CALENDAR
Happy Hour with Aaron Audet
Come enjoy a rare Aaron Audet Happy Hour Friday at the Wobbly Barn! All ages are welcome but under 21 must be accompanied by an adult.
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Savage Brothers
The Savage Brothers is a six piece funkin', rockin', and rhythm group featuring a two-piece horn section. The Hartford-based band established in 1984 has performed all over New England, New York, New Jersey, Pennsylvania, and as far as Cancun, Mexico. The Savage Brothers have shared the stage with acts such as Tower of Power, Joan Osborne, James Cotton, Southside Johnny, NRBQ, The Guess Who, Marshall Tucker, Jimmy Vaughn, Dickey Betts of the Allman Brothers, John Cafferty, Los Lonely Boys, and more. They have released two full albums including “Population 6” which has been critically acclaimed and sold over 5,000 copies. The Savage Brothers Band has won numerous awards including the “Best of Hartford” by Hartford Magazine. They’ve given over 6,000 performances and with total professionalism and consistent sound and stage presence, you won’t want to miss this band!
Happy Hour with Aaron Audet
Come enjoy a rare Aaron Audet Happy Hour Friday at the Wobbly Barn! All ages are welcome but under 21 must be accompanied by an adult.
Jamie’s Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Happy Hour with Aaron Audet
Come enjoy a rare Aaron Audet Happy Hour Friday at the Wobbly Barn! All ages are welcome but under 21 must be accompanied by an adult.
JJ Rupp
JJ Rupp is a country artist whose music blends small-town soul with honest storytelling and a gritty rock edge. Raised in the quiet hills of Halifax, Pennsylvania, JJ grew up surrounded by hard work, family values, and guitar strings. What started as late-night jam sessions with his dad turned into a lifelong pursuit of songs that speak to the heart.
From playing in cover bands as a teenager to opening for major acts like Jimmie Allen and Old Dominion, JJ's journey has been anything but overnight. He built his reputation the old-school way—one show at a time, one fan at a time—playing hundreds of gigs across the country and earning millions of streams along the way. But no matter the stage, his music has always been rooted in the same thing: real life.
JJ's songs are shaped by experience—first love, growing pains, highway miles, and hard lessons learned. His 2022 Make You Mine EP introduced listeners to that depth, pairing catchy hooks with heartfelt lyrics. Now, with his newest single World Go 'Round, JJ steps even further into that reflective space, tracing the journey from restless ambition to a deeper sense of purpose.
With influences that span country, blues, and classic rock, JJ's sound is familiar but distinct. He's not chasing trends—he's telling his story. Whether he's singing about the comfort of home, the weight of a breakup, or the quiet joy of a sunset by the lake, there's a raw honesty in his voice that resonates.
For JJ, music isn't about chasing fame—it's about making a connection. “I'm just trying to grow,” he says, “as a writer, as a man, and with the people who've been riding with me from the beginning.” His songs reflect that spirit—and if the past few years are any indication, he's just getting started.
JJ Rupp
JJ Rupp is a country artist whose music blends small-town soul with honest storytelling and a gritty rock edge. Raised in the quiet hills of Halifax, Pennsylvania, JJ grew up surrounded by hard work, family values, and guitar strings. What started as late-night jam sessions with his dad turned into a lifelong pursuit of songs that speak to the heart.
From playing in cover bands as a teenager to opening for major acts like Jimmie Allen and Old Dominion, JJ's journey has been anything but overnight. He built his reputation the old-school way—one show at a time, one fan at a time—playing hundreds of gigs across the country and earning millions of streams along the way. But no matter the stage, his music has always been rooted in the same thing: real life.
JJ's songs are shaped by experience—first love, growing pains, highway miles, and hard lessons learned. His 2022 Make You Mine EP introduced listeners to that depth, pairing catchy hooks with heartfelt lyrics. Now, with his newest single World Go 'Round, JJ steps even further into that reflective space, tracing the journey from restless ambition to a deeper sense of purpose.
With influences that span country, blues, and classic rock, JJ's sound is familiar but distinct. He's not chasing trends—he's telling his story. Whether he's singing about the comfort of home, the weight of a breakup, or the quiet joy of a sunset by the lake, there's a raw honesty in his voice that resonates.
For JJ, music isn't about chasing fame—it's about making a connection. “I'm just trying to grow,” he says, “as a writer, as a man, and with the people who've been riding with me from the beginning.” His songs reflect that spirit—and if the past few years are any indication, he's just getting started.
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Steal the Sky
Steal The Sky is a Philadelphia based band mixing pop, rock and dance music in an eclectic but accessible blend. STS vocalist/keyboardist Amanda O’Donnell, vocalist/guitarist/keyboardist Stephen McKnight, bassist/vocalist Matt Fearon, and drummer Noah Adams. This energetic and entertaining group plays from Vermont to Key West, all along the East Coast.
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Steal the Sky
Steal The Sky is a Philadelphia based band mixing pop, rock and dance music in an eclectic but accessible blend. STS vocalist/keyboardist Amanda O’Donnell, vocalist/guitarist/keyboardist Stephen McKnight, bassist/vocalist Matt Fearon, and drummer Noah Adams. This energetic and entertaining group plays from Vermont to Key West, all along the East Coast.
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Benderz
Since 2013, The Benderz, led by Angelique Buckley, have been captivating audiences with their energy and charisma. Known throughout the Philadelphia and South Jersey area, they create an atmosphere of fun, making friends wherever they perform. Join us for an experience that will keep you dancing all night long!
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Benderz
Since 2013, The Benderz, led by Angelique Buckley, have been captivating audiences with their energy and charisma. Known throughout the Philadelphia and South Jersey area, they create an atmosphere of fun, making friends wherever they perform. Join us for an experience that will keep you dancing all night long!
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Triple Rail Turn
Triple Rail Turn - THE Modern Country Band. TRT is the area's answer to country music. A unique collection of musicians from varying backgrounds, each member was selected not only for their musical prowess, but their ability to put on a show. TRT brings an insurmountable amount of talent and energy to each and every performance. With huge repertoire, and tons of fans following them up and down the east, a night with this band will create the perfect atmosphere for every occasion. The packed dance floor tonight will lead to nothing less than amazing memories, great times, and sore feet tomorrow!
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Triple Rail Turn
Triple Rail Turn - THE Modern Country Band. TRT is the area's answer to country music. A unique collection of musicians from varying backgrounds, each member was selected not only for their musical prowess, but their ability to put on a show. TRT brings an insurmountable amount of talent and energy to each and every performance. With huge repertoire, and tons of fans following them up and down the east, a night with this band will create the perfect atmosphere for every occasion. The packed dance floor tonight will lead to nothing less than amazing memories, great times, and sore feet tomorrow!
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Nashville Drive
Nashville recording artists Nashville Drive is a modern Country band performing originals and covering today’s country favorites. Nashville Drive has opened for national recording artists such as LANCo, Matt Stell, Thompson Square, Easton Corbin, Noah Schnacky, Kenny Chesney pre-show, Molly Hatchet, Josh Thompson, Colt Ford, Craig Campbell, Robert Randolph & the Family Band, Changes in Latitude and more. They have performed throughout New England, PA, NJ, NY and Nashville, TN at XFinity stages, Casinos, Corporate and Private Events, Ski Resorts, Ives Concert Park, Country Fairs, Rodeos, World Famous Beaches, Festivals, Towns and more.
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Nashville Drive
Nashville recording artists Nashville Drive is a modern Country band performing originals and covering today’s country favorites. Nashville Drive has opened for national recording artists such as LANCo, Matt Stell, Thompson Square, Easton Corbin, Noah Schnacky, Kenny Chesney pre-show, Molly Hatchet, Josh Thompson, Colt Ford, Craig Campbell, Robert Randolph & the Family Band, Changes in Latitude and more. They have performed throughout New England, PA, NJ, NY and Nashville, TN at XFinity stages, Casinos, Corporate and Private Events, Ski Resorts, Ives Concert Park, Country Fairs, Rodeos, World Famous Beaches, Festivals, Towns and more.
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
The Gab Cinque Band
Established in 2022, The Gab Cinque Band has become the East Coast’s most coveted rock band. 24 year old frontwoman, Gab Cinque has created a cult following around her powerhouse vocals, dynamic setlist and wild on-stage energy. Included in the lineup is Fran O’Brien (guitar/keys/vocals/MD), Matt Stanley (guitar/vocals), Aaron Manzo (bass/vocals), & Anthony Flora (drums).
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
The Gab Cinque Band
Established in 2022, The Gab Cinque Band has become the East Coast’s most coveted rock band. 24 year old frontwoman, Gab Cinque has created a cult following around her powerhouse vocals, dynamic setlist and wild on-stage energy. Included in the lineup is Fran O’Brien (guitar/keys/vocals/MD), Matt Stanley (guitar/vocals), Aaron Manzo (bass/vocals), & Anthony Flora (drums).
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
The Benjamins
The Benjamins are a trusted high-end live music act in entertainment performing 300 events a year. A unique combination of classic, modern, elegance and edge, The Benjamins are constantly evolving their live show while maintaining their roots and style that has made them a popular main stay in multiple venues and casinos across the country from Vermont to Florida, Pennsylvania, Ohio and the Midwest region to Tulsa Oklahoma and Las Vegas.
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
The Benjamins
The Benjamins are a trusted high-end live music act in entertainment performing 300 events a year. A unique combination of classic, modern, elegance and edge, The Benjamins are constantly evolving their live show while maintaining their roots and style that has made them a popular main stay in multiple venues and casinos across the country from Vermont to Florida, Pennsylvania, Ohio and the Midwest region to Tulsa Oklahoma and Las Vegas.
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Local Yokel Party with Jenny & the Bets
They’re BACK!! Come get your 25/26 Local Yokel card to earn perks at Karr Group properties and stay for Jenny & the Bets on stage 🎶🎶🎶
KPAA’s December Line Dancing Mixer
Kick the season off with Line Dancing at the KPAA’s December Mixer 👢👢
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Austin City Nights
Austin City Nights makes their Wobbly Barn debut Thanksgiving weekend. This powerful male/female co-front is turning heads with their gritty and energetic performances in the casino, private, nightclub and municipal sectors, with rebook invites at all.
Led by vocal dynamo Lee Cancela, Austin City Nights isn’t your typical country cover band. Putting their own twists on songs, the band goes epic Modern Country with a touch of Classic Rock, making for a night of happy fans enjoying an incredible band.
Happy Hour with Liz Reedy
Satrudays this Winter, Liz Reedy takes the Wobbly Barn stage for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult)
Austin City Nights
Austin City Nights makes their Wobbly Barn debut Thanksgiving weekend. This powerful male/female co-front is turning heads with their gritty and energetic performances in the casino, private, nightclub and municipal sectors, with rebook invites at all.
Led by vocal dynamo Lee Cancela, Austin City Nights isn’t your typical country cover band. Putting their own twists on songs, the band goes epic Modern Country with a touch of Classic Rock, making for a night of happy fans enjoying an incredible band.
Happy Hour with Jamie's Junk Show
Jamie’s bringing the Junk Show back to the Wobbly Barn for The Gunpowder Irish Gin Happy Hour! And we’re welcoming all ages to come and enjoy (but must be accompanied by an adult) #social
Wobbly Barn Halloween Party
The legend lives on 👻 Join us for Killington’s favorite Halloween tradition, the Annual Wobbly Barn Halloween Party!
Costumes are required for admission and winners of the costume contest will be awarded:
Best costume prize: Killington Unlimited Season Pass
Best couple's costume prize: Dinner for 4 at the Foundry
Best group costume prize: Dinner at the Wobbly Barn
Tickets are on sale now and proceeds will be donated to Killington Fire & Rescue.