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Busy times as the holidays approach: a 5k fun run, a fun play at the Raven, chances to dance or listen to jazz, a classic film and a tree-lighting in the Plaza. All that and more..

The very name “Whiffenpoofs” is whimsical, but followers of the collegiate music space know that the repertoire and reputation of this Yale University a cappella group is anything but laughable. Sure there are old Yale drinking songs, certainly a bit of jazz-era energy, as well as more modern pop. But are they classical? And what exactly is a “whiffenpoof” anyway?

“Greatest loss of my career,” Coach Mike Domenichelli said. “The players gave it everything they had. The crowd was electric and it was like playing at Yankee Stadium. It was just unfortunate that someone had to lose.”

Jazz will again make itself heard in Healdsburg this June, songwriters will gather in the vineyards in July and Santa will light the Holiday tree—all thanks in part to the Chamber of Commerce’s Stay Healdsburg grants. A total of $95,000 has been granted to 20 local event organizers...

Stella Heath, a Healdsburg-area vocalist who frequently performs in local venues, takes to the big stage at LBC on Saturday to channel Lady Day with the Billie Holiday Project, at 8pm. Her vocal skills will be backed by a 10-piece band of some of the Bay Area’s finest swing musicians, and professional swing dancers to show how it’s done.

Wishing everyone Happy Holidays, Happy Hanukkah, Merry Christmas and a joyous New Year—grateful for our blessings lest we take what we have for granted rather than count them each day. Here's some holiday movies that always make for a seasonal uplift.

Now widely known as The Harlem Nutcracker, it was one of several suites Ellington and Strayhorn wrote for Columbia, as well as film scores and other work. “One of the things that he and Columbia Records talked about was him and Billy Strayhorn doing a sort of Nutcracker Suite” just in time for the Christmas 1960 record-selling season, Marcus Shelby said.

Photographer and world traveler Andy Katz introduces a gallery of his prints at CraftWork on Wednesday Nov. 5, starting at 5:30pm. With Aperture wine and hors d’oeuvres, $60 for the event, half-price for members and friends of CraftWork, 445 Center St., craftworkhbg.com.

Healdsburg is where you find airy and coastal-feeling tasting rooms and quaint vineyards spanning the slopes of Sonoma County. In contrast, The Ramble is a sexy, loud and grungy indie-rock music festival with bold orangey-red colorways and skull motifs throughout the marketing. The two shouldn’t mix, but they do at the Ramble...

“Scholarship Night is truly a testament to the generosity of the community of Healdsburg and how much our town cares about our young people,” said Shelley Anderson, the school’s scholarship coordinator. “Because of our robust and bountiful scholarship program and donors, many of our HHS graduates are able to get their four-year degrees with minimal or no debt.”