# Festivals in Picton 2026 | Culture & Street Fairs

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

## Audience

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## About

The best things to do in the world include attending top-notch festivals in Picton. Be it a rocking music festival or scrumptious food festival in Picton, 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 Picton 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 Picton

- **Event Name**: County Gran Fondo
  - **Description**: The County Gran Fondo is Prince Edward County’s premier cycling weekend — a beautifully scenic road cycling event set among vineyards, charming villages, and quiet country roads in Ontario’s favourite wine region.

Choose from 50 km, 100 km, or 150 km rou
  - **Interested Audience**:
    - Count: 15
  - **Date**: Sat Sep 05 2026 at 07:00 am (-04:00)
  - **Event URL**: https://allevents.in/picton/county-gran-fondo/200030203077233
  - **Venue**: Isaiah Tubbs Resort
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvYmU0NzUwMDU4ZjNjZjU1NDIxNTdjMDIyZGY1MWMyOWY2OTUwMjZlY2Q5YWY2NjNiN2FhMTc0Yjk0MjE4ODI5OS1yaW1nLXcxMjAwLWg4MDAtZGNlOGY4ZjgtZ21pcj92PTE3ODcyNDI0NzM.avif
  - **Categories**: sports, trips-adventures, cycling
- **Event Name**: The Original 50’s, 60’s & 70's Rock N Roll Music Festival
  - **Description**: Get ready for the Ultimate Rock N Roll Experience! The 50's 60's 70's Rock n Roll Music Festival is coming to Stirling, Ontario. September 17th to 19th, 2026 at The Stirling Agricultural Society Fairgrounds, Stirling Ontario

THIS IS A RAIN OR SHINE EVENT
  - **Interested Audience**:
    - Count: 151
  - **Date**: Thu Sep 17 2026 at 11:00 am – Sat Sep 19 2026 at 11:00 pm (-04:00)
  - **Event URL**: https://allevents.in/picton/the-original-50s-60s-and-70s-rock-n-roll-music-festival/200029679167955
  - **Venue**: The Original 50's, 60's & 70s Rock N Roll Music Festival
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy85NDU5MGQ3NTAwMDdhNzZjNmUyNTBjMTRjYzFjNjMyYTkwYjNlMzZmYTU1MjE4NThkZjJjZDFkNWVlYWRlMjM1LXJpbWctdzEyMDAtaDkxMy1kYzA4MDgwOC1nbWlyP3Y9MTc4NzYyNDg5Mg.avif
  - **Categories**: festivals, music-festivals, music, entertainment, trips-adventures, camping
- **Event Name**: 50s, 60s, and 70s rock ‘n’ roll festival, Picton
  - **Description**: 50s, 60s, and 70s rock ‘n’ roll festival, Picton
  - **Interested Audience**:
    - Count: 199
  - **Date**: Fri Sep 11 2026 at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/picton/50s-60s-and-70s-rock-‘n-roll-festival-picton/200030240921811
  - **Venue**: Picton Arena
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9kZjA4ODQ0MjZkYjQ5NDM3Mzk3MGFjMGIwNWUxZTg5MWE1MmRhZDkxZjJhZjI4NzZhODU1YmJkZGIwYzQyZTAxLXJpbWctdzEyMDAtaDY3MC1kYzA4MDgwOC1nbWlyP3Y9MTc4NzA5ODc4OA.avif
  - **Categories**: festivals
- **Event Name**: Weekend on Wheels in Prince Edward County
  - **Description**: Join us for a Weekend on Wheels in Prince Edward County 🚲 

A two-night, two-day guided road cycling adventure through the heart of Prince Edward County. Participants will explore over 100 km total of scenic routes, enjoy two curated dinners, a Sunday win
  - **Interested Audience**:
    - Count: 126
  - **Date**: Fri Sep 25 2026 at 04:00 pm – Sun Sep 27 2026 at 03:00 pm (-04:00)
  - **Event URL**: https://allevents.in/picton/weekend-on-wheels-in-prince-edward-county/200030336612503
  - **Venue**: Prince Edward County, Ontario
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9jMjMyZjIzNmQzZTRhYjdlNjcwNDczNTFjMjZjNGYzMWViNGY1Y2Y4Nzk2YmE5OTNmYjc5NTJhNTkxOTNlMmNkLXJpbWctdzEyMDAtaDE1NzEtZGM5ODg4NzgtZ21pcj92PTE3ODc2ODkwMTU.avif
  - **Categories**: trips-adventures, sports, cycling, food-drinks, wine-tasting, brunch
- **Event Name**: BIGLAKE FESTIVAL August 21-29, 2026.
  - **Description**: SAVE THE DATE August 21-29, 2026.
  - **Interested Audience**:
    - Count: 10
  - **Date**: Sat Aug 29 2026 at 07:00 am – Sat Aug 29 2026 at 09:00 pm (-04:00)
  - **Event URL**: https://allevents.in/picton/biglake-festival-august-21-29-2026/200029364994126
  - **Venue**: Wellington Music Hall, 42 West Street Wellington, Ontario. K0K 3L0
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9lZTRkOTQ2YmVkMWRmYzIzY2M3YmUyMmQ1Y2M1NDEwZGRiZTA1MWQyYzVhOTdmNTlkNGUwMWVjZDkwZDRkYzQ0LXJpbWctdzEyMDAtaDE0OTgtZGMwODM4MzgtZ21pcj92PTE3ODczOTc2MTQ.avif
  - **Categories**: festivals

## Trending Events in Picton

- **Event Name**: The Glorious Sons - Rock The County
  - **Description**: Back after a sold-out show, The Glorious Sons return to the Drill Hall as part of Rock the County presented by RBC. The JUNO Award-winning band, with multiple Platinum and Gold records, continue to cement their place as one of Canada’s most commanding for
  - **Venue**: Base31
  - **Banner**: https://cdn-az.allevents.in/events5/banners/6a5aad60555f0862bafc0312fe5ada5cc48a3b434285c0758b0cf296f3fa3838-rimg-w1200-h600-dc181808-gmir?v=1787006589
- **Event Name**: The Glorious Sons in Prince Edward
  - **Description**: 🎶 Don't Miss this Out! The Glorious Sons is Live at Base31 on Saturday, August 29, 2026! 🎶
This is your moment. The Glorious Sons is hitting Base31 on Saturday, August 29, 2026, and with chart-toppi
  - **Venue**: Base31
  - **Banner**: https://cdn-az.allevents.in/events1/banners/660c4700-5ae4-11f1-acc6-b745ad4c304f-rimg-w1200-h675-dc171814-gmir.webp?v=1780007243
- **Event Name**: Big Wreck - Rock The County
  - **Description**: Big Wreck returns to the Drill Hall as part of Rock the County, bringing their signature blend of powerful vocals, soaring guitar work, and chart-topping alt-rock back to Prince Edward County.


Fronted by Toronto singer/songwriter/guitarist Ian Thornley,
  - **Venue**: Base31
  - **Banner**: https://cdn-az.allevents.in/events8/banners/74498452532b9e68ec0236f086659ac520f218469b1ececb4deed0d84c64170b-rimg-w1200-h675-dc080808-gmir?v=1787101683
- **Event Name**: Glass Tiger with special guest Andy Curran
  - **Description**: Grammy nominated and 5x Juno Award winners, Glass Tiger has released 6 studio albums and sold 5 million albums worldwide. Their 1986 debut album, The Thin Red Line, went quadruple platinum in Canada and gold in the United States. Two of their songs,"Don'
  - **Venue**: B31 District
  - **Banner**: https://cdn-az.allevents.in/events10/banners/7f5741b32dab8d52cfe1b5029d3078a1380dceafed3ab8b3512e549ade89e3a7-rimg-w1200-h600-dc080808-gmir?v=1787165004
- **Event Name**: County Gran Fondo
  - **Description**: The County Gran Fondo is Prince Edward County’s premier cycling weekend — a beautifully scenic road cycling event set among vineyards, charming villages, and quiet country roads in Ontario’s favourite wine region.

Choose from 50 km, 100 km, or 150 km rou
  - **Venue**: Isaiah Tubbs Resort
  - **Banner**: https://cdn-az.allevents.in/events10/banners/be4750058f3cf5542157c022df51c29f695026ecd9af663b7aa174b942188299-rimg-w1200-h800-dce8f8f8-gmir?v=1787242473
- **Event Name**: Vintner's Dinner
  - **Description**: You are invited to experience why VineRoutes Magazine named Karlo Estates as one of “Ontario’s Top 20 Wineries” for a sixth consecutive year. Indulge in an inspiring evening of culinary artistry at Karlo Estates where you’ll experience a delectable five-c
  - **Venue**: 561 Danforth Road, Wellington, ON, Canada, Ontario K0K 3L0
  - **Banner**: https://cdn-az.allevents.in/events4/banners/0dcd3e2ab36f11b5b09c34083c261da69eba057d35880a5aff3679b674a1206e-rimg-w1080-h548-dc181312-gmir?v=1780043662
- **Event Name**: Road Apples - A Tribute to The Tragically Hip @ The County Cares Fundraiser, The Regent Theatre
  - **Description**: We were so happy to be asked to return and be a part of the second annual fundraiser for the Wellington and Picton Food Banks this summer!  

On Sunday, September 6, 2026 at the historic Regent Theatre in Picton, ON, enjoy your favourite songs by The Trag
  - **Venue**: Regent Theatre Picton
  - **Banner**: https://cdn-az.allevents.in/events10/banners/07884d6702cea0a3940168986d51f11ffb3eaa5e201c8ade5b19d2e59fb02fee-rimg-w1200-h675-dc080808-gmir?v=1787600074
- **Event Name**: The Trews
  - **Description**: The achievements of rock 'n' roll heavyweights, The Trews, are many and mighty, highlighted by multiple radio hits, drawn from seven critically acclaimed studio albums plus several EPs, a pair of live records, and a retrospective. Comprised of lead vocal
  - **Venue**: Base31
  - **Banner**: https://cdn-az.allevents.in/events5/banners/b78cf4bdd1f404e3f5c9ad99f9dbc441412a67fae1139a3d0d83a042d99c10e0-rimg-w1200-h600-dc080808-gmir?v=1787082748
- **Event Name**: Picton Tractor Pull 2026
  - **Description**: Awaiting for website to be updated from 2025: https://pictonfair.ca/fair-events/
  - **Venue**: Picton Fair
  - **Banner**: https://cdn-az.allevents.in/events5/banners/65577e42ed8baf16f4a2e51fdcdddae8c302bcd87776defae70fef44145a4e64-rimg-w1024-h683-dc181818-gmir?v=1787261591

## Browse Festivals Events by Date

- [Festivals Events Today in Picton](https://allevents.in/picton/festivals--today)
- [Festivals Events This Weekend in Picton](https://allevents.in/picton/festivals--this-weekend)
- [Festivals Events in August in Picton](https://allevents.in/picton/festivals--august)
- [Festivals Events in September in Picton](https://allevents.in/picton/festivals--september)

## FAQs

- **Q**: What are the top Festivals events in Picton?
  - **A:** County Gran Fondo (Sat Sep 05 2026 at 07:00 am at Isaiah Tubbs Resort), The Original 50’s, 60’s & 70's Rock N Roll Music Festival (Thu Sep 17 2026 at 11:00 am at The Original 50's, 60's & 70s Rock N Roll Music Festival), 50s, 60s, and 70s rock ‘n’ roll festival, Picton (Fri Sep 11 2026 at 07:00 pm at Picton Arena), Weekend on Wheels in Prince Edward County (Fri Sep 25 2026 at 04:00 pm at Prince Edward County, Ontario), BIGLAKE FESTIVAL August 21-29, 2026. (Sat Aug 29 2026 at 07:00 am at Wellington Music Hall, 42 West Street Wellington, Ontario. K0K 3L0).
- **Q**: What Festivals events are happening in Picton this weekend August 28–30, 2026?
  - **A:** BIGLAKE FESTIVAL August 21-29, 2026. (Sat Aug 29 2026 at 07:00 am at Wellington Music Hall, 42 West Street Wellington, Ontario. K0K 3L0).
- **Q**: What Festivals events are happening in Picton in August 2026?
  - **A:** BIGLAKE FESTIVAL August 21-29, 2026. (Sat Aug 29 2026 at 07:00 am at Wellington Music Hall, 42 West Street Wellington, Ontario. K0K 3L0).
- **Q**: How can I find Festivals events in Picton?
  - **A:** You can discover upcoming Festivals events in Picton 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 Picton?
  - **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 Picton?
  - **A:** Some popular venues hosting Festivals events in Picton include Isaiah Tubbs Resort, The Original 50's, 60's & 70s Rock N Roll Music Festival, Picton Arena.
- **Q**: Who are the top organizers for Festivals events in Picton?
  - **A:** Popular organizers hosting Festivals events in Picton include County Gran Fondo, The Original 50's, 60's & 70s Rock N Roll Music Festival, Symply Skynyrd.
- **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 Picton?
  - **A:** Follow the Festivals category on AllEvents.in to get notified when new Festivals events are listed in Picton.

## Category Banner

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

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