You got a guy for tickets

Annual Winterfolk Tickets

Follow Annual Winterfolk tour dates and be first in line when new tickets drop - all backed by our 100% Buyer Guarantee.

100% Buyer Guarantee Secure checkout (312) 644-6446

On the schedule

Annual Winterfolk Tour Dates & Tickets

No upcoming Annual Winterfolk events are on sale right now.

Check back soon - new tour dates and tickets are added regularly.

Browse other performers

Inside the performance

Sound, stage & company

Onstage company

Documented collaborators

Annual Winterfolk is a community-driven roots and Americana performer series that spotlights talented artists who bring intimate, heartfelt storytelling to the stage. Based in Toronto and produced by longtime folk musician Brian Gladstone, Winterfolk creates a welcoming space for roots, blues, and indie folk from across Canada and beyond. The series is anchored at the Tranzac Club, a historic venue in the Annex/Danforth area of Toronto, known for its warm, intimate rooms and supportive night-by-night lineups.

Onstage company

Documented collaborators

Founded and directed by Brian Gladstone, Annual Winterfolk emphasizes collaboration, inclusivity, and a DIY spirit. The event has evolved into a beloved winter tradition that strengthens community and showcases emerging talent alongside seasoned performers. As you explore this page, you’ll find an overview of the performer’s background, notable discography highlights, and upcoming appearances at Winterfolk XXIII (Feb 14–16, 2025) and Winterfolk XXIV (Feb 12–15, 2026) at the Tranzac Club.

Onstage company

Documented collaborators

Location details: Tranzac Club, 292 Brunswick Ave, Toronto, Ontario, in the city’s Annex/Danforth corridor. The venue features intimate listening rooms, a welcoming atmosphere, and convenient access for guests and artists alike. For fans planning trips, the surrounding neighborhood offers cafés, record stores, and easy transit options, making Winterfolk a signature Toronto music experience.

Onstage company

Documented collaborators

Social channels for official updates, show announcements, and community news are available through Winterfolk’s online presence at winterfolk.com. Follow on Facebook, X/Twitter, and Instagram for the latest lineup releases, backstage insights, and ticketing information. Secure your seats early for Winterfolk XXIII in 2025 and Winterfolk XXIV in 2026—these are community-first events where fans connect with artists and fellow listeners in a warm, unpretentious setting.

The essentials

Quick Facts About Annual Winterfolk

  • Genre/style: roots, folk, blues, Americana; community-driven indie/roots ethos.
  • Location: Tranzac Club, 292 Brunswick Ave, Toronto, Ontario (Toronto’s Annex/Danforth area).
  • 2025 edition: February 14–16, 2025 at Tranzac Club (Winterfolk XXIII).
  • 2026 edition: February 12–15, 2026 at Tranzac Club (Winterfolk XXIV) with Emerging Talent Night introduced.
  • Founder/director: Brian Gladstone, a longtime Canadian folk/roots musician.
  • Social media: official channels linked from winterfolk.com (Facebook, X/Twitter, Instagram).

The records

Annual Winterfolk Discography

  • Songs for a Better Planet, Vol. 2
    2006 · Brian Gladstone
  • A Time for New Beginnings
    2005 · Brian Gladstone
  • Alive & Picking
    2003 · Brian Gladstone
  • Back to the Dirt
    2002 · Brian Gladstone
  • Psychedelic Pholk Psongs
    2002 · Silverwolf Records

Artist Biography: Annual Winterfolk

Annual Winterfolk is not a single performer but a celebrated Toronto-rooted project that embodies the spirit of community-driven roots music. Created and directed by Brian Gladstone, a respected Canadian folk/roots musician with decades of performing and recording experience, Winterfolk brings together a rotating cast of artists who embrace storytelling, acoustic authenticity, and collaborative performances. The approach is inclusive and down-to-earth, reflecting Gladstone’s belief that “you’ve got a guy” who can help you discover great live music.

Over the years, Winterfolk has grown into a seasonal beacon for roots, blues, Americana, and folk artists who value intimate venues, engaged audiences, and the joy of shared music-making. Each edition spotlights diverse acts, from seasoned storytellers to emerging talents, all performing at Toronto’s beloved Tranzac Club.

Tranzac Club: Home Base for Winterfolk

Tranzac Club (292 Brunswick Ave, Toronto, ON) serves as Winterfolk’s cornerstone venue. This intimate space in Toronto’s Annex/Danforth area offers a cozy listening environment perfect for unplugged and semi-acoustic sets. The venue’s friendly staff, warm acoustics, and central location make it a natural home for Winterfolk’s mission: to bring people together through roots music in a low-pressure, community-focused setting.

Discography Highlights

As a performer series, Annual Winterfolk itself has contributed to countless artist discographies through live recordings and collaborative projects. While Winterfolk spotlights rotating performers, the following themes and releases capture the spirit of the event:

  • Collections and live albums featuring Winterfolk performers recorded at the Tranzac Club.
  • Collaborative folk and roots projects born from Winterfolk performances and after-show jams.
  • Solo and duo recordings by featured artists that emphasize storytelling, traditional roots, and Americana landscapes.

For specific performer discographies and releases, check the official Winterfolk pages and the artists’ own channels linked on winterfolk.com.

Upcoming Tour & Editions

Winterfolk XXIII took place February 14–16, 2025, at the Tranzac Club in Toronto. The 2026 edition, Winterfolk XXIV, runs February 12–15, 2026, at the same venue and introduces an Emerging Talent Night to spotlight rising acts in the roots and indie scene. Each edition is treated as a standalone event with a distinct lineup and schedule, so fans can focus on the performances for that specific year without cross-day references.

Tips for fans: secure your seats early through trusted outlets, arrive with time to enjoy a relaxed evening of storytelling and song, and support the artists by engaging with them after sets. Winterfolk remains committed to accessibility, community involvement, and a no-fuss ticketing experience—prioritizing a straightforward path to great live music.

Social Media & Official Links

Stay connected with Annual Winterfolk for lineup updates, tour info, and behind-the-scenes glimpses: Official Website, Facebook, X/Twitter, Instagram

Venue Details

Tranzac Club, located at 292 Brunswick Ave in Toronto, offers an intimate, listening-room environment ideal for roots and Americana performances. The Annex/Danforth location is well-served by public transit and features a neighborhood with cafés, record shops, and arts spaces that complement a Winterfolk weekend.

Pick your night

Browse Concert Tickets

100% GuaranteeSee refund conditions
Secure CheckoutEncrypted & protected
Invalid-Entry ProtectionVenue letter required
Since 199331+ years in Chicago