LONGBOARD VINEYARDS WINE, DINE & DANCE WITH JUNK IN THE TRUNK & AD0B0S N' M0RE ~ STAY HEALDSBURG
2026-05-08 17:00 - 19:00 (America/New_York)
Longboard Vineyards Wine, Dine & Dance with Junk in the Trunk & Adobos N’ More

May 8, 2026

5:00 pm

– 7:00 pm

Longboard Vineyards

May08

Friday Night Music, Wine & Dine at Longboard Vineyards
Featuring Junk in the Trunk & Adobos n’ More
Join us for a fun, high-energy Friday night at Longboard Vineyards in our Barrel Room, located in downtown Healdsburg, featuring live music, award-winning wine, and bold, comforting cuisine. Our Music, Wine & Dine Night pairs the lively sounds of Junk in the Trunk with delicious Filipino dishes from Adobos n’ More.
Junk in the Trunk brings an upbeat mix of familiar favorites and danceable 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 Adobos n’ More serves classic Filipino comfort food, lumpia, chicken and pork bowls, Soups, known for rich, savory flavors and home-style cooking.
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 Junk in the TrunkFood by Adobos n’ More (Filipino cuisine)Location: Longboard Vineyards Barrel RoomAddress: 5 Fitch Street, Healdsburg, CA 95448

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LONGBOARD WINE, DINE & DANCE WITH THE JUNK IN THE TRUNK & AD0B0S N' M0RE ~ STAY HEALDSBURG
2026-05-08 17:00 - 19:00

LONGBOARD VINEYARDS WINE, DINE & DANCE WITH THE JUNK IN THE TRUNK & ADOBOS N' MORE ~ STAY HEALDSBURG
2026-05-08 17:00 - 19:00

LONGBOARD VINEYARDS WINE, DINE & DANCE WITH JUNK IN THE TRUNK & ADOBOS N' MORE ~ STAY HEALDSBURG
2026-05-08 17:00 - 19:00

DAVID SEDARIS ~ STAY HEALDSBURG
2026-05-08 20:00 - 22:00
David Sedaris

Friday, May 8, 2026

8:00 pm

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🔑 Featuring a pre‑show Club for membership levels $500+. Click here for info.

David Sedaris is one of America’s pre-eminent humor writers. He is a master of satire and one of today’s most observant writers.
Beloved for his personal essays and short stories, David Sedaris is the author of the New York Times bestsellers Barrel Fever, Holidays on Ice, Naked, Me Talk Pretty One Day, Dress Your Family in Corduroy and Denim, When You Are Engulfed in Flames, Let’s Explore Diabetes with Owls, and Calypso. His book, The Best of Me, collects 42 previously published stories and essays. Sedaris also wrote Squirrel Seeks Chipmunk: A Modest Bestiary, a collection of fables with illustrations by Ian Falconer. He is the editor of Children Playing Before a Statue of Hercules: An Anthology of Outstanding Stories. His pieces regularly appear in The New Yorker and have twice been included in “The Best American Essays.”

THIRD PARTY RESELLERS
Don’t get taken by deceptive online resellers who use bots to buy tickets and then mark up their prices. The only safe way to protect your purchase and guarantee the best seats at the lowest cost is to work directly with us: through our website, by phone, or at our box office in Santa Rosa. Plus, we’re not bots. Our friendly team members are easily accessible by phone or at the box office to provide customer support.

MOM & ME FLORAL TEA ~ STAY HEALDSBURG
2026-05-09 11:30 - 13:30
May 9, 2026

Mom & Me Floral Tea

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info@bohomanor.com

Delicate, whimsical, and full of heart, Mom & Me Floral Tea is a charming celebration of motherhood and togetherness. Designed for mothers and children, this daytime event transforms Boho Manor into a storybook tea garden filled with florals, pastel décor, and vintage-inspired details.
Guests enjoy a traditional tea service with delicate pastries, finger sandwiches, and sweet treats, all beautifully presented. Little ones delight in the magic of the setting while moms savor a moment of connection and calm. A picture-perfect experience that becomes a treasured memory.

Event Time

11:30 am – 1:30 pm

Boho Manor
20822 River Blvd.
Monte Rio, CA 95462
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B0BBY RUSH & N0RTH MISSISSIPPI ALLSTARS ~ STAY HEALDSBURG
2026-05-09 20:00 - 22:00
Bobby Rush & North Mississippi Allstars

Saturday, May 9, 2026

8:00 pm

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Modern Mississippi Hill Country band North Mississippi Allstars and blues legend Bobby Rush are co-headlining this unique event, with each artist performing separately before joining together to honor their Mississippi blues roots.
North Mississippi Allstars was started by brothers Luther and Cody Dickinson in 1996 as a loose collective of musicians from their North Mississippi home. They were inspired by their father Jim Dickinson as well as neighbors and musical elders of their community, including RL Burnside, Junior Kimbrough, Otha Turner, and Fred McDowell. They have multiple Grammy® nominations for their acclaimed experimental albums, and the latest album, Still Shakin’, is out now.
The 91-year-old Bobby Rush is a three-time Grammy Award® winner for “Best Traditional Blues Album” for Porcupine Meat, Rawer than Raw, and 2024’s All My Love for You. He is also a 16-time Blues Music Awards winner (with 56 career nominations) and has been inducted into the Blues Hall of Fame, Mississippi Musicians Hall of Fame and Rhythm & Blues Hall of Fame.

THIRD PARTY RESELLERS
Don’t get taken by deceptive online resellers who use bots to buy tickets and then mark up their prices. The only safe way to protect your purchase and guarantee the best seats at the lowest cost is to work directly with us: through our website, by phone, or at our box office in Santa Rosa. Plus, we’re not bots. Our friendly team members are easily accessible by phone or at the box office to provide customer support.

BOBBY RUSH & NORTH MISSISSIPPI ALLSTARS ~ STAY HEALDSBURG
2026-05-09 20:00 - 22:00
Bobby Rush & North Mississippi Allstars

Saturday, May 9, 2026

8:00 pm

BUY TICKETS

🔑 Featuring a pre‑show Club for membership levels $500+. Click here for info.

Modern Mississippi Hill Country band North Mississippi Allstars and blues legend Bobby Rush are co-headlining this unique event, with each artist performing separately before joining together to honor their Mississippi blues roots.
North Mississippi Allstars was started by brothers Luther and Cody Dickinson in 1996 as a loose collective of musicians from their North Mississippi home. They were inspired by their father Jim Dickinson as well as neighbors and musical elders of their community, including RL Burnside, Junior Kimbrough, Otha Turner, and Fred McDowell. They have multiple Grammy® nominations for their acclaimed experimental albums, and the latest album, Still Shakin’, is out now.
The 91-year-old Bobby Rush is a three-time Grammy Award® winner for “Best Traditional Blues Album” for Porcupine Meat, Rawer than Raw, and 2024’s All My Love for You. He is also a 16-time Blues Music Awards winner (with 56 career nominations) and has been inducted into the Blues Hall of Fame, Mississippi Musicians Hall of Fame and Rhythm & Blues Hall of Fame.

THIRD PARTY RESELLERS
Don’t get taken by deceptive online resellers who use bots to buy tickets and then mark up their prices. The only safe way to protect your purchase and guarantee the best seats at the lowest cost is to work directly with us: through our website, by phone, or at our box office in Santa Rosa. Plus, we’re not bots. Our friendly team members are easily accessible by phone or at the box office to provide customer support.

MOTHER'S DAY BRUNCH - ORSI FAMILY VINEYARDS ~ STAY HEALDSBURG
2026-05-10 11:00 - 13:00
Event
Mother’s Day Brunch

Orsi Family Vineyards · Healdsburg, CA

Join us for a relaxed, Italian-style brunch featuring four of our favorite pours—Sparkling Biancolella, Fiano, Nebbiolo, and Sangiovese.
Wine club members enjoy $15 off—call or email us to receive your code.
We look forward to welcoming you and your family for a lively afternoon of great wine, delicious bites, and live music!

Private Events
If you are interested in learning more about our offerings, please fill out the request form and we will contact you to discuss details.
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More information

Orsi Family Vineyards
2306 Magnolia Drive
Healdsburg, CA 95448
Parking: On-site, street parking
+1 707-732-4660
http://www.orsifamilyvineyards.com

Event details

Sunday, May 10, 2026
11:00 AM – 1:00 PM
$85 per ticket

Orsi Family Vineyards
2306 Magnolia Drive
Healdsburg, CA 95448

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TACO TUESDAYS! ~ STAY HEALDSBURG
2026-05-12 16:00 - 18:00
Taco Tuesdays!

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Name: Taco Tuesdays!

Date: May 12, 2026
Time: 4:00 PM – 6:00 PM PDT

Event Description:

Taco Tuesday! Weekly Taco pop up with live music.

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Location:

Dry Creek General Store
3495 Dry Creek Road, Healdsburg Ca

Date/Time Information:

4pm-6pm

Contact Information:

Send an Email

Fees/Admission:

Free

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TACO TUESDAYS! ~ STAY HEALDSBURG
2026-05-12 16:00 - 18:00
Taco Tuesdays!

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Name: Taco Tuesdays!

Date: May 12, 2026
Time: 4:00 PM – 6:00 PM PDT

Event Description:

Taco Tuesday! Weekly Taco pop up with live music.

Event Media:

To Current Calendar

Location:

Dry Creek General Store
3495 Dry Creek Road, Healdsburg Ca

Date/Time Information:

4pm-6pm

Contact Information:

Send an Email

Fees/Admission:

Free

CREATIVE CANVAS: GUIDED PAINTING - WEDNESDAY AFTERNOONS ~ STAY HEALDSBURG
2026-05-13 13:00 - 15:00
Creative Canvas: Guided Painting – Wednesday Afternoons

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Name: Creative Canvas: Guided Painting – Wednesday Afternoons

Date: May 13, 2026
Time: 1:00 PM – 3:00 PM PDT

Website: http://www.heartizens.org

Event Description:

Spend your afternoon immersed in creativity at Creative Canvas with Mona! This adults-only class offers a step-by-step painting experience, ideal for those looking to unwind and explore their artistic side. Mona will guide you through creating a beautiful painting, making it accessible for beginners and engaging for more experienced painters.
In a relaxed and inspiring atmosphere, this early afternoon session provides a perfect break to recharge and express your creativity. Whether you’re attending solo or with friends, it’s a wonderful way to spend your afternoon.

To Current Calendar

Location:

Heartizens
444 Moore Lane
Healdsburg, Ca 95448

Date/Time Information:

Wednesdays Starting November 13th
1pm – 3pm

Contact Information:

Jen Utsch
Send an Email

Fees/Admission:

$20 Drop-In or $15 Pre-Register Online

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CREATIVE CANVAS: A GUIDED PAINTING - WEDNESDAY AFTERNOONS ~ STAY HEALDSBURG
2026-05-13 13:00 - 15:00

APERTURE CELLARS DINNER ~ STAY HEALDSBURG
2026-05-15 06:30 - 09:00
Sushi by Scratch Restaurants – Omakase Dinner at Aperture Cellars

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Join Chef Willer Larreal from Michelin-starred Sushi by Scratch Restaurants, one of the hottest restaurants in Healdsburg, for an unforgettable gastronomic experience at the renowned Aperture Cellars. Guests will enjoy an omakase-inspired tasting menu paired with a premium selection of Aperture wines whose Founder and Head Winemaker, Jesse Katz, who was recently awarded 2025 Winemaker of the Year by the Wine Enthusiast.
Due to the nature of the event, we are unable to guarantee accommodations for allergies or dietary restrictions.
Artisans

Willer Larreal

Partners

Fri, May 15
6:30 PM – 9:00 PM
12291 Old Redwood Hwy, Healdsburg, CA, 95448, United States

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General Admission
375 Buy Tickets

J VINEYARDS & WINERY SHIFTING THE LENS BRUNCH WITH STEPHANIE IZARD ~ STAY HEALDSBURG
2026-05-15 10:30 - 13:00
J Vineyards & Winery Shifting the Lens Brunch with Chef Stephanie Izard

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New cuisines, exciting pairings, and fresh perspectives, Shifting the Lens, J Vineyard’s award-winning culinary series, returns for another year at the Healdsburg Wine & Food Experience.
Join Iron Chef, Top Chef, and restaurateur, Stephanie Izard for a whimsical brunch where she mixes her bold, globetrotting, and fusion-focused cuisine with locally sourced ingredients paired with J Vineyards’ wines. This is a meal that will make you rethink your approach to wine and food pairings.
Due to the nature of the menu, vegetarian and vegan menu accommodations are not available for this event.

Artisans

Stephanie Izard

Nicole Hitchcock

Partners

Fri, May 15
10:30 AM – 1:00 PM
11447 Old Redwood Highway, Healdsburg, CA, 95448, United States

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General Admission
195 Buy Tickets

Tickets on Sale

May 14 – 17 | 2026

Healdsburg, CA

PLATINUM LUNCH AT FERRARI-CERANO VINEYARDS AND WINERY ~ STAY HEALDSBURG
2026-05-15 12:00 - 15:00
Platinum Lunch at Ferrari-Carano Vineyards and Winery
Benvenuti! Step into the spirit of Italian hospitality at Ferrari-Carano Vineyards and Winery.

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Benvenuti! Step into the spirit of Italian hospitality at Ferrari-Carano Vineyards and Winery.
At this walk-around lunch, Nadia Caterina Munno, “The Pasta Queen” herself, will dazzle guests with an array of fresh pastas along with local pasta legend chef Domenica Catelli, who will serve their most beloved Italian dishes. An exquisite selection of Ferrari-Carano wines will be paired with each dish. Guests will also experience luxury wines from Northern California’s best wine regions including Chalk Hill Estate, Chateau St. Jean, Silverado Vineyards, Lancaster Estate, and a welcome glass of Champagne PIAFF paired with locally curated bites from the Culinary Director of Foley Family Wine & Spirits, Sam McKenzie. It will be a deliciously immersive celebration of food and wine.
Artisans

Nadia Caterina Munno “The Pasta Queen”

Domenica Catelli

Sam McKenzie

Partners

Fri, May 15
12:00 PM – 3:00 PM
8761 Dry Creek Road, Healdsburg, CA, 95448, United States

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Included in Platinum VIP Weekend Package
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Tickets on Sale

May 14 – 17 | 2026

Healdsburg, CA

OUTDOOR CONCERT AT RODNEY STRONG VINEYARDS FEATURING GRACE BOWERS WITH SPECIAL GUEST HANNAH ELLIS ~ STAY HEALDSBURG
2026-05-15 17:30 - 21:00
Outdoor Concert at Rodney Strong Vineyards featuring Grace Bowers with special guest Hannah Ellis

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The HWFE 5th annual Outdoor Concert at Rodney Strong Vineyards returns with a stunning performance by musical guest, Grace Bowers!
Grace is a 19-year-old, award-winning guitarist, singer, songwriter and bandleader who is undisputedly on a meteoric rise. Her music is inspired by a variety of genres from rock and punk to R&B and funk. She has quickly become one of the most in-demand and celebrated young artists of the generation.
Opening for Grace is Hannah Ellis, a country music singer/songwriter who has been nominated for New Female Artist of the Year at the American Country Music awards and who toured as part of Country Music Television’s “Next Women of Country” Tour. Her hit song, Wine Country, is a perfect match for this intimate vineyard concert at the Healdsburg Wine & Food Experience!
Exceptional Rodney Strong wines and dinner options will be available for purchase from local food trucks. A portion of the proceeds will support Farm to Pantry, a local nonprofit dedicated to ending food injustice and fighting climate change by rescuing and sharing locally-grown food.
This intimate, open-seating concert includes chairs provided, there’s not a bad seat in the house!
VIP Guests: A VIP viewing section will be set up in the back with blankets and pillows for a relaxing evening on the lawn under the stars. Vouchers for Rodney Strong wines and tasty offerings from local food trucks will be provided for your enjoyment.

HEALDSBURG RESIDENT DISCOUNT
We love our Healdsburg neighbors! We’re delighted to offer you special pricing on the Outdoor Concert at Rodney Strong Vineyards. Thank you for your continued support and for joining us in celebrating the talented makers of our region!
*The billing address of the credit card must have a Healdsburg 95448 zip code for the Healdsburg Resident Discount.

More on Grace Bowers: Bowers cut her teeth playing in dive bars, inspired by a variety of music genres from rock and punk to R&B and funk. She built a growing fanbase through posting videos of her playing guitar on social media during the pandemic. Grace has since become one of the most in-demand and celebrated young artists, and an inspiration to a whole new generation of women around the world.
Grace performed at the 67th Annual Grammy Awards with Chris Martin (Coldplay) and at Love Rocks NYC with Peter Frampton and Trey Anastasio at the Beacon Theater. She was awarded the Variety Next Gen award at their annual Hitmakers event in Los Angeles. She also made her late-night television debut on “Jimmy Kimmel Live!,” was featured on “CBS Mornings”, “The Late Show with Stephen Colbert” and “The Kelly Clarkson Show.” Artists Grace has collaborated with include Dolly Parton, Chris Martin (Coldplay), Cher, Lainey Wilson, Tedeschi Trucks Band, Macy Gray, Peter Frampton, Tyler Childers, Trey Anastasio, Remi Wolf, Zac Brown Band, Marcus King, The All American Rejects, Bob Weir, Vince Gill, and Gary Clark Jr.

More on Hannah Ellis: Curb Records recording artist, Country music singer/songwriter, and 2024 ACM Nominee Hannah Ellis’ journey – and world – is one all can feel at home in. The Campbellsville, Kentucky-native’s voice – a mix of favorite flannel, sparkling pink wine and welcome – is the friend we always wanted. Whether pouring from a car radio or your phone, the act named to Rolling Stone Country’s “Artist To Watch” list reminds you big leaps often come as a series of small steps when no one is looking.
Hannah paid her dues, kept her focus and kept moving towards something she was sure she felt and knew was right. The fresh-faced songwriter, who has over 122 million global career streams, has since written songs recorded by artists, and been featured as a vocalist on songs, spanning multiple genres, including: Russell Dickerson, Carly Pearce, FOR KING + COUNTRY, Emily Weisband, Cassadee Pope, Filmore, and Sidewalk Prophets.

Artisans

Grace Bowers

Hannah Ellis

Partners

Fri, May 15
5:30 PM – 9:00 PM
11455 Old Redwood Highway, Healdsburg, CA, 95448, United States

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General Admission
95 Buy Package

Healdsburg Resident
80 Buy Package
