After a long winter, the Jackson-Triggs Summer Concert Series 2026 in Niagara-on-the-Lake marks the return of outdoor live music, wine experiences, and unforgettable summer nights in Ontario’s premier wine region. Attend the 2026 in Niagara-on-the-Lake Jackson-Triggs Summer Concert Series and take in an all-Canadian summer concert list, featuring more than a dozen well-loved artists who will rock the Jackson-Triggs amphitheater all summer long. The Summer Concert Series has always been an absolute fan favourite, attracting music and wine lovers from across Ontario and the United States who want to wine, dine, and dance their summer nights away.
We are proud to highlight some of the biggest attractions for this year’s Jackson-Triggs Summer Concert Series. When you are done perusing the long list of great talent, don’t forget to book your stay with us in Niagara-on-the-Lake so that you can be close to all the excitement with the added benefit of a luxurious respite with a wide range of upscale amenities.
Events at the Jackson-Triggs Amphitheatre
Located at the Jackson-Triggs Estate Winery in Niagara-on-the-Lake, this open-air theatre looks out over the rolling vineyards and lush greens that define the beauty of wine country. Best of all, every event is enshrouded in the glow of twinkling stars and the shining moon overhead. With tiered seating and excellent acoustics, the Jackson-Triggs Amphitheatre offers one of the most unique concert venues in Ontario. During the Summer Concert Series, this amphitheater becomes the perfect backdrop for frontrunner talent.
2026 Jackson-Triggs Summer Concert Series Lineup
Here are just some of the names on the lineup you can look forward to hearing this season:
- Jun 12 & 13 – Sam Roberts Band
- Jun 19 – Classic Albums Live performs Fleetwood Mac: Rumours
- Jun 20 – Practically Hip
- Jun 26 – The Strumbellas
- Jul 3 – 54•40
- Jul 4 – The Rural Alberta Advantage
- Jul 18 – USS
- Jul 23 – Matthew Good and His Band
- Jul 24 – The Tenors
- Jul 25 – Choir! Choir! Choir! (An Epic 80s Sing-Along!)
- Aug 7 – Dallas Smith
- Aug 8 – Chantal Kreviazuk
- Aug 14 – Wild Rivers
- Aug 15 – July Talk
- Aug 22 – Finger Eleven Acoustic
- Aug 28 – The Trews Electric
- Aug 29 – The Trews Acoustic
- Sep 4 – Alan Doyle
- Sep 5 – Big Wreck
- Sep 11 – The Jim Cuddy Band
- Sep 12 – Colin James Blues Trio
- Sep 18 & 19 – Dwayne Gretzky
Sam Roberts Band – June 12 & 13
Smooth, easy rock has earned Sam Roberts Band their place as a Canadian classic. The band and its lead vocalist have been delighting Canadians with easy rock for decades. Previously nominated for the Juno Rock Album of the Year Award, they’ve been delighting audiences all over the world with hit singles like “If You Want It”, “Ascension”, and “Take Me Away.” Their performances are known for high energy, crowd engagement, and a strong catalogue of Canadian rock anthems. On June 12 and 13, you can hear the band’s new music and revel in their age-old hits for a fantastic evening of rock and roll.
Classic Albums Live – June 19
Image courtesy of Classic Albums Live
Classic Albums Live takes the stage at the Jackson-Triggs Amphitheatre on June 19th. Known for their extraordinary attention to detail and faithful live renditions, Classic Albums Live brings timeless Fleetwood Mac tracks like “The Chain,” “Go Your Own Way,” and “Dreams” to life under the vineyard stars. Don’t miss this unforgettable tribute to one of rock’s greatest masterpieces in Niagara-on-the-Lake.
Practically Hip – June 20
Image courtesy of Practically Hip
Practically Hip brings the legendary music of The Tragically Hip to the Jackson-Triggs Amphitheatre on June 20th. Delivering the unmistakable guitar-driven rock and deeply poetic storytelling that made the Hip a national institution, Practically Hip captures the spirit and energy of the original with remarkable authenticity. For fans who want to relive the timeless catalogue of “Ahead by a Century,” “Bobcaygeon,” and “New Orleans Is Sinking” in an intimate vineyard setting, this is a night not to be missed.
The Strumbellas – June 26
Image courtesy of the Toronto Star
Don’t miss the internationally renowned alternative rock band, The Strumbellas, as they take the stage at Jackson-Triggs on Friday, June 26th. The Strumbellas are a Juno Award-winning Canadian alternative rock and indie folk band known for their signature blend of folk, pop, and rock influences. With their honest lyricism and iconic sound, this band has captured hearts worldwide. From chart-topping hits like ‘Spirits’ to unforgettable performances on The Late Night with Seth Meyers, their talent knows no bounds. They’ve earned a place in the hearts of folk-rock listeners around the world with a moving live show that you’ll never forget.
54•40 – July 3
Image courtesy of 54•40
Vancouver alternative rock icons 54•40 bring their decades-spanning catalogue to the Jackson-Triggs Amphitheatre on July 3rd. With a career stretching back to the early 1980s, the band has built a devoted national following with infectious, hook-driven songs that blend post-punk energy with radio-friendly pop sensibility. Known for beloved hits like “I Go Blind,” “One Day in Your Life,” and “Since When,” 54•40 remain one of Canada’s most enduring live acts.
The Rural Alberta Advantage – July 4
Image courtesy of The Rural Alberta Advantage
Edmonton indie folk outfit The Rural Alberta Advantage brings their passionate, heartfelt sound to the Jackson-Triggs Amphitheatre on July 4th. Known for their emotionally charged songs steeped in the landscapes and stories of rural Alberta, the trio weave together driving drums, intimate guitar, and soaring vocals into a live experience that is both deeply personal and universally moving. With celebrated albums like Hometowns and Departing earning them a dedicated national following, their performance under the vineyard sky in Niagara-on-the-Lake is sure to be one of the most memorable evenings of the summer.
USS – July 18
USS (Ubiquitous Synergy Seeker) is a Canadian alternative rock duo known for their genre-defying sound that blends alt-rock, electronic music, hip-hop influences, and acoustic elements. The band has gained national recognition for their innovative production style, energetic live performances, and strong connection with audiences across Canada. Their high-energy set, filled with infectious beats and crowd interaction, makes for an exhilarating summer night this July 18th.
Matthew Good and His Band – July 23
Image courtesy of Tourism Calgary
One of Canada’s most critically acclaimed musicians, Matthew Good returns to the Jackson-Triggs Amphitheatre on July 23rd with his full band for a powerful night of rock music. With a catalogue spanning provocative anthems and deeply personal ballads, his performance in the vineyard setting of Niagara-on-the-Lake promises to be a standout evening of the 2026 Summer Concert Series.
The Tenors – July 24
Image courtesy of The Tenors
The Tenors are a multi-platinum, award-winning Canadian vocal group known for their signature blend of classical music and contemporary pop, often described as “operatic pop.” With over a decade of international success, The Tenors have performed thousands of live shows and appeared on major television broadcasts across five continents. Their repertoire includes a mix of original songs and iconic covers, ranging from modern releases like “Miracle” and “Christmas Miracle” to timeless classics such as “The Prayer,” “Nessun Dorma,” “Forever Young,” and “Hallelujah.” Don’t miss their live performance on July 24th.
Choir! Choir! Choir! – July 25
Image courtesy of Choir! Choir! Choir!
Toronto’s beloved community singing project Choir! Choir! Choir! transforms every performance into a joyful, collective musical experience, and on July 25th they bring an epic 80s Sing-Along to the Jackson-Triggs Amphitheatre. Founded by Daveed Goldman and Nobu Adilman, the group invites audiences to become the choir itself, learning vocal harmonies on the spot and performing together as one. Having collaborated with celebrated artists ranging from Rufus Wainwright to David Byrne, Choir! Choir! Choir! brings an infectious spirit of togetherness to the vineyard stage for an evening of communal singing and pure musical joy.
Chantal Kreviazuk – August 8
Image courtesy of Chantal Kreviazuk
Winnipeg-born singer-songwriter and pianist Chantal Kreviazuk takes the stage at the Jackson-Triggs Amphitheatre on August 8th for an intimate and emotionally resonant evening. A multi-Juno Award winner, Kreviazuk is celebrated for her rich, soulful voice and gift for deeply personal songwriting. Her appearance on the vineyard stage is sure to be one of the most anticipated evenings of the 2026 series.
Dallas Smith – August 7
Image courtesy of Edmonton Journal
Known for his powerful vocals, crossover appeal, and consistent presence on country radio charts across North America, Dallas Smith is one of Canada’s most successful country music artists. Before launching his country career, Dallas Smith rose to fame as the frontman of Platinum-selling rock band Default, giving him a unique background that blends rock energy with modern country sound. Now a Big Loud Records artist, Smith has built an impressive solo career, earning several music and entertainment awards. Best recognized for hit songs like “Drop,” “Wastin’ Gas,” and “Side Effects,” Dallas Smith’s Summer Concert Series performance is expected to blend radio favourites with crowd-driven anthems.
Wild Rivers – August 14
Image courtesy of Wild Rivers
Toronto indie folk-pop trio Wild Rivers bring their lush harmonies and warm-hearted songwriting to the Jackson-Triggs Amphitheatre on August 14th. Comprised of Khalid Yassein, Devan Glover, and Andrew Oliver, the band delivers their signature blend of intimate acoustic arrangements and rich three-part vocal harmonies. Known for standout tracks like “Wandering Mind,” “Canyons,” and “Bedrock,” Wild Rivers consistently deliver performances that feel both sweeping and deeply personal.
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July Talk – August 15
Image courtesy of The Gauntlet
July Talk is a Canadian alternative rock band known for their distinctive dual-vocal dynamic between Peter Dreimanis and Leah Fay Goldstein. They gained national and international recognition with their self-titled debut album July Talk, which achieved Gold certification in Canada and won the Juno Award for Alternative Album of the Year in 2015. Their follow-up album, Touch, further solidified their reputation, with the lead single “Push + Pull” reaching #1 on the Canadian Alternative Radio charts for 13 consecutive weeks. Known for their raw energy and theatrical stage presence, July Talk’s performance at the Jackson-Triggs Amphitheatre will be nothing short of engaging.
Finger Eleven Acoustic – August 22
Image courtesy of Concord
Burlington, Ontario rock veterans Finger Eleven bring a special acoustic set to the Jackson-Triggs Amphitheatre on August 22nd, offering an intimate reimagining of their celebrated catalogue in one of Ontario’s most beautiful outdoor settings. With over two decades of chart success and iconic Canadian rock anthems to their name, the band is best known for the massive international hit “Paralyzer” as well as fan favourites like “One Thing” and “Sick of It All.” Hearing these songs stripped back under the stars in Niagara wine country promises to be a truly memorable experience.
The Trews Electric – August 28
Prepare for an electrifying night of Canadian rock music as The Trews bring their signature sound to one of Ontario’s most scenic outdoor concert venues on August 28th. With soaring power chords and catchy hooks, Hamilton-based The Trews have been entertaining Canadians for decades. Lauded as one of the Canada’s best-selling artists, The Trews continue their career of rock music magic with new hits, old favourites, and everything in between for an unforgettable performance under the stars.
Alan Doyle – September 4
Image courtesy of CTV News
Great Big Sea frontman and beloved Canadian troubadour Alan Doyle brings his irresistible warmth, wit, and musical charisma to the Jackson-Triggs Amphitheatre on September 4th. Known for his Celtic-influenced folk-rock sound and extraordinary ability to connect with a crowd, Doyle has been a celebrated figure in Canadian music for decades both as a solo artist and as the driving force behind Great Big Sea. His shows are renowned for their festive, inclusive energy, making a late-summer night in Niagara-on-the-Lake with Alan Doyle an unmissable experience.
Big Wreck – September 5
Image courtesy of Big Wreck
Bringing their distinctive fusion of hard rock, blues, and alternative, Big Wreck brings powerful vocals, intricate guitar work, and unforgettable anthems. Big Wreck has released multiple chart-topping albums and singles, establishing themselves as one of the most respected rock bands in Canada. Known for hits like “The Oaf (My Luck is Wasted)” and “Albatross,” the band delivers a dynamic live experience that blends musicianship with pure rock energy—perfect for a summer night in wine country.
The Jim Cuddy Band – September 11
Canadian music icon Jim Cuddy brings his unmistakable voice and decades of songwriting brilliance back to Niagara-on-the-Lake. With a career spanning over three decades, Cuddy has become one of Canada’s most influential singer-songwriters. As a founding member of Blue Rodeo and a celebrated solo artist, Cuddy offers a rich mix of heartfelt ballads and country-tinged rock tunes for September 11th.
Colin James Blues Trio – September 12
Image courtesy of colinjamesmusic
Blues-rock legend Colin James returns on September 12th with his dynamic trio for an evening of raw talent and guitar mastery. With over 20 albums, multiple Juno Awards, and a decades-long career, James delivers classic hits and electrifying new sounds in an intimate setting.
Dwayne Gretzky, 70’s – September 18 & 19
Image courtesy of Dwayne Gretzky
Bringing a vibrant, nostalgic spin to your favourite classic rock and pop anthems, Dwayne Gretzky returns for a night dedicated to the unforgettable hits of the 1970s this September 18th and 19th. Dwayne Gretzky is one of Canada’s premier cover bands, known for recreating iconic songs from across decades with exceptional accuracy, energy, and crowd engagement. Their performance offers a unique opportunity to enjoy classic hits in an outdoor vineyard amphitheater in Niagara-on-the-Lake, combining music, atmosphere, and entertainment.
Book Your Stay in Niagara-on-the-Lake to Top Off Your Summer Nights
Choose from three hotels that are nestled within the lively heritage town of Niagara-on-the-Lake. When you stay at one of our properties, you will have access to so much more than just gorgeous accommodations. We are proud to welcome guests into our award-winning restaurants and spas, so their Niagara-on-the-Lake getaway reflects an all-inclusive experience underpinned with incredible amenities and superior service.
Whether you are looking to curate a refined escape with a four-course culinary adventure and suite-style stay at Prince of Wales or yearn to fall in love with Niagara within the lavish confines of Queen’s Landing, or perhaps your preference is more towards a five-star country inn at Pillar and Post, we have the perfect room waiting for you. Pair the best Niagara accommodations with your Jackson-Triggs Summer Concert Series so that you can wine, dine, and relax surrounded by activities that exceed your every expectation.
Purchase your Summer Concert Series tickets today and personalize your stay in Niagara-on-the-Lake with Vintage Hotels.
*Feature image credit: Jackson-Triggs Winery
