For the second time in less than a year, Willie Nelson and Bob Dylan played the Hollywood Bowl on Friday night, bringing together two legends of American song on one stage. The concert — actually Nelson’s third recent visit to the Bowl after his 90th-birthday bash in 2023 — was part of the annual traveling Outlaw Music Festival, which will keep Nelson, now 92, and Dylan, who’ll turn 84 next week, on the road through mid-September. Here are nine highlights from the show:
1. Last year’s Outlaw tour stopped at the Bowl in late July, which at that time meant Nelson didn’t have to ward off the chilly May gray that inevitably settles after dark over the Cahuenga Pass. Here, a day after reportedly suffering from a cold in Chula Vista, Nelson kept warm in a stylish black puffer jacket to go with his signature red bandanna.
2. John Stamos played percussion in Nelson’s six-man band Friday — a somewhat lower-key role than the prominent guitar-and-vocals spot he often holds down these days in Mike Love’s touring Beach Boys. Yet the TV star looked pleased as punch to be back there, shaking a shaker as Nelson opened his set, as always, with “Whiskey River.” Also on hand, filling in for Nelson’s son Lukas was singer-guitarist Waylon Payne, who sang lead in a moving version of Kris Kristofferson’s “Help Me Make It Through the Night” — the folk-soul masterpiece made a hit in 1970 by Payne’s mother, the late Sammi Smith.
3. My favorite of Nelson’s styles to hear him do at this point in his career, with a voice and a soloing hand as free as they’ve ever been, is the spectral country-jazz mode of “Angel Flying Too Close to the Ground” and “Always on My Mind,” which gave him a pair of No. 1 country hits between March 1981 and May 1982. On Friday, he nailed high notes you might not have expected him to in the former and used the latter to show off the rhythmic daring of his line readings. Both were achingly beautiful.
4. Nelson didn’t perform anything from his latest album, “Oh What a Beautiful World,” which came out last month and collects his interpretations of a dozen Rodney Crowell tunes. (By some counts, it’s Nelson’s 77th solo studio LP — and the 15th he’s dropped since 2015.) He did, however, do a cut from his second-most-recent effort: a stately rendition of Tom Waits’ “Last Leaf,” in which he rhymes “They say I got staying power” with “I’ve been here since Eisenhower.” In fact, Nelson’s been here since FDR.
5. The big event in Dylanology between last year’s Outlaw tour and this year’s was, of course, James Mangold’s Oscar-nominated biopic, “A Complete Unknown,” which inspired a widespread resurgence of interest in Dylan’s music — particularly the early stuff Timothée Chalamet performs in the movie. Perhaps that’s why Dylan is singing “Don’t Think Twice, It’s All Right” on the road again for the first time in six years, including at the Bowl, where he gave the song a jaunty rockabilly vibe. (Anyone wondering why Chalamet wasn’t at Friday’s gig clearly hasn’t seen the TikToks of him wilding out after his beloved Knicks defeated the Celtics at New York’s Madison Square Garden.)
6. A rare-ish bit of stage banter from His Bobness, directed toward an audience member near the front row: “What are you eating down there? What is it?”
7. The whole point of going to see Dylan play is to be delighted — or to be outraged, or baffled — by his determination to reinvent songs so deeply etched into the history of rock music. Yet I was still thrilled by how radically he made over some of his classics here: “Desolation Row” was bright and frisky, while a sultry “All Along the Watchtower” sounded like Dire Straits doing ’80s R&B.
8. In addition to Nelson and Dylan, Outlaw’s West Coast leg also features two younger roots-music acts in Billy Strings and Sierra Hull. (Later in the summer, the tour will pick up the likes of Nathaniel Rateliff, Sheryl Crow, Waxahatchee and Wilco, depending on the city.) Strings, who’s been bringing bluegrass to arenas lately — and whose tattooed arms meshed seamlessly with the sleeves of his tie-dyed T-shirt — sang “California Sober,” which he recorded in 2023 as a duet with Nelson, and offered a haunting take on “Summertime” from “Porgy and Bess.”
9. A former child prodigy on the mandolin, Hull opened the evening flexing her Berklee-trained chops in a series of lickety-split bluegrass numbers that got early arrivers whistling with approval. But she also showed off a winsome pop sensibility in originals like “Muddy Water” and “Spitfire” — about “my spitfire granny back in Tennessee,” she said — and in a yearning cover of “Mad World” by Tears for Fears.