Plenty of comparisons have historically been made between music and painting—Bill Evans’ liner notes to Kind of Blue summarize the concept perfectly—and yet it’s not often the opportunity arises to admire an artist’s visual painting and his music at the same time. That chance comes this weekend, when abstract expressionist and blues guitarist and singer Mike Henderson appears at the di Rosa Preserve. A faculty member at UC Davis for over 30 years, Henderson works with a paintbrush the way most bluesmen bend nickel-wound strings, and openly states his goal is to reveal a painting that has more questions than answers. As a singer, Henderson is rugged and rough-edged, with a style that cries for empathy. To benefit educational programs, he and his band perform above the lake at the di Rosa in conjunction with his current new work on display in the Gatehouse Gallery. Advance tickets, including VIP seating with buffet dinner, are required when Henderson struts his stuff on Saturday, Aug. 8, at the di Rosa Preserve. 5200 Sonoma Hwy., Napa. 7pm. $50–$100. 707.226.5991.Gabe Meline

It was a hot summer night, and me and this country singer I was dating sleeping with were completely loaded. We grabbed a bottle of Charles Shaw from my apartment, headed downtown, and amused ourselves by flying paper airplanes from the top of a five-story parking garage. The fuzz pulled up, and I was brusquely informed I could either get a ticket for the open container or for littering paper airplanes all over the streets below. “Waazz cheeeeaper?” I slurred. “Open container,” replied the cop. (The country singer promised to split the fine with me, but we fell out shortly afterward.) An open container charge isn’t that big of a deal, but maybe I’d like to get it removed from my record—in which case, I’m in luck and you are, too. Just bring your criminal docket from court, and learn how to expunge criminal charges from your permanent record in a valuable one-hour lecture on Wednesday, Aug. 5, at the Sonoma County Bar Association Office. 37 Old Courthouse Square, Ste. #100, Santa Rosa. 5:30pm. $10. 707.546.2924.Gabe Meline

Madeleine Peyroux’s 1996 debut album, Dreamland, arrived at a curious time in New York, when Grand Royal magazine and the Jon Spencer Blues Explosion ruled the scene. A quiet, whimsical collection of standards including covers of Patsy Cline and Edith Piaf, Peyroux’s collaboration with downtown jazz luminaries James Carter, Cyrus Chestnut and Marc Ribot failed to make a massive splash, instead hovering in cult status for eight long years. Fast-forward to the post–Norah Jones New York landscape, and Peyroux has all of a sudden received gales of attention, especially for her album of enduring classics Careless Love. She brings her voice, hued strongly with Billie Holiday, and her astonishingly demure stage presence to town on Wednesday, Aug. 5, to the Wells Fargo Center. 50 Mark West Springs Road, Santa Rosa. 8pm. $20–$70. 707.546.3600.Gabe Meline

If it weren’t for the slow but sure power of the independent music industry, Paul Thorn’s record label, Perpetual Obscurity, might actually be fitting. But as it is, Thorn, a Tupelo, Miss. Native, is far too talented to be contained by the usual languish. Since hanging up his gloves as a professional boxer, he’s been noticed by everyone from Mark Knopfler to Bonnie Raitt (“I told her that the next time she went out on tour,” Thorn joked recently, “if she didn’t pick me as her opening act, she and her dog would surely burn in hell”). A born storyteller with an endearingly halted drawl, Thorn is a pleasure to watch live; the setting is perfect for his tales of the dry South when he appears at a barbecue on the lawn on Sunday, Aug. 2, at Rancho Nicasio. Town Square, Nicasio. 4pm. $22–$25. 415.662.2219.Gabe Meline

As a founding member of the Reduced Shakespeare Co. and co-creating force behind the smash stage hit The Complete Works of William Shakespeare (abridged), Jess Winfield knows a thing or two about brevity in the face of a short attention span. So it comes as no surprise that he appears in Santa Rosa with a lecture entitled “Why TV Isn’t Evil: What Writers Can Learn from Television, Film and Theater.” The 22-minute sitcom in which life catastrophes are presented, navigated and overcome will no doubt be covered, but with the virtual demise of the sitcom, the real question is what writers could possibly hope to learn from the glut of so-called unscripted reality competition shows that clog the cable lines. Find out when Winfield appears with the Redwood Writers’ Club on Sunday, Aug. 2, at Copperfield’s Books. 2316 Montgomery Drive, Santa Rosa. 3pm. $5. 707.578.8938.Gabe Meline

 Where would we be without Smokey Robinson? Can any one of us imagine life without “Tracks of My Tears,” “I Second That Emotion” or “You Really Got a Hold on Me?” Just how much more lousy would music be without “Since I Lost My Baby” or “Shop Around”? Or even “Cruisin’” and “Being with You”? I could fill this entire page with Robinson’s contributions to American music. The fantastic thing is that unlike so many other living legends, he’s still in possession of a great voice. A consummate performer who tours with a full orchestra and conductor, Robinson deserves every accolade placed at his feet. If you can only afford to attend one concert this summer, make it Smokey Robinson on Saturday, Aug. 1, at Robert Mondavi Winery. 7801 St. Helena Hwy., Oakville. 7pm. $95–$125. 707.226.7372. 

Gabe Meline

San Francisco’s psychedelic surf-guitar group the Mermen have been awfully quiet since the 2000 release of The Amazing California Health and Happiness Road Show, although as far as notes to end on, that recording is in the upper range of incredible. Drenched in atmosphere, melody and tone, it’s everything that doesn’t come to mind when one thinks of “psychedelic surf guitar” (it sounds almost nothing like Man or Astro-Man? or Los Straitjackets). In the recording’s wake, the Mermen have been riding on a wave of live shows, many of which are recorded and archived by the band’s rabid fan base and posted online. But who wants to listen to Quicktime mp3s when the Mermen themselves are playing this weekend? To wit: on Friday, July 31, at the Mystic Theatre. 23 Petaluma Blvd. N., Petaluma. 9pm. $12–$15. 707.765.2121.  

Gabe Meline

Nothing says “community radio” quite like KWMR, Marin County’s only radio station, and nothing helps KWMR quite like the annual Far West Fest. Held in the “Love Field” just outside Point Reyes Station, the festival in years past has raised money with appearances by Camper Van Beethoven, Vinyl and Poor Man’s Whiskey. This year things get especially funky with Bay Area legend Lyrics Born tearing up the stage with songs from his latest joint, Everywhere at Once. Once blazing up nightclubs as part of the hip-hop duo Latyrx, Lyrics Born underwent a reinvention as a soul singer around the turn of the century and has since strode full-bore into a syncopated blend of gravel, swagger and spit. Also on the lineup is established songwriter Sean Hayes, whose softer tones should provide a calm before Lyrics Born’s storm, as well as Albino, Red Meat, the Green String Farm Band and others. Food, drink and circus acts round out a lovely way to spend an afternoon in West Marin on Saturday, July 25, at Love Field. 11171 Sir Francis Drake Blvd., Point Reyes Station. 11am–7:30pm. $10–$30. 415.663.8068.Gabe Meline

We all watched it, and we all felt our hearts sink like rocks. Tom Watson’s missed putt on 18 at the British Open ended a weekend of improbable hopes and unbelievable excitement, as the 59-year-old golfer maintained a constant lead throughout a weekend that seemed too good to be true. Suddenly, it was pre-Tiger golf, with none of the club-swatting or fist-pumping. Golf as it was played 30 years ago. You know, Watson’s game. Steady, level-headed and gracious even into the brutal unraveling playoff, Watson kept his cool while losing ground out in the rough. Was he thinking about how close he’d been to being the oldest golfer to win a Major? Was he thinking, possibly, about being young again, the way that everyone hopelessly glued to the tournament thought about having one more shot at greatness? Either way, he gave us a hell of a ride. So here’s to Tom Watson. Be sure to raise a glass to him when jazz bassist Justin Hellman performs among the fairways on Thursday, July 23, at Bluewater Bistro. Links at Bodega Harbour Golf Course, 21301 Heron Drive, Bodega Bay. 707.875.3519.Gabe Meline

No ghetto blaster in 1986 was complete without three breakdance staples: “Jam on It” by Newcleus, “Roxanne Roxanne” by UTFO and “Rumors” by Timex Social Club. Led by the exasperated narration of the group’s gossip-addled singer, Michael Marshall, “Rumors” was the only one out of the three to fly up the Billboard charts and become a smash hit across the Atlantic. Marshall appears as part of the At All Costs record release show this weekend, which is sure to be a hot time as the Santa Rosa group’s newest album, Delusions of Grandeur, is feted at an all-night party. Special guest Rappin’ 4-Tay, who dominated ghetto blasters in 1994 with “Playaz Club,” will be on the mic, as well as Myra, whose emancipation from her former squeaky-clean Disney girl image has resulted in some relieving electropop from the 22-year-old, locally based Latina singer. It gets crackin’ on Thursday, July 23, at the Last Day Saloon. 120 Fifth St., Santa Rosa. 9pm. $10. 707.545.2343.Gabe Meline