# Festivals in Windsor, NS 2026 | Culture & Street Fairs

- **Subtitle**: Your guide to festivals in Windsor, New South Wales 2026 — cultural celebrations, street fairs and food festivals. Find dates, locations and what to expect.
- **Category**: Festivals
- **Type**: category

## Audience

- **Followers**: 2.5M+
- **Recent Followers**: 
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## About

The best things to do in the world include attending top-notch festivals in Windsor. Be it a rocking music festival or scrumptious food festival in Windsor, you will have a gala time of your life with a few of your close friends or your family. With the best of fun, entertainment, and food, the experience in festivals lets the enthusiasts immerse in the local culture and vibe. Ranging from the biggest outdoor beach parties to crazy music festivals, the festivals fall under various categories to suit everybody’s tastes. If you are looking for the best events and festivals in Windsor listed on one platform - we have you covered.

Immerse yourself in the mega dance festivals, electrifying music festivals, theatre & film festivals, quirky local festivals and more with us!

## Festivals Events in Windsor

- **Event Name**: Monster Jump Hawkesbury (Sydney) - Massive Inflatable Obstacle Course
  - **Description**: Get ready, Hawkesbury! Monster Jump is coming to the area for the first time ever, bringing a massive inflatable adventure to local families these September school holidays.

From 26th September to 11th October 2026, families will have the chance to exper
  - **Interested Audience**:
    - Count: 100
  - **Date**: Sat Sep 26 2026 at 10:00 am – Sat Sep 26 2026 at 04:00 pm (+10:00)
  - **Event URL**: https://allevents.in/windsor/monster-jump-hawkesbury-sydney-massive-inflatable-obstacle-course/200030595263625
  - **Venue**: Hawkesbury Showground
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy80YmU3MDk5YmNmODcxZjJhYzY3NmY1NzZmNTA0NWJjZjU4MWM0OTM3NWMwZmFmNWE0MjAzMTQ1ZjBiMjA1ODhkLXJpbWctdzEyMDAtaDQ4Ni1kY2U4MDg4OC1nbWlyP3Y9MTc4ODYxNjk1Mw.avif
  - **Categories**: workshops, sports, trips-adventures, holiday, kids, contests
- **Event Name**: UHPBC 2026 Windsor Spectacular
  - **Description**: Save the date - Dates pending APBA approval.

UHPBC 2026 Windsor Spectacular will be bigger and better than before. 
UHPBC is hosting a round of the 2026 Battery World National Drivers Championship, as well as a number of prestigious races including: 
Bar
  - **Interested Audience**:
    - Count: 468
  - **Date**: Fri Sep 18 2026 at 08:00 am – Sun Sep 20 2026 at 05:00 pm (+10:00)
  - **Event URL**: https://allevents.in/windsor/uhpbc-2026-windsor-spectacular/200030282247249
  - **Venue**: Governor Phillip Park, 1 George St, Windsor, NSW, Australia
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy83YzgyOTNjOTBhN2Q3YTZmNzZmMmI4NGMxNGFlNWU4ODQzYmMwMjQ0NGQ0ZDhmMGY2N2ViNmMyN2FhYzdkNTVkLXJpbWctdzEyMDAtaDY3NS1kYzA4MDgxOC1nbWlyP3Y9MTc4NzE0Njg4Nw.avif
  - **Categories**: sports, contests
- **Event Name**: Clarendon classic antique machinery rally
  - **Description**: 🔥🚛💨THE CLASSIC IS BACK FOR ANOTHER YEAR! 💨🚛🔥

The Clarendon Classic Machinery, Model & Unique Vehicle Show on 19th–20th September 2026 at the Hawkesbury Showground, Clarendon NSW!

We will be there with our display of RC trucks, heavy haulage setups,
  - **Date**: Sat Sep 19 2026 at 09:00 am – Sun Sep 20 2026 at 04:00 pm (+10:00)
  - **Event URL**: https://allevents.in/windsor/clarendon-classic-antique-machinery-rally/200030668877726
  - **Venue**: Hawkesbury Showground Clarendon
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9lYmNkZTc1Y2NhNDVlNWE1MmYwNTNlNDhjMTJlNTBiNzhhZDMwNzNkZDBjYTk2ODFmMmE3MzI3ZjVkNWI2NWI1LXJpbWctdzcyMC1oOTYwLWRjZDhkOGQ4LWdtaXI_dj0xNzg4NzYwMzQ2.avif
- **Event Name**: 🌼The Spring Classic 🌼
  - **Description**: 🌼The Spring Classic🌼

Join us on 12 September at Hawkesbury Showground for a day full of friendly competition, beautiful horses, fantastic prizes and a welcoming atmosphere.

✨ Royal Qualifiers
🏆 Over $5,000 in prizes and awards
🐴 Classes for a wide range
  - **Interested Audience**:
    - Count: 64
  - **Date**: Sat Sep 12 2026 at 12:00 pm (+10:00)
  - **Event URL**: https://allevents.in/windsor/the-spring-classic/200030531067056
  - **Venue**: Hawkesbury Showground
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9iMmY2YWM4YzMzMDczZTg2YjNkNmQ5Nzc1Mjk5ZjMyMGViNDczYjA5MTY5ZmZiNThjOWE2OWRmYzhhYzI3MGFiLXJpbWctdzEyMDAtaDExMDEtZGNmOGY4ZjgtZ21pcj92PTE3ODY5MTExMTM.avif
  - **Categories**: Workshops, Contests
- **Event Name**: Hawkesbury Food & Wine Festival
  - **Description**: 🍷 Hawkesbury Food & Wine Festival 🍽️
📍 Hawkesbury Showgrounds
📅 Saturday 24 October
⏰ 5:00pm – 9:00pm
Experience an unforgettable evening of flavour, music, and atmosphere at the Hawkesbury Food & Wine Festival. Set under the night sky, this vibra
  - **Interested Audience**:
    - Count: 530
  - **Date**: Sat Oct 24 2026 at 07:00 am – Sat Oct 24 2026 at 11:00 am (+11:00)
  - **Event URL**: https://allevents.in/windsor/hawkesbury-food-and-wine-festival/200029617270906
  - **Venue**: Racecourse Road, 2756
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8zYTg1M2I2YWFlZjY5MjgyOTk4YmVhMzhjY2VmNDdjODk0MWZlY2JkNjMwYjEzNjYyMjVjZjQ4OTY3NDI1YzA4LXJpbWctdzEyMDAtaDY3NS1kY2ZmZmZmZi1nbWlyP3Y9MTc3ODYyMTAwOA.avif
  - **Categories**: festivals, entertainment, kids, food-truck-festivals, parties, music, art, fine-arts, live-music, food-drinks, wine-tasting
- **Event Name**: The Great Sydney Highland Fair
  - **Description**: �� WANT TO BE PART OF SOMETHING TRULY SPECIAL? �� The countdown has begun for The Great Sydney Highland Fair — landing on 31st October 2026 — and we are building what will be one of the most exciting Celtic events ever held in NSW! �� Thi
  - **Interested Audience**:
    - Count: 333
    - Avatar: https://www.gravatar.com/avatar/67dbfb9ad4e5a013f1ac08eb392b798d?s=800&d=identicon&r=g
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  - **Date**: Sat Oct 31 2026 at 11:00 am – Sat Oct 31 2026 at 09:00 pm (+11:00)
  - **Event URL**: https://allevents.in/windsor/the-great-sydney-highland-fair/200029933221013
  - **Venue**: Windsor Sporting Complex
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy8yZDA0MDAzZGJmZWU0YjM0NjJhNWIxMDEwMzc2ZjA2MGRhNGZlYjFlMDZkNmU1MTczMjQ3NWU3ZTAxZjM1N2JmLXJpbWctdzEwMjQtaDE1MzYtZGNiZmRhZTktZ21pcj92PTE3NzYwMjEzMTM.avif
  - **Categories**: business, contests, festivals, music, live-music, food-drinks, entertainment, food-truck-festivals, music-festivals
- **Event Name**: Brett Blake LIVE in Windsor @ Church Bar
  - **Description**: IMPORTANT INFO - Venue Open from 5pm - Showtime 8:30pm

In 2002 Brett Blake was charged with inciting a riot, disorderly conduct and assaulting a public officer. Is he guilty? You be the judge. He was 16 years old and facing a maximum prison sentence of 1
  - **Interested Audience**:
    - Count: 3
  - **Date**: Fri Nov 13 2026 at 06:00 pm – Fri Nov 13 2026 at 09:45 pm (+11:00)
  - **Event URL**: https://allevents.in/windsor/brett-blake-live-in-windsor-church-bar/200030559481718
  - **Venue**: The Church Bar
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy84NWQxMzdiZDAwYWIwMGQ2OGUxZTc2YzA3OWNmNTcxZjUzMGQyMThjMzMyMWRhZDk4NDI5YzE3NTU3ODc0OGI4LXJpbWctdzEyMDAtaDY3NS1kY2I4MjgzOC1nbWlyP3Y9MTc4ODM2NDA2Mw.avif
  - **Categories**: festivals, comedy
- **Event Name**: OzIndia Marsden Park Diwali Dhamaka Sale
  - **Description**: ✨ DIWALI DHAMAKA SALE IS HERE! ✨
Get ready for the ultimate festive shopping experience right in the heart of The Ponds! 🛍️🪔
Whether you are looking for stunning festive outfits, gorgeous jewelry, home decor, or delicious sweets, we have got it all under
  - **Interested Audience**:
    - Count: 402
  - **Date**: Sat Oct 31 2026 at 10:00 am – Sat Oct 31 2026 at 06:00 pm (+11:00)
  - **Event URL**: https://allevents.in/windsor/ozindia-marsden-park-diwali-dhamaka-sale/200030500903929
  - **Venue**: Marsden Park, New South Wales
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy84OGJkYTBiNzBhNjQwYWNjZDYzNDFiNjA2NWM4NjM5MzdjNjUxYmE2MmQ1ZWU4NTM2MjM0YjhmYzA0MzM1NmE5LXJpbWctdzEyMDAtaDE1MDAtZGNmOGY4ZjgtZ21pcj92PTE3ODgyMTczODA.avif
  - **Categories**: shopping
- **Event Name**: Hawkesbury Country Christmas Markets 2026
  - **Description**: It's the 5th year running for The Hawkesbury Country Christmas Markets 🎄 

📆 SAT Nov 21st & SUN Nov 22nd
⏱️ SAT 4pm-9pm & SUN 9am-2pm
📌 Hawkesbury RACECOURSE - 1 Racecourse Drive, Clarendon NSW

** Located across the road from the Showgrounds. Tur
  - **Interested Audience**:
    - Count: 61
  - **Date**: Sat Nov 21 2026 at 04:00 pm – Sat Nov 21 2026 at 09:00 pm (+11:00)
  - **Event URL**: https://allevents.in/windsor/hawkesbury-country-christmas-markets-2026/200030446851749
  - **Venue**: Hawkesbury Race Club Limited
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy82Y2RiMTU0MmJiNDlhYWMxYzJmZDgyNTA2YmM4NmNiY2JlZmFjNWVlNDY2MGY4NzA5NmJjODc2NDJkNGRkYzgwLXJpbWctdzEyMDAtaDY3NS1kYzU4MDgwOC1nbWlyP3Y9MTc4ODMxODk3Nw.avif
  - **Categories**: christmas, christmas-markets-and-fairs
- **Event Name**: 46th Annual Art Show and Fun Fair
  - **Description**: And we are up and running for this year's art show 
To give the organizers extra time we have decided to make this years show in October 
Artist submissions / stall holders / sponsorships and donation requests are all open and ready to roll 
Thank you
  - **Interested Audience**:
    - Count: 61
  - **Date**: Fri Oct 23 2026 at 06:00 pm – Sat Oct 24 2026 at 03:00 pm (+11:00)
  - **Event URL**: https://allevents.in/windsor/46th-annual-art-show-and-fun-fair/200030152209535
  - **Venue**: 531 Sackville Road , Ebenezer, NSW, Australia, New South Wales 2756
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy8zZmRiNjAyMTAzZTEwMDk1MmM2ZDdiNmUyZGNkOTQyNGQ0ZWEyNTk0ODk0MGE4ZmE0ODZhYjQxMGU3MzJmOWNhLXJpbWctdzEwMjQtaDE1MzYtZGNmOGU4ZDgtZ21pcj92PTE3ODgzMTE4MzU.avif
  - **Categories**: art, crafts, festivals, funfairs, nonprofit

## Trending Events in Windsor

- **Event Name**: Monster Jump Hawkesbury (Sydney) - Massive Inflatable Obstacle Course
  - **Description**: Get ready, Hawkesbury! Monster Jump is coming to the area for the first time ever, bringing a massive inflatable adventure to local families these September school holidays.

From 26th September to 11th October 2026, families will have the chance to exper
  - **Venue**: Hawkesbury Showground
  - **Banner**: https://cdn-az.allevents.in/events5/banners/4be7099bcf871f2ac676f576f5045bcf581c49375c0faf5a4203145f0b20588d-rimg-w1200-h486-dce80888-gmir?v=1788616953
- **Event Name**: Disney Trivia: PLUS Kids eat free!
  - **Description**: Trivia fun for the whole family! Plus kids eat free and our legendary Sunday roast on offer!About this EventRound up the family and step into a world of magic for another fun Disney Trivia
  - **Venue**: The Windsor Alehouse
  - **Banner**: https://cdn-az.allevents.in/events7/banners/b2519cac26db7eacbc6414f236975eddd55bad8af9f8e7ad5a9d5074ef745e95-rimg-w1200-h600-dc081848-gmir.jpg?v=1787602574
- **Event Name**: Gay Singles, Take It Slow - Ages 45+
  - **Description**: Speed dating in slow motion for men seeking men aged 45+ who are looking for deeper connections.About this EventAre you tired of endless scrolling on dating apps and craving deeper connection? Come and m
  - **Venue**: IVY Piano Bar
  - **Banner**: https://cdn-az.allevents.in/events2/banners/fb0549ccf2889d71444e6045d30e676eba93d526bfb20b89765c604968f22cbe-rimg-w1024-h1024-dc080808-gmir.jpg?v=1787098686
- **Event Name**: AFL Grand Final at The Vineyard
  - **Description**: Clear your Saturday, the footy's calling 🏉 There's no better place to watch the AFL Grand Final than The Vineyard, live and loud on the big screen, with live music before the bounce and a proper party after the final siren.

🎶 Live music from 12pm
🏉 AFL G
  - **Venue**: The Vineyard Sydney
  - **Banner**: https://cdn-az.allevents.in/events1/banners/9485dea1d3eca21b15293d7dff38985ba81398616af1564fa54fc259d6a0fba8-rimg-w1200-h628-dcf8f8f8-gmir?v=1788365405
- **Event Name**: Round Off & Back Handspring Tumbling Workshop (7-17yrs)
  - **Description**: Join us at the State Gymnastics Centre in Windsor for a 2 hour Round Off & Back Handspring Tumbling Workshop.About this EventWednesday 23rd September 2026: 12:30pm-2:30pmJoin u
  - **Venue**: Gymnastics Victoria: State Gymnastics Centre
  - **Banner**: https://cdn-az.allevents.in/events8/banners/69e503be9a8def546145e592dd3abea05c11a646a33b4edefd75842523c15e8c-rimg-w1080-h1350-dc080808-gmir.jpg?v=1787559415
- **Event Name**: Everly Brothers & Friends and Roy Orbison
  - **Description**: CELEBRATING THE EVERLY BROTHERS AND ROY ORBISON’S 
70TH ANNIVERSARY! 

Australia’s #1 vocal duo, the much-loved Robertson Brothers, join forces with the internationally acclaimed Dean Bourne — the world’s greatest Roy Orbison tribute artist — and the Vari
  - **Venue**: The Regent Theatre - Richmond
  - **Banner**: https://cdn-az.allevents.in/events1/banners/c059425dcb4e9e670622243d452be3ff819d7197575c7462fed9d8c0037d77a9-rimg-w660-h371-dcdadad9-gmir?v=1774432516
- **Event Name**: Oz Icons w/Mike Whitney, Wayne Pearce & Spudd Carroll - Windsor RSL
  - **Description**: Oz Icons w/Mike Whitney, Wayne "Junior" Pearce & Mark "Spudd" Carroll at Windsor RSL on Saturday September 12th!
  - **Venue**: Windsor RSL-The Home of the Hawkesbury
  - **Banner**: https://cdn-az.allevents.in/events8/banners/62290c85f5c352ea2f53b3a8219608838f8e460dbc3fd911d95376b40a6e8e17-rimg-w1200-h628-dc080808-gmir?v=1788639619
- **Event Name**: Drag Bingo at Windsor Leagues Club hosted by Prada Clutch
  - **Description**: DRAG BINGO is BACK at Windsor Leagues Club, Darlings! 🎉🎉🎉
Great prizes to be won! 💰💰💰
🎟 For reservations head to our website: 
https://www.windsorleagues.com.au/booking/
  - **Venue**: Windsor Leagues Club
  - **Banner**: https://cdn-az.allevents.in/events3/banners/afeef70978e2d68bee1382f499160e9aa5e51bcc90abc3f80a1fdd1fee043064-rimg-w1080-h1350-dc0898c8-gmir?v=1788801070
- **Event Name**: UHPBC 2026 Windsor Spectacular
  - **Description**: Save the date - Dates pending APBA approval.

UHPBC 2026 Windsor Spectacular will be bigger and better than before. 
UHPBC is hosting a round of the 2026 Battery World National Drivers Championship, as well as a number of prestigious races including: 
Bar
  - **Venue**: Governor Phillip Park, 1 George St, Windsor, NSW, Australia
  - **Banner**: https://cdn-az.allevents.in/events1/banners/7c8293c90a7d7a6f76f2b84c14ae5e8843bc02444d4d8f0f67eb6c27aac7d55d-rimg-w1200-h675-dc080818-gmir?v=1787146887

## Browse Festivals Events by Date

- [Festivals Events Today in Windsor](https://allevents.in/windsor/festivals--today)
- [Festivals Events This Weekend in Windsor](https://allevents.in/windsor/festivals--this-weekend)
- [Festivals Events in September in Windsor](https://allevents.in/windsor/festivals--september)
- [Festivals Events in October in Windsor](https://allevents.in/windsor/festivals--october)

## FAQs

- **Q**: What are the top Festivals events in Windsor?
  - **A:** Monster Jump Hawkesbury (Sydney) - Massive Inflatable Obstacle Course (Sat Sep 26 2026 at 10:00 am at Hawkesbury Showground), UHPBC 2026 Windsor Spectacular (Fri Sep 18 2026 at 08:00 am at Governor Phillip Park, 1 George St, Windsor, NSW, Australia), Clarendon classic antique machinery rally (Sat Sep 19 2026 at 09:00 am at Hawkesbury Showground Clarendon), 🌼The Spring Classic 🌼 (Sat Sep 12 2026 at 12:00 pm at Hawkesbury Showground), Hawkesbury Food & Wine Festival (Sat Oct 24 2026 at 07:00 am at Racecourse Road, 2756).
- **Q**: What Festivals events are happening in Windsor this weekend September 11–13, 2026?
  - **A:** 🌼The Spring Classic 🌼 (Sat Sep 12 2026 at 12:00 pm at Hawkesbury Showground).
- **Q**: What Festivals events are happening in Windsor in September 2026?
  - **A:** Monster Jump Hawkesbury (Sydney) - Massive Inflatable Obstacle Course (Sat Sep 26 2026 at 10:00 am at Hawkesbury Showground), UHPBC 2026 Windsor Spectacular (Fri Sep 18 2026 at 08:00 am at Governor Phillip Park, 1 George St, Windsor, NSW, Australia), Clarendon classic antique machinery rally (Sat Sep 19 2026 at 09:00 am at Hawkesbury Showground Clarendon), 🌼The Spring Classic 🌼 (Sat Sep 12 2026 at 12:00 pm at Hawkesbury Showground).
- **Q**: How can I find Festivals events in Windsor?
  - **A:** You can discover upcoming Festivals events in Windsor on AllEvents.in. Browse by date, venue, or price to find events that match your interests.
- **Q**: How do I buy tickets for Festivals events in Windsor?
  - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets.
- **Q**: What are the popular venues for Festivals events in Windsor?
  - **A:** Some popular venues hosting Festivals events in Windsor include Hawkesbury Showground, Governor Phillip Park, 1 George St, Windsor, NSW, Australia, Hawkesbury Showground Clarendon.
- **Q**: Who are the top organizers for Festivals events in Windsor?
  - **A:** Popular organizers hosting Festivals events in Windsor include Monster Jump, Upper Hawkesbury Power Boat Club, Sydney Regional APSB Pony Promotional Group.
- **Q**: Are there any online Festivals events available?
  - **A:** Yes, many Festivals events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere.
- **Q**: How can I get notified about new Festivals events in Windsor?
  - **A:** Follow the Festivals category on AllEvents.in to get notified when new Festivals events are listed in Windsor.

## Category Banner

- **Banner Image**: https://cdn2.allevents.in/transup/6e/5415e403f74b77938c0695ac11464e/Festival.jpg

## Festivals from nearby cities

- [Festivals in Richmond](https://allevents.in/richmond-ns/festivals)
- [Festivals in Blacktown](https://allevents.in/blacktown/festivals)
- [Festivals in Penrith](https://allevents.in/penrith/festivals)
- [Festivals in Dural](https://allevents.in/dural/festivals)
- [Festivals in Orchard Hills](https://allevents.in/orchard-hills/festivals)
- [Festivals in Castle Hill](https://allevents.in/castle-hill/festivals)
- [Festivals in Springwood](https://allevents.in/springwood-ns/festivals)
- [Festivals in Parramatta](https://allevents.in/parramatta/festivals)