The 10 best music venues in Chicago

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Where you see a concert matters. For that reason alone, be grateful we’re in an area teeming with superb options and savvy talent bookers that help make Chicago an anchor point for live music.

Granted, the venue may not be the first thing on your mind when an artist announces dates, but the place shapes how you experience a show. Sight lines, sound systems, seating, accessibility, lighting and acoustics play pivotal roles. Ditto history, reputation, atmosphere, friendliness and focus.

Since the start of the 21st century, the local music scene has undergone immense changes. Double Door, Abbey Pub, Fireside Bowl, Elbo Room, Lounge Ax, HotHouse and the Congress Theater all shuttered. The Promontory in Hyde Park will join that list when it closes in December. Venerable rooms that once had packed schedules hang on, yet often stay dark or settle for lesser draws.

Turnover isn’t limited to clubs. Big outdoor concerts pivoted from the widely despised amphitheater in Tinley Park to Wrigley Field and Soldier Field. Chicago’s busy festival slate — think Lollapalooza, Riot Fest, North Coast, Lyrical Lemonade Summer Smash and the bygone Pitchfork Music Festival — further altered the landscape.

Another major reason for the evolution is fierce competition, a sign of healthy demand. City Winery, Reggies, the Salt Shed, Thalia Hall, Concord Music Hall, Lincoln Hall, Sleeping Village, Radius, Winter’s Jazz Club, Ramova Theatre, Garcia’s Chicago, Outset, Huntington Bank Pavilion at Northerly Island, Wintrust Arena, Bookclub, the CheckOut and a relocated Bottom Lounge are among spots that opened within the past two decades.

All of which makes identifying Chicago’s finest live establishments a good problem to have — and for a critic who’s reviewed music for the Tribune for 25 years, a chance to take stock of what has changed.

With no disrespect to our suburban neighbors or locations not included here, these venues (in alphabetical order) rise above when it comes to delivering on overall experience and presenting first-rate concerts.

The Chicago Theatre

Audience members watch Nap Eyes open for Fleet Foxes at the Chicago Theatre in 2017. (Armando L. Sanchez/Chicago Tribune)
Audience members watch Nap Eyes open for Fleet Foxes at the Chicago Theatre in 2017. (Armando L. Sanchez/Chicago Tribune)

In an ironic twist of fate, the New York-based Madison Square Garden Entertainment owns the venue distinguished with the landmark “Chicago” marquee. That doesn’t take away from the ornate accents, excellent sightlines and warm acoustics at a theater that the entrepreneurs Balaban and Katz used as their flagship in the early 20th century.

Incredibly, the French Baroque gem nearly met the wrecking ball before a local organization and the city rescued it in the mid ‘80s. The triumphant lobby — adorned with a street-facing stained-glass window, palatial staircase modeled after one in the Paris Opera House, and wide promenades — transports you to an era in which every detail mattered. Appointed with lavish ceiling murals, crystal chandeliers, bronze fixtures, artisanal plaster work and regal red seats, the stage level envelops you in majesty. As you pass underneath the mezzanine overhang and absorb the expanse, the room produces a liberating sensation of moving from a small-to-grand space that Frank Lloyd Wright might have admired. Though the 3,600-capacity venue serves as a multi-purpose facility, we wouldn’t mind if it were a music-only space.

175 N. State St.; msg.com/the-chicago-theatre

Constellation

Bassist Christian McBride plays at Constellation with his quartet New Jawn on March 23, 2023. (Victor Hilitski/for the Chicago Tribune)
Bassist Christian McBride plays at Constellation, with his quartet New Jawn, March 23, 2023. (Victor Hilitski/for the Chicago Tribune)

Most venues don’t have a mission statement that reads like a thesis summary. Then again, most venues aren’t Constellation, whose “programming fosters collaborations between disparate musical communities, helping to enrich and enhance a broader understanding of how these traditions have developed and intersected.”

Launched in 2013 by Chicago drummer and presenter Mike Reed, Constellation immediately became a vital hub for progressive music. It remains true to its focus on nurturing local talent and booking jazz, contemporary classical and experimental composers. To achieve his goals, Reed surrounded himself with like-minded creatives and established a nonprofit arm. Constellation’s form-follows-function room fosters artist-audience kinship. A combination of folding chairs and risers lets you watch in comfort, and the compact setup means you see everything up close.

3111 N. Western Ave.; constellation-chicago.com

The Empty Bottle

People watch Mia Joy perform at the Empty Bottle on Oct. 21, 2025, in Chicago. (Armando L. Sanchez/Chicago Tribune)
People watch Mia Joy perform at the Empty Bottle, Oct. 21, 2025, in Chicago. (Armando L. Sanchez/Chicago Tribune)

Club owner Bruce Finkelman tapped every cent of his $923 in savings to open Empty Bottle in a nondescript bar in 1992. Space limitations and a landlord irked about him hosting live shows prompted a move up Western Avenue in fall 1993. Ever since, the homey dive currently celebrating its “33⅓ anniversary” has held firm to the principles that put it on the radar of music aficionados everywhere: cheap drinks, inexpensive tickets, adventurous bookings, friendly employees and the chance to experience bands on the pocket-size stage as you belly up to the bar. Brick walls, graffitied bathrooms, a tin ceiling, pool table, photo booth, mangled police car door and awning that trumpets “MUSIC FRIENDLY DANCING” give the 350-capacity Ukrainian Village staple a shabby-chic atmosphere that countless places have imitated.

Sold-out shows get crowded, and peeking over your neighbor’s head might be difficult.  But there’s no replicating the vibe or forgetting the joy of calling in sick the next morning after spending a late night (headliners typically plug in at around 11 p.m.) at one of America’s definitive “I saw them back when” hole-in-the-wall treasures.

1035 N. Western Ave.; emptybottle.com

Green Mill

Green Mill manager Nicole Berg steps out before the evening crowd, Oct. 22, 2025, in Chicago. (John J. Kim/Chicago Tribune)
Green Mill manager Nicole Berg steps out before the evening crowd, Oct. 22, 2025, in Chicago. (John J. Kim/Chicago Tribune)

Immediately recognizable from the street via the glow of its vintage neon sign, the Green Mill casts a magical spell once you step through its front door. Entering feels like a trip back in time and a gateway to the coolest jazz lounge on the planet. Sure, there’s the lure of the complicated history that stretches back to the turn of the 20th century and the lore includes when it was the Green Mill Gardens, destructive fire in the 1930s, Al Capone and the Prohibition Era. Plenty of movies and television shows have filmed here. But the Uptown joint that owner Dave Jemilo rescued from dilapidation in 1986 never disappoints.

Consider the plaster-encased light fixtures and thick-framed murals hovering above booths that wink to the Jazz Age. The affordable cover charges and “quiet-during-performance” rules. The dim lighting, wood-paneled walls, discreet stage and relaxed, stay-awhile vibes. The caliber of music on display. Decorated during the 1930s and last structurally altered in 1942, the Green Mill is the most seductive, distinctive and charming room in Chicago. Arrive early to secure a seat to a national act. Or stop by for a local residency or dance to vintage jazz during the week. And hope nothing ever changes.

4802 N. Broadway Ave.; greenmilljazz.com

Metro

The Smashing Pumpkins performs at Metro in Chicago on Sept. 20, 2022. (Chris Sweda/Chicago Tribune)
The Smashing Pumpkins performs at Metro in Chicago on Sept. 20, 2022. (Chris Sweda/Chicago Tribune)

For a stretch that began in the mid ‘80s and persisted for two decades or so, Metro asserted itself as the foremost Midwestern spot that any burgeoning band needed to play. Starting with R.E.M. in September 1982 (admission: $6), the list of names that used the stage in the former Swedish community center as a launching pad to greater success runs into the hundreds. And for good reason.

The 1,100-capacity Metro — which dropped “Cabaret” from its name in the early ‘90s and celebrated its 40th anniversary under taste-maker and local legend Joe Shanahan’s direction in 2022 — affords the sweat-soaked physical proximity and high decibel levels that go hand-in-hand with the rock, industrial and punk with which it claims a vast history. You sense that connection when you enter the lobby and ascend stairs en route to the main floor, smiled upon by high ceilings and a multi-textured proscenium arch that makes it seem as if the artists perform in a giant picture frame that could border a priceless painting in a world-class museum. The allure of the downstairs dance club Smart Bar — an ideal after-show haunt — adds incentive to frequent one of the last non-suburbanized establishments orbiting Wrigley Field.

3730 N. Clark St.; metrochicago.com

Maurer Concert Hall at Old Town School of Folk Music

The audience waits for Cat Power to perform at Maurer Concert Hall at Old Town School of Folk Music in 2013, in Chicago. (John J. Kim/Chicago Tribune)
The audience waits for Cat Power to perform at Maurer Concert Hall at Old Town School of Folk Music in 2013, in Chicago. (John J. Kim/Chicago Tribune)

If you’re not a tycoon who can offer millions of dollars to artists to play a private show for you and your dearest pals, your next best bet is seeing a show in Maurer Concert Hall at the Old Town School of Folk Music. Performances lean toward singer-songwriter, roots, gospel and international fare. The farthest seat is 45 feet from the stage, balcony included. The dollhouse-like arrangement means you will basically hear every note and easily discern the difference between a pick and a finger hitting guitar strings. These advantages explain why Brandi Carlile accomplished the seemingly impossible in 2014 when she and her support duo performed without needing a single amplifier or microphone. In short, the hall in the former Hild Regional Library is as close as you’ll probably come to experiencing a concert in your living room.

4544 N. Lincoln Ave.; oldtownschool.org

Orchestra Hall at Symphony Center

Orchestra members warm up on Jan. 23, 2022, before the Chicago Symphony Orchestra performs "Muti Conducts Sleeping Beauty & Swan Lake" at Symphony Center. (Brian Cassella/Chicago Tribune)
Orchestra members warm up on Jan. 23, 2022, before the Chicago Symphony Orchestra performs “Sleeping Beauty & Swan Lake” at Symphony Center. (Brian Cassella/Chicago Tribune)

Designed for a site once occupied by a livery stable by the architect who instructed Chicago “to make no little plans,” Daniel Burnham’s home for the Chicago Symphony Orchestra exudes magnificence. Suggesting the weight, fanfare and magnificence that should accompany classical music, its Beaux Arts auditorium projects acoustics to the unobstructed regions with a naturalism, balance and tonality that reward those on the floor and stair-climbers in the Flynn Gallery with sensational sound.

Orchestra Hall has undergone multiple renovations since its 1904 debut, most recently in the mid ‘90s via a project that created Symphony Center. Yet the National Historic Landmark holds tight to black-tie elegance and formal etiquette. Witness the nattily dressed ushers or dispensers stocked with free cough drops. Also, don’t miss the one element here that flies in the face of convention: terrace seating behind the stage. It offers a cheaper price of admission and viewing perspective hard to find elsewhere.

220 S. Michigan Ave.; cso.org

The Salt Shed

Lee Fields opens for the Alabama Shakes at the Salt Shed's outdoor space the Fairgrounds, July 15, 2025. (Armando L. Sanchez/Chicago Tribune)
Lee Fields opens for the Alabama Shakes at the Salt Shed’s outdoor space the Fairgrounds, July 15, 2025. (Armando L. Sanchez/Chicago Tribune)

Slightly more than two and a half years after opening most of its interior in the wake of its $50 million transformation, Salt Shed already ranks amid the area’s premier venues. Complementing the inside and outside concert spaces with retail stores, food vendors, offices and the Elston Electric barcade, the old Morton Salt plant encourages you to arrive well before shows begin and linger after. Goose Island operates a pub on the campus, giving you another excuse to go on days when stages stay dark.

But you’ll want to see music here. The immense, 3,500-capacity indoor space pairs original architectural features — industrial tubes, rods, planks and trusses; towering A-frame roof; reinforced-concrete walls — with modern amenities such as grandstand seating, a premium balcony section, sweeping lobby and high-end bars. A top-notch L-Acoustics sound system tames issues that normally plague cavernous sites. Outside on the 5,500-capacity Fairgrounds, Salt Shed proves equally up to the task with an expansive communal area, various vendors and solid sonics. Those who splurge can venture up to rooftop platforms, a balcony or the Three Top Lounge for awe-inspiring views of the stage, Chicago River and skyline. If recent news (first reported by Crain’s Chicago Business) about the Salt Shed purchasing an adjacent five-acre site for a future outdoor venue that will accommodate 15,000 people is true, the scope of this destination will be limited only by imagination.

1357 N. Elston Ave.; saltshedchicago.com

Schubas

Taja Cheek, aka L'Rain, center, performs at Schubas on Jan. 19, 2024, in Chicago. (John J. Kim/Chicago Tribune)
Taja Cheek, aka L’Rain, center, performs at Schubas on Jan. 19, 2024, in Chicago. (John J. Kim/Chicago Tribune)

One of the last Schlitz Brewery “tied houses” functioning as a tavern, Schubas exudes class and intimacy. Defined by bold arches, patterned brick, patina copper trim and a tall sign that doubles as a Lakeview beacon, the exterior of the neo-gothic building hints at the delights you encounter inside. A mahogany bar and paneling garnish a front bar that leads to the rear, where up-and-comers whose work spans pop to Americana and hip hop build their case for a larger audience.

Since opening in 1989, Schubas has presented shows most nights of the week and often been the first Chicago space many acts play. For certain generations of listeners who correlate staying power and worthiness with artists who pay their dues, the common sight of a van or U-Haul trailer parked outside the side door on Belmont Avenue speaks volumes about the musicians who usually walk through the crowd on the way to the no-frills stage. Reasonable prices, tasty libations and a down-to-earth atmosphere make rolling the dice on predominantly unknown names a no-risk proposition.

3159 N. Southport Ave.; lh-st.com

Thalia Hall

Shawn Colvin and Steve Earle perform at Thalia Hall in Chicago, June 6, 2014. (Andrew A. Nelles/for the Chicago Tribune)
Shawn Colvin and Steve Earle perform at Thalia Hall in Chicago, June 6, 2014. (Andrew A. Nelles/for the Chicago Tribune)

Inspired by the Prague State Opera House and constructed in 1892 to showcase Bohemian entertainment, Thalia Hall sat vacant for five decades before local hospitality collective 16 on Center set about transforming the castle-like edifice into a mixed-use property for events, dining and more. Designated a Chicago cultural landmark, the 900-capacity Pilsen venue sports crown molding, matching sets of opera boxes and a wrap-around balcony with graduated seating. Patrons who stand on the wood floor enjoy elbow room absent at other standing-dominant venues. Smartly positioned bars let you grab refreshments without missing the show or interfering with nearby fans. No matter where you watch, the sound is clear and resonant.

As a rule, artists who perform here for the first time enthusiastically comment about the space. Plenty get the opportunity. Embracing an eclectic cross-section of genres, Thalia Hall is increasingly busy, netting tours that used to route through older North Side venues.

1807 S. Allport St.; thaliahallchicago.com

Plus a handful of other venues we had to mention:

Auditorium Theatre

Walk into this 1889 Adler and Sullivan palace, gaze at the gorgeous ornamentation, ogle the 24-karat gold-leafed arches and savor the extraordinary acoustics. 50 E. Ida B. Wells Drive; auditoriumtheatre.org 

Hideout

In an aptly secluded location, this blue-collar joint in a modest balloon-frame house combines a shot-and-a-beer watering hole in front and performance/community space in back. 1354 W. Wabansia Ave.; hideoutchicago.com 

Jazz Showcase

Described by former Tribune jazz critic Howard Reich as “a jewel box of a room,” Chicago’s longest-running jazz club will celebrate its 80th birthday in 2027. 806 S. Plymouth Ct.; jazzshowcase.com 

Lincoln Hall

Small-scale environs, dynamic sonics, multi-tier viewing options, easy transportation access and an audio assist from Wilco cover the key bases at Schubas’ sister venue. 2424 N. Lincoln Ave.; lh-st.com 

Martyrs’

Its windows often plastered with handbills and posters, this three-decades-old establishment oozes coziness and consistently surprises with diverse, roots-oriented bookings.  3855 N. Lincoln Ave.; martyrslive.com 

Rosa’s Lounge

Got the blues? So does this friendly, unpretentious Logan Square favorite that has catered to locals and kept it real since 1984. 3420 W. Armitage Ave.; rosaslounge.com 

United Center

Yes, it’s monstrous. But in terms of presenting cutting-edge spectacle, flexible staging and high-res visuals, the UC stands alone. 1901 W. Madison St.; unitedcenter.com 

The Vic Theatre

Head to the balcony of this 1400-capacity Lakeview staple built in 1912, grab a seat and enjoy clear views of the stage and flanking loge boxes. 3145 N. Sheffield Ave.; jamusa.com/venues/the-vic

Bob Gendron is a freelance critic.

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The 10 best music venues in Chicago

This guy’s in love with music. Why Herb Alpert is coming to the Dolby – Daily News

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Herb Alpert seems to be everywhere.

The six-time Grammy-winning trumpeter is recording, performing live and showing his artwork in a Palm Springs gallery. In addition, he owns a jazz club in Bel Air.

At age 90, he’s doing it all for fun.

“I make music for myself, and it keeps me going,” he said in a phone interview from his home in Malibu.

His 51st album, “Christmas Time Is Here,” will come out on Friday, Nov. 7.

“It’s a bunch of songs that came up in my brain for one reason or another. I don’t have a master plan. I was just thinking about Christmas, and one of my managers said why don’t you do another Christmas album,” he said. “I guess a couple of songs I recorded before. But when I record, in general I try to do something that hasn’t been done quite that way before.”

Those 12 tracks range from “Jingle Bells” to Mariah Carey’s “All I Want For Christmas is You.”

“I pick all songs by melody. I’m a melody person,” he added. “I think you can have a great rhythm and a great groove and no melody and it’s going to go no place. It’s not fun to listen to. But when there’s a good melody involved and you can put all the right elements to it, I think it’s fun to listen to.”

A week later, Nov. 14-15, Alpert will be at the Dolby Theatre, part of a tour celebrating the 60th anniversary of his most famous LP, “Whipped Cream & Other Delights.” Both shows are long sold out (resale seats were available at press time), but tickets are available for a San Diego show next year on June 17.

“I wanted to play at the Dolby, but they said nah, that’s a big place, 3,300 people. I said well, I think we’ll do OK. Anyway, they sold out in 10 days, and then they put on the extra concert the night before the original concert was booked, and that sold out, too. So I’m flying high on all this stuff. I’m having a good time. And I can’t believe at my age all this is coming to me.”

Lani Hall and Herb Alpert attend Live at The Music Center: Concert Celebrating Jerry Moss, Co-Founder of A&M Records at The Music Center on Jan. 14, 2023 in Los Angeles. (Photo by Araya Doheny/Getty Images for The Music Center)
Lani Hall and Herb Alpert attend Live at The Music Center: Concert Celebrating Jerry Moss, Co-Founder of A&M Records at The Music Center on Jan. 14, 2023 in Los Angeles. (Photo by Araya Doheny/Getty Images for The Music Center)

The show is called “Herb Alpert & The Tijuana Brass & Other Delights” and, according to the crowd-sourced website Setlist.fm, recent concerts have been a mix of songs from that LP and other hits, including his first as a solo artist, 1962’s “The Lonely Bull,” “This Guy’s In Love With You” and “Rise.”

Lani Hall, lead vocalist for Sérgio Mendes & Brasil ’66 and Alpert’s wife of nearly 51 years, will be part of the Hollywood shows, according to representatives.

Catching fire

“Whipped Cream” was Alpert’s fourth LP with the Tijuana Brass, although there initially was no band. Alpert created the illusion with overdubbing for “The Lonely Bull” and also used L.A. session musicians known as the “Wrecking Crew.”

The record is perhaps best known for its bold album jacket, featuring model Dolores Erickson seemingly wearing only a gown of shaving cream in front of a green background. It was No. 1 on Billboard’s list of top-selling LPs for 1966 and has taken Alpert from vinyl to TikTok.

“‘Whipped Cream’ was the result of a distributor in New Orleans who called me and said Al Hirt had turned down a song that you might like. So I asked him to play it for me over the phone. It happened to be ‘Whipped Cream’ by Alan Toussaint, this composer from that part of the country. And that opened up the idea for my brilliant partner Jerry Moss, who said why don’t we collect a bunch of food titles into a concept album. I wasn’t thinking like that. I was just thinking song after song that touched me. But he was into concepts.”

Trumpeter Herb Alpert and band members arrive in London, Oct. 6, 1966, for a concert at the Royal Albert Hall. (Photo by Central Press/Getty Images)
Trumpeter Herb Alpert and band members arrive in London, Oct. 6, 1966, for a concert at the Royal Albert Hall. (Photo by Central Press/Getty Images)

“Surprise of all surprises — I’m jumping ahead of the story now — but there’s a song on there called ‘Ladyfingers.’ Somebody on TikTok picked it up. They didn’t know me, obviously. But they just liked the song and they used it as a background to one of their videos. And all of a sudden it caught fire. People started using that same song, and to this day I’ve had over 4 billion streams on this song that I did 60 years ago.”

Snippets of his 1965 track “Ladyfingers” have been used in more than 7,900 videos on the social platform to date, his clear trumpet cutting through the chatter of product pitches, fashion shoots and cat videos.

“I was born in 1935. Just out of curiosity I asked Siri, or however you get that information, what was the population of the world in 1935. And the population was 2.7 billion people,” he said (It’s now over 8.1 billion).

“Whipped Cream” was released on A&M Records, a label he founded with Moss. They would acquire their own studio in 1966,  but the album was recorded at Gold Star Recording Studios at Santa Monica Boulevard and Vine Street. The building has been replaced by a strip mall, but it in its day it was known for Phil Spector’s use of its echo chambers in creating his “wall of sound.”

“There’s certain studios that have a particular sound, like the sound at Capitol Records and the echo chambers there. They have a distinct, warm quality. Other studios, technically they’re good but acoustically, for some reason the sound inside the recording studio, even though they might be using similar microphones than other studios use, it just changes, doesn’t have the character all its own,” Alpert said.

“What happened at Gold Star, it was a surprise. When you record in the recording studio and you go back into the control room to listen to the result, it’s almost a little better than what you remembered being in the studio. There was a quality in the studio that was pretty good. I finally talked them into letting me see the echo chamber that they use.”

“So I went in there one afternoon, and it was like a mess in there. It was like beer cans and paper and a speaker here and a microphone over there. So that was the sound. It had nothing to do with the beer cans. It was a surprise. I thought everything was kept really neat and tidy.”

The A&M years and beyond

A Los Angeles native, Alpert was raised in Boyle Heights and attended Fairfax High School, where his interest in music began to gel. He was performing in clubs as a teenager, and after a stint in the U.S. Army, he attended USC and played in the Trojan Marching Band. Then he broke into the recording world. He wrote a song with fellow Boyle Heights native Lou Adler, “Wonderful World,” which became a hit for Sam Cooke in 1960.

He and the late Jerry Moss, then a record promoter, started their own label in 1962 on an investment of $100 each.

Alpert, who shows the utmost respect for Moss in interviews, said he believes his partner was responsible for A&M’s logo, featuring the silhuette of a trumpet.

"Lifetime Achievement Award" honorees and A&M Records founders Herb Alpert and Jerry Moss pose backstage during the 21st Annual Rock And Roll Hall Of Fame Induction Ceremony at the Waldorf Astoria March 13, 2006 in New York City. (Photo by Scott Gries/Getty Images)
“Lifetime Achievement Award” honorees and A&M Records founders Herb Alpert and Jerry Moss pose backstage during the 21st Annual Rock And Roll Hall Of Fame Induction Ceremony at the Waldorf Astoria March 13, 2006 in New York City. (Photo by Scott Gries/Getty Images)

Initially, A&M was known for Alpert’s sound, which 1960s record reviewers called Ameriachi, a blend of pop, jazz and Latin influences. Alpert follwed up the Tijuana Brass with the Baja Marimba Band. Sergio Mendes and Brasil ’66, known for the bossa nova, joined the label in that year.

A&M’s catalog became more diverse in the 1970s and ’80s. Artists included the Carpenters, Cat Stevens, the Captain & Tennille, Peter Frampton; Janet Jackson and the Police. Sting delivered the tribute speech when Alpert and Moss were inducted into the Rock & Roll Hall of Fame in 2006.

Sting, right, hugs Herb Alpert, left, before he introduced Alpert and Jerry Moss, the co-founders of A&M Records, prior to their induction into the Rock & Roll Hall of Fame during ceremonies, Monday, March 13, 2006 in New York. Sting recorded on A&M Records both as a solo act and a member of The Police. (AP Photo/Jeff Christensen)
Sting, right, hugs Herb Alpert, left, before he introduced Alpert and Jerry Moss, the co-founders of A&M Records, prior to their induction into the Rock & Roll Hall of Fame during ceremonies, Monday, March 13, 2006 in New York. Sting recorded on A&M Records both as a solo act and a member of The Police. (AP Photo/Jeff Christensen)

The duo acquired Charlie Chaplin’s studio from the silent movie era for A&M. The property, at 1416 N La Brea Ave., is now the home of the Jim Henson Company and boasts a statue of Kermit the Frog dressed as Chaplin’s Little Tramp character at its entrance.

“We started out with 35 people in a big, huge lot. And it seemed like we overextended the amount of people we needed in the amount of space,” Alpert said. “But little by little we outgrew it and we had to start building facilities on that property. And we kept finding little tidbits of information, old shoes and newspapers stuck in the walls and little bits of Charlie Chaplin stuff. It’s a very creative place.”

Alpert and Moss sold A&M Records to Polygram Records in 1989. Alpert said he doesn’t miss that aspect of his career.

“It started with the two of us in my garage. And then there was three and five and 12 and 102. When we sold the company there were 500 people around the world. So I kind of lost my fastball when it came to knowing the people in the company and being really involved on that level. So it was not hard for me to leave that facility.”

A reception for Herb Alpert's Black Totem Series is held at Ace Gallery on Feb. 4, 2010 in Beverly Hills.. (Photo by Frazer Harrison/Getty Images)
A reception for Herb Alpert’s Black Totem Series is held at Ace Gallery on Feb. 4, 2010 in Beverly Hills.. (Photo by Frazer Harrison/Getty Images)

Alpert found other ways to keep his hand ins show business. He put money into Broadway plays in the 1990s, including the Pulitzer Prize-winning “Angels in America.” He funded the UCLA Herb Alpert School of Music with a naming gift of $30 million in 2008. And he recently donated $1 million to the Los Angeles Unified School District’s throwback music instrument repair operation, known for the Oscar-winning 2023 documentary “The Last Repair Shop.”

He owns Vibrato Grill Jazz, a supper club about 4 miles north of UCLA. It has live music several nights a week. Upcoming artists include Debby Boone and Seth MacFarlane.

“I wanted to have a little jazz club with good food, a place where local musicians could have a good time,” he said.

It’s also a place where you can see Herb Alpert’s work as a painter.

“The first painting that you see as you walk in the door is a painting I did for the great Stan Getz, who was a dear friend of mine, and that painting was hanging over his fireplace.”

Alpert has been painting and sculpting for almost as long as his musical career. He does it for his own satisfaction, he says, but his work has been on exhibit over the years, including towering black bronze sculptures called Spirit Totems.

Hundreds of Alpert’s works are on display in a Palm Springs gallery at 1105 N. Gene Autry Trail. It’s open to the public on Fridays and Saturdays by appointment only.

“I’m not thinking of myself am I as good as Picasso or any of the great artists. It’s not important to me, because I’m a musician. This art reflects me as a musician. That’s about it. If you like it, great. If you don’t, that’s OK. I’m still doing it.”

The gallery was designed by architect Harry Newman with a mysterious curved entrance painted bright red. Alpert calls it, “Behind the red door…”

A 15-foot sculpture by Herb Alpert stands in front of his gallery in Palm Springs, Wednesday, Oct. 8, 2025. (Photo by Fielding Buck, The Press-Enterprise/SCNG)
A 15-foot sculpture by Herb Alpert stands in front of his gallery in Palm Springs, Wednesday, Oct. 8, 2025. (Photo by Fielding Buck, The Press-Enterprise/SCNG)
A sculpture of a trumpeter by Herb Alpert stands in front of his gallery on Gene Autry Trail in Palm Springs, Wednesday, Oct. 8, 2015. (Photo by Fielding Buck, The Press-Enterprise/SCNG)
A sculpture of a trumpeter by Herb Alpert stands in front of his gallery on Gene Autry Trail in Palm Springs, Wednesday, Oct. 8, 2015. (Photo by Fielding Buck, The Press-Enterprise/SCNG)

In front of the entrance is a 15-foot sculpture of a trumpet player.

“I wanted to capture, not me, not Miles Davis,” said Alpert. “I wanted to capture the feeling, what it feels like to play jazz.”

Information: herbalpert.com, herbalpertart.com, vibratogrilljazz.com

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This guy’s in love with music. Why Herb Alpert is coming to the Dolby – Daily News