Art Show & Fair.
Explore a diverse array of contemporary, collectible art, showcasing pieces by acclaimed and emerging artists hailing from Sydney and its surrounds. Let these stunning artworks enrich your living, holiday and work spaces.’
When: Friday 18th – Sunday 20th September 2026. Opening night from 7pm – 10pm Friday, fair open 10am – 4pm Saturday and 10am – 2pm Sunday
Where: Holy Family Catholic Primary School, 4 Highfield Rd, Lindfield
Website: https://www.lindfieldartshowandfair.com/
Artarmon Public School Multicultural Fair
This year, Artarmon Public School is putting on a Multicultural Fair to celebrate the many cultures that come together in our local community. This is set to be a day of cultural performances, traditional food stalls, arts and crafts, music, and interactive activities where all are welcome to share their cultural background and learn about those of others.
When: Saturday 19th September 2026, 10am – 3pm
Where: Artarmon Public School, 1 Abbott Road, Artarmon
Website: https://www.emergefestival.com.au/Events/Artarmon-Public-School-Multicultural-Fair
Willoughby Public School SpringFest 2026
WPS is thrilled to invite you to SpringFest 2026, the biggest event on the Willoughby Public School calendar – and entry is FREE for all families! 
What’s on this year:
• Rides (Tickets available for booking)
• Giant Slide
• Petting Zoo
• Face Painting
• Photo Booth
• Sausage Sizzle & Market Stalls
When: Saturday 19th September 2026, 12pm – 4pm
Where: Willoughby Public School, Oakville Road, Willoughby
Website and booking: https://www.trybooking.com/events/landing/1566777
Pymble Ladies College Garden Party 2026
via pymblelc.nsw.edu.au
Pymble Ladies College can’t wait to welcome you to their campus on Saturday 20 September from 10.00am to 3.00pm for their biggest event of the year.
Regular attendees and new visitors won’t be disappointed by this year’s lineup, including rides, food and market stalls, activities and demonstrations, plus live music and competitions to enjoy!
From the PLC community and beyond, all are welcome to come along for a day of fun, music, and community spirit – all to celebrate a good cause.
Stay tuned for more information…
When: Saturday 19th September 2026, 10am to 3pm
Where: Pymble Ladies’ College, Avon Road, Pymble
Website: pymblelc.nsw.edu.au
Event Website: https://www.pymblelc.nsw.edu.au/event/garden-party-2026/
Willoughby Fauna Fair
Get to know our natural neighbours with this lively community event celebrating our native biodiversity. Organised by Hills Wildlife Sanctuary and underscored by live nature-inspired music from Amelie Ecology and her band, this fair will teach locals all about the unique habitats living right under our noses. There will be hands-on workshops, activities, and displays from local organisations, plus the Nature Makers Market – a curated collection of art and handmade products inspired by nature.
Visitors can buy native plants and learn how to raise them, while kids enjoy stencil printing and nature journaling and craft. All the while, you an get in touch with and learn about local conservation efforts, community gardens and other ways to promote a healthier, greener North Shore.
When: Sunday 20th September 10am – 3pm
Where: Willoughby Park, 15 Warrane Road, Willoughby
Website: https://www.emergefestival.com.au/Events/Willoughby-Fauna-Fair
St Ives Food & Wine Festival
The annual St Ives Food and Wine Festival returns to the Village Green 10am-4pm Sunday 20th September 2026 with another sensational lineup of activities for all the family. Adults will appreciate meeting the wine, spirit, beer and mead merchants – and sampling their amazing drinks. The multi-cultural food trucks will let you think you’re overseas for the day with their delicious culinary delights.
Come ready to shop at the diverse lifestyle stalls where you’ll find something special to take home to brighten your house, or do some early Christmas gift shopping! Children will be thrilled with the rides from Planet Entertainment, and the all-time favourite petting zoo and pony rides.
There’s so much more for little people with Face Painting, Plaster Fun House and of a range of free activities run by NSW State Emergency Services, the Ku-ring-gai RFS, and much more! Enjoy all day entertainment starting with Knox Pipe Band and music to entertain the young and the young at heart throughout the day!
Reminder to visitors that all funds raised from this community event go to support local charities and your $2 donation on entry is greatly appreciated. The Rotary Club of St Ives celebrates our rich cultural diversity with fun, food and entertainment to reflect our amazing community.
When: Sunday 20th September 2026, 10am – 4pm
Where: St Ives Village Green, Memorial Avenue, St Ives, Sydney
Website: https://www.stivesfoodandwine.com
Event Page: https://www.facebook.com/share/17Ypp5vdZd/
Hunters Hill Moocooboola Festival 2026
Hunters Hill’s premier community event returns for 2026, bringing a projected 15,000 visitors to Boronia Park Ovals for a day of outdoor entertainment. Enjoy rides, roving performers, displays, market stalls and their crowd-favourite dog show at this exciting family day out.
When: Sunday 27th September 2026, 10am – 4pm
Where: Ovals 1 & 2 of Boronia Park Ovals
Website: https://www.huntershill.nsw.gov.au/Community/Events/Moocooboola-Festival
Lane Cove Festival 2026
Lane Cove Festival is back this September- and this Spring, it’s bigger, bolder and bursting with Fringe energy! Thanks to a new partnership with Sydney Fringe Festival, Lane Cove will come alive with an exciting mix of performances and creative events.
Expect everything from local legends to Fringe favourites to international artists, as they showcase our cultural venues and celebrate the creative spirit of our community.
Now in its 34th year, Lane Cove Festival remains a vibrant celebration of art, music, food and connection – now with a fresh, unexpected edge. Be sure to check out all the events!
Plus, join them for the launch of Lane Cove Festival @ Sydney Fringe, as they kick off a month of arts, culture, and community celebration with a vibrant evening of live entertainment at The Canopy. Presented by Sydney Fringe and Lane Cove Council, this free, family-friendly event marks the start of the Lane Cove Festival and brings a taste of the wider Sydney Fringe Festival to the North Shore.
When: 1st – 30th September 2026. Festival Launch from 5:00 – 8:00pm on Friday 4th September.
Where: Lane Cove Canopy, 2 Rosenthal Avenue Lane Cove. Other events may vary.
Website and bookings: https://www.lanecove.nsw.gov.au/Community/Events-and-Festivals/Lane-Cove-Festival-2026
Crows Nest Fest 2026
Crows Nest Mainstreet is thrilled to announce Crows Nest Fest 2026 is happening on Sunday, 18 October, from 10am-5pm!
One of the biggest events in the Crows Nest Calendar, last year’s event welcomed over 50,000 attendees and featured over 200 stalls to visit, plus live entertainment and family-friendly fun all round!
Stay tuned for more details…
When: Sunday, 18th October 2026, 10am – 5pm
Where: Willoughby Road (and surrounds), Clarke Street, and Hume Street, Crows Nest
Website: https://crows-nest.com.au/
2026 Festival of Mosman: Encore
This year’s Festival of Mosman is set to run from the 22nd to the 27th October, with 6 days of live performance, local vendors, and festive community celebration to enjoy.
Opening with their SpringFeast Night Market on Thursday 22nd October, the Crescent, Mosman Square and Village Green will be packed with delicious food and artisan stalls, as well as live entertainment.
The party then continues over at Middle Head Road, with a two-day street party on the 23rd and 24th of October, followed by the return of Songs & Stories to Headland Park. Here, visitors can celebrate and experience First Nations culture through activities, performance art and live music.
Mega Mosman After Dark will then transform Mosman Art Gallery into a creative and music-filled artistic experience for young adults on Monday 26th October. The festival will then wrap up on Tuesday 27th October with the popular Children’s Fair on Mosman Village Green, complete with rides, creative play, and plenty of entertainment for the whole family.
For more information, check out their Events Page.
When: 22nd – 27th October 2026, various times and events
Where: Events may vary.
Website: https://mosman.nsw.gov.au/recreation/art-and-culture/encore
Glenaeon Family Fair 2026
via glenaeonfair.com.au
The Glenaeon Family Fair is a standout annual event on Sydney’s lower north shore, enjoyed by families and friends of the school, local residents, and visitors from far and wide.
Hosted by the school’s parent community, the Family Fair is their biggest annual fundraising event. It’s a magical weekend of good food, fabulous art and craft, wholesome family fun, and lively entertainment.
It is also a great opportunity to find out more about Steiner education, view students’ work, and talk to teachers about the difference a Glenaeon education makes.
When: Saturday 14th November 2026, 10am – 4pm
Where: 121 Edinburgh Road, Castlecrag
Website: http://glenaeonfair.com/
The St Thomas Art & Craft Show
The St Thomas Art & Craft Show is back in Willoughby for a wonderful weekend of community, creativity and family fun, with free entry and plenty to see and do for all ages.
Kids can enjoy rides and games, an animal farm, face painting, crazy hair and hands-on craft activities, while the whole family can enjoy live music and entertainment, a curated art gallery, local stalls and pre-loved books.
There will also be plenty of delicious food and treats, including BBQ and spit, home-baked goods, sugar treats, Messina gelato and coffee, plus showbags, raffles, The Big Spin and official St Thomas merchandise. Everyone is welcome!
When: Saturday 24 October 2026, Sunday 25 October 2026 – Sat 9:00am – 4:30pm, Sun 10:30am – 3:30pm
Where: St Thomas Catholic Primary School
Website: stthomasartandcraftshow.com.au
Have we missed any great Springtime events? Get in touch via info@thelivingcollective.com.au if you have an event to add to the Guide.
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