Wine Country Life Vacation Homes

MARK HUMMEL'S BLUES HARMONICA BLOWOUT ~ STAY HEALDSBURG
2026-02-24 19:30 - 21:30 (America/New_York)
Mark Hummel’s Blues Harmonica Blowout

February 24, 2026

7:30 pm

– 9:30 pm

Raven Performing Arts Theater

Feb24

American Blues and jazz guitarist Chris Cain describes what makes Mark Hummel great: “[He] is a true master. His tone, phrasing and, most of all, his soul are all part of what makes him one of the most important purveyors of blues harmonica.” Hummel brings Mark Hummel’s 35th Annual Blues Harmonica Blowout to the Raven Performing Arts Theater in Healdsburg on February 24th, featuring Hummel, Magic Dick, Steve Freund, Anson Funderburgh, Rodrigo Mantovani, RJ Mischo, Curtis Salgado, and drummer Wes Starr. It’s a who’s who of players. As the legendary Charlie Musslewhite puts it: “This could be historic!”

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MARK HUMMEL'S BLUES HARMOICA BLOWOUT ~ STAY HEALDSBURG
2026-02-24 19:30 - 21:30

LONGBOARD VINEYARDS WINE, DINE & DANCE WITH R00TST0CKS & MAMADI0S PHILLY ~ STAY HEALDSBURG
2026-02-27 17:00 - 19:00
Longboard Vineyards Wine, Dine & Dance with Rootstocks & Mamadios Philly

February 27, 2026

5:00 pm

– 7:00 pm

Longboard Vineyards

Feb27

Friday Night Music, Wine & Dine at Longboard Vineyards
Featuring Rootstocks & Mamadios Philly
Join us for a lively Friday night at Longboard Vineyards in our Barrel Room, featuring live music, award-winning wine, and classic comfort food. Our Music, Wine & Dine Night pairs the upbeat, crowd-friendly sounds of Rootstocks with the bold, satisfying flavors of Mamadios Philly.
Rootstocks brings an energetic mix of familiar favorites and feel-good tunes, creating the perfect soundtrack for a relaxed and social evening surrounded by barrels and warm winery ambiance. Enjoy Longboard’s wines by the glass or bottle while Mamadios Philly serves their signature Philadelphia-style cheesesteaks and hearty favorites, made fresh on site.
Friday | 5:00 PM – 7:00 PMFree entry
Please note:This is an over-21 event inside the Barrel Room.Under-21 guests and leashed pets are welcome on the patio only.
Come grab a seat early and enjoy a classic Sonoma County night of great music, great wine, and great food.
Wine available for purchaseLive music by RootstocksFood by Mamadios Philly (Philadelphia-style cheesesteaks and comfort fare)

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LONGBOARD VINEYARDS WINE, DINE & DANCE WITH R00TST0CKS & MAMADIOS PHILLY ~ STAY HEALDSBURG
2026-02-27 17:00 - 19:00

LONGBOARD VINEYARDS WINE, DINE & DANCE WITH ROOTSTOCKS & MAMADI0S PHILLY ~ STAY HEADSBURG
2026-02-27 17:00 - 19:00

LONGBOARD VINEYARDS WINE, DINE & DANCE WITH ROOTSTOCKS & MAMADIOS PHILLY ~ STAY HEALDSBURG
2026-02-27 17:00 - 19:00

LONGBOARD VINEYARDDS WINE, DINE & DANCE WITH ROOTSTOCKS & MAMADIOS PHILLY ~ STAY HEALDSBURG
2026-02-27 17:00 - 19:00

LONGOARD VINEYARDS WINE, DINE & DANCE WITH ROOTSTOCKS & MAMADIOS PHILLY ~ STAY HEALDSBURG
2026-02-27 17:00 - 19:00

LONGBOARD VINEYARDS WINE, DINE & DANCE WITH THE ROOTSTOCKS & MAMADIOS PHILLY ~ STAY HEALDSBURG
2026-02-27 17:00 - 19:00

LONGBOARD VINEYARDS WINE, DINE & DANCE WITH ROOTSTOCKS ~ STAY HEALDSBURG
2026-02-27 17:00 - 19:00
Longboard Vineyards Wine, Dine & Dance with Rootstocks

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Name: Longboard Vineyards Wine, Dine & Dance with Rootstocks

Date: February 27, 2026
Time: 5:00 PM – 7:00 PM PST

Website: http://www.longboardvineyards.com

Event Description:

Friday Night Music, Wine & Dine
Friday 2/27/26 | 5:00–7:00 PM
Live music with Rootstocks Band + wine + one of the best popups in Sonoma County.
About Rootstocks Band:
Rootstocks brings that feel-good, danceable vibe mixing classic soul, funk, R&B, and crowd-favorite hits with tight musicianship and big energy. The kind of band that keeps the patio buzzing and has you singing along between sips.
In honor of Black History Month:
We’re featuring a special pop-up from J’Amerikan Jerk! Chef Kingsley has curated a limited menu designed to pair perfectly with Longboard wines; bold flavors, island heat, and seriously satisfying bites.
Longboard Wines:
We’ll be pouring by the glass and bottle only (no flights). Our team can help you choose a wine that pairs well with Chef Kingsley’s menu. Expect the best varietals that hold up great with jerk spice!
Come early to grab a seat!! This one fills up fast.
Longboard Vineyards (Downtown Healdsburg) at 5 Fitch Street.
21 and over, no pets inside please, but welcome on the patio. No outside food and drinks so we can support our food vendor.

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Location:

Longboard Vineyards 5 Fitch Street Healdsburg

Date/Time Information:

5pm-7pm

Contact Information:

Heather Stewart 707-433-3473
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Fees/Admission:

Free entry

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LONGBOARD VINEYARDS WINE, DINE & DANCE WITH ROOTSTOCKS ~ STAY HEALDSBURG
2026-02-27 17:00 - 19:00
Longboard Vineyards Wine, Dine & Dance with Rootstocks

Share:

Name: Longboard Vineyards Wine, Dine & Dance with Rootstocks

Date: February 27, 2026
Time: 5:00 PM – 7:00 PM PST

Website: http://www.longboardvineyards.com

Event Description:

Friday Night Music, Wine & Dine
Friday 2/27/26 | 5:00–7:00 PM
Live music with Rootstocks Band + wine + one of the best popups in Sonoma County.
About Rootstocks Band:
Rootstocks brings that feel-good, danceable vibe mixing classic soul, funk, R&B, and crowd-favorite hits with tight musicianship and big energy. The kind of band that keeps the patio buzzing and has you singing along between sips.
In honor of Black History Month:
We’re featuring a special pop-up from J’Amerikan Jerk! Chef Kingsley has curated a limited menu designed to pair perfectly with Longboard wines; bold flavors, island heat, and seriously satisfying bites.
Longboard Wines:
We’ll be pouring by the glass and bottle only (no flights). Our team can help you choose a wine that pairs well with Chef Kingsley’s menu. Expect the best varietals that hold up great with jerk spice!
Come early to grab a seat!! This one fills up fast.
Longboard Vineyards (Downtown Healdsburg) at 5 Fitch Street.
21 and over, no pets inside please, but welcome on the patio. No outside food and drinks so we can support our food vendor.

To Current Calendar

Location:

Longboard Vineyards 5 Fitch Street Healdsburg

Date/Time Information:

5pm-7pm

Contact Information:

Heather Stewart 707-433-3473
Send an Email

Fees/Admission:

Free entry

HEALDSBURG AFTER DARK COMEDY WITH STEVE AUSBURNE ~ STAY HEALDSBURG
2026-02-27 19:00 - 21:00
Healdsburg After Dark Comedy with Steve Ausburne

February 27, 2026

7:00 pm

– 9:00 pm

Craftwork Healdsburg

Feb27

We said we were a community hub, right? We said we bring Healdsburg to life? Well… it’s time to put our money where our mouth is. And we’re doing it right! We’re kicking off a brand-new series of stand-up comedy nights with one of the best standup comedians in town (in our opinion, in other people’s opinions, and soon, in your opinion too): Steve Ausburne!
Maybe you laughed your face off at our last comedy night in November – or maybe you didn’t… because you weren’t there. Either way, Steve is back. He’s our main man, living-room ringmaster, and the producer behind the show. Steve’s comedy career got its start as an MC for friends’ bands, which eventually led to his first stand-up set – a set so memorable it earned him a lifetime ban from a church in Grants Pass, Oregon. But Steve didn’t let that slow him down. Instead, he embraced the stage as a place for brutally honest, painfully awkward life confessions – the kind usually reserved for therapy, or very, very funny comedy.
And he’s not coming alone.
Jalisa Robinson joins the lineup – a proud Midwesterner now living in California, and a 2022 Semi-Finalist in the San Francisco International Comedy Competition. She’s a favorite at The Punchline San Francisco, Cobb’s, San Jose Improv, Rooster T. Feathers, and Don’t Tell Comedy, and performs regularly at clubs and festivals across California and beyond. If sharp, witty, and hilarious is your vibe, Jalisa’s got you covered.
And then there’s Ronn Vigh – our headliner. Ronn has written for Fashion Police on E! Television and performs stand-up at clubs, colleges, and venues across the country. He still dreams of becoming a weatherman (we support the dream). In the meantime, he’s an avid yogi (when not hungover), a devoted Golden Girls fan, and – despite being gay – a lifelong football lover.

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HEALDSBURG AFTER DARK COMEDY WITH STEVE AUSBURNE ~ STAY HEALDSBURG
2026-02-27 19:00 - 21:00
Healdsburg After Dark Comedy with Steve Ausburne

Share:

Name: Healdsburg After Dark Comedy with Steve Ausburne

Date: February 27, 2026
Time: 7:00 PM – 9:00 PM PST

Website: https://healdsburg-afterdark.eventbrite.com

Event Description:

We’re teaming up with hands-down the best comedian in the North Bay, Steve Ausburne! On February 27, he’s bringing a few equally sharp friends to settle into our Fireplace lounge and do what they do best – crack jokes about locals, tourists, and pretty much everyone in between. Who’s keeping us up laughing: Steve Ausburne – our main man, living-room ringmaster, and the producer behind the show. Steve’s comedy career got its start as an MC for friends’ bands, which eventually led to his first stand-up set – a set so memorable it earned him a lifetime ban from a church in Grants Pass, Oregon. But Steve didn’t let that slow him down. Instead, he embraced the stage as a place for brutally honest, painfully awkward life confessions – the kind usually reserved for therapy, or very, very funny comedy. Jalisa Robinson – a proud Midwesterner now calling California home, and a 2022 Semi-Finalist in the San Francisco International Comedy Competition. A favorite at The Punchline San Francisco, Cobb’s, San Jose Improv, Rooster T. Feathers, and Don’t Tell Comedy, Jalisa performs regularly at clubs and festivals across California and beyond. Ronn Vigh – our headliner! Ronn has written for Fashion Police on E! Television and performs stand-up at clubs, colleges, and venues nationwide. He still dreams of becoming a weatherman. Until then, he’s an avid yogi (when not hungover), a devoted Golden Girls fan, and – despite being gay – a lifelong football lover.

To Current Calendar

Location:

CraftWork Healdsburg, 445 Center St, Healdsburg, CA 95448

Date/Time Information:

2/27/2026, 7 pm

Contact Information:

CraftWork Healdsburg, Marina Petrenko
Send an Email

Fees/Admission:

$20 Early Bird, $25 General Admission

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A GOOD DEAL ~ STAY HEALDSBURG
2026-02-27 19:30 - 22:00
A Good Deal

February 27, 2026

7:30 pm

– 10:00 pm

Cloverdale Performing Arts Center

Feb27

By Ron Nash
Director Jenna Dolcini
A Raven on the Road Production at the
Cloverdale Performing Arts Center
Kate, a psychologist from Santa Fe, unexpectedly shows up at the door of her old flame, Bo, with a life-changing secret she is reluctant to share. As she struggles with opening up to Bo, Kate also seeks to reconnect with her estranged daughter who lives nearby. Brimming with humanity and humor, A Good Deal is a bittersweet tale of love, loss, and family connections. Developed through the Raven Players’ ScripTease program.
February 27th, 28th, March 1st, 6th, 7th, 8th.
Friday and Saturday Shows: 7:30 PM
Sunday Matinee: 2:00 PM
Doors open 30 minutes before showtime.
Admission: Adults: $25
Student w/ID: $10

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FLOWER PRINTING WITH JAMES TUCKER ~ STAY HEALDSBURG
2026-02-28 10:00 - 13:00
Flower Printing with James Tucker

February 28, 2026

10:00 am

– 1:00 pm

Flower Porch

Feb28

We’re excited to partner with our friend and collaborator, James Lewis Tucker, for our first ever flower printing workshop at Flower Porch.
“James Lewis Tucker holds a BFA in Printmaking from the Maryland Institute College of Art in Baltimore. In 2013, he founded The Aesthetic Union, a letterpress print shop and gallery in San Francisco’s Mission District that quickly became a vital hub for art, collaboration, and the city’s creative community. Tucker’s work, which has long traversed the realms of printmaking, design, and poetry, was deeply intertwined with the cultural fabric of San Francisco for over a decade. In 2023, after selling the shop to his former employees, he relocated to Sonoma County, where he continues to pursue his artistic practice. In addition to leading mindfulness workshops and Zen meditation groups, Tucker teaches letterpress workshops at North Bay Letterpress Arts, where he also serves on the board. He is renowned for his extensive catalog of woodblock print landscapes and his published poetry books, further solidifying his dual practice as an artist and writer.”
We’ll begin the morning with a guided farm tour and flower harvest led by Jaclyn, Creative Director of Flower Porch. Then, we’ll move into the studio where James will guide us through the art of flower printing, all while enjoying light refreshments in a relaxed, creative setting.
This workshop includes:

Light snacks and beverages upon arrival
Instruction and materials to create a one-of-a-kind flower print using a small but mighty printing press on 100% cotton paper

Please arrive promptly at the the start time as we will use the full duration of the class. We recommend always wearing comfortable clothing and footwear for walking around the farm in all terrain including dirt and mud.
Refund & Cancellations: Due to limited seating, cancellations must be made at least 48 hours before your class. Cancellations made before this window receive a credit toward a future class of equal value. No refunds are available.

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FL0WER PRINTING WITH JAMES TUCKER ~ STAY HEALDSBURG
2026-02-28 10:00 - 13:00
