HARVEST CELEBRATI0N & H0LIDAY 0PEN H0USE AT BRICK & M0RTAR ~ STAY HEALDSBURG
2025-11-22 14:00 - 17:00 (America/New_York)
Harvest Celebration & Holiday Open House at Brick & Mortar
November 22, 2025 @ 2:00 pm – 5:00 pm
Brick & Mortar Wines

Raise a glass with Brick & Mortar Wines at a festive Harvest Celebration on November 22, from 2 to 5 p.m. The winery swings open its doors for an afternoon of discovery, featuring four fellow boutique producers who also craft their wines at the Brick & Mortar facility. Guests can taste an array of small-lot releases, chat with the winemakers and founders, and pick up bottles perfect for upcoming holiday gatherings. Complimentary for Brick & Mortar list members and friends, this laid-back celebration blends great wine, good company, and true Wine Country camaraderie.
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DJANG0 FESTIVAL ALLSTARS ~ STAY HEALDSBURG
2025-11-22 19:00 - 21:30
Django Festival Allstars
November 22, 2025 @ 7:00 pm – 9:30 pm
The Raven Performing Arts Theater

Django’s unmistakable cool and jumpin’ joie de vivre have made him an icon for an unlikely range of luminaries from Carlos Santana to Eric Clapton, guitar greats! Jimi Hendrix named his “big band of gypsies” in tribute, and Willie Nelson adopted his influence in “country-swing.”
The Django Festival Allstars have grown into a brilliantly cohesive group of star musicians who’ve taken America by storm, performing at top concert halls and festivals to standing ovations. They’ve appeared at SFJazz, Kennedy Center, Dizzy’s and Rose Hall, Jazz@Lincoln Center, Keystone Korner, Hollywood Bowl, Montreal Jazz Festival and Arts Centers, Kimmel, Strathmore, and many more, including Carnegie Hall and Birdland (for 25 years).
The music speaks of Paris in the 20s and 30s when “gitane” music filled the air, in the cafés, the streets, in the countryside, a romantic Paris with lovers, campfires, a time of Montmartre, la belle époque, le Boudon café, café au lait, luscious pastry, and a great glass of wine. Django was “king’.” He teamed with Jazz Violinist Stephane Grappelli and made musical history.
The Django Festival Allstars bring this music to today… combining known standards and original music…intoxicating!! They swing like crazy and will break your heart with a ballad. Their special guests have been Randy Brecker, Joe Lovano, Regina Carter, Cyrille Aimee, Ken Peplowski, Madeleine Peyroux, Sefon Harris, James Carter, to name a few.
Saturday, November 22nd, 7PM.
Admission: $28 – $103.
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THE STRAY CATS - STAY HEALDSBURG
2025-11-22 20:00 - 22:00
The Stray Cats

Saturday, November 22, 2025

8:00 pm

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The Stray Cats, the band that put Rockabilly music back on the record charts in the early ’80s, scored several big hits on both sides of the Atlantic. All thanks to genuine musical chops that evoke the best players of rockabilly’s original heyday and a striking visual 1950’s style made contemporary with exaggerated pompadours and colorful tattoos.

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.

LIVE NATI0N PRESENTS - NATE JACKS0N - BIG D0G - STAY HEALDSBURG
2025-11-23 20:00 - 22:00
Live Nation Presents
Nate Jackson: BIG DOG

Sunday, November 23, 2025

8:00 pm

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Nate Jackson’s popularity has exploded with one of the fastest growing fan bases through viral content. His remarkable engagement on TikTok has earned more than 3 million followers and more than 500 million views globally. Jackson is a comedian, actor, writer, and digital creator who sells out comedy clubs and theatres across America.
Age Limit 16+

VIP 1: GUARANTEED ROAST ZONE – ONLY

Best 4 seats front and center
Include a guarantee to be roasted

VIP 2: ROAST ZONE

Best seats closest to stage

ADD-ON: MEET & GREET TO VIP PACKAGE – Limited Quantity Available

Pre-show Meet & Greet with Nate Jackson

LIVE NATI0N PRESENTS: NATE JACKS0N: BIG D0G - STAY HEALDSBURG
2025-11-23 20:00 - 22:00
Live Nation Presents
Nate Jackson: BIG DOG

Sunday, November 23, 2025

8:00 pm

BUY TICKETS

Nate Jackson’s popularity has exploded with one of the fastest growing fan bases through viral content. His remarkable engagement on TikTok has earned more than 3 million followers and more than 500 million views globally. Jackson is a comedian, actor, writer, and digital creator who sells out comedy clubs and theatres across America.
Age Limit 16+

VIP 1: GUARANTEED ROAST ZONE – ONLY

Best 4 seats front and center
Include a guarantee to be roasted

VIP 2: ROAST ZONE

Best seats closest to stage

ADD-ON: MEET & GREET TO VIP PACKAGE – Limited Quantity Available

Pre-show Meet & Greet with Nate Jackson

All Meet and Greet packages are non-transferable; no name changes will be permitted. No refunds or exchanges; all sales are final.

Platinum Tickets are tickets that are dynamically priced up and down based on demand. Platinum Tickets are not part of VIP packages – they are tickets only.
Platinum Seating provides fans with direct access to securing some of the best seats in the venue at market value. The market value for Platinum Seating is subject to change based on the overall demand and popularity for the event. Platinum Seating allows fans to purchase tickets in a safe and secure environment without running the risk of purchasing tickets that may be considered lost, stolen, or counterfeit.

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.

LIVE NATI0N PRESENTS NATE JACKS0N: BIG D0G - STAY HEALDSBURG
2025-11-23 20:00 - 22:00

HEALDSBURG TURKEY TR0T - STAY HEALDSBURG
2025-11-27 08:00 - 09:30
Healdsburg Turkey Trot
November 27, 2025 @ 8:00 am – 9:30 am
Start and Finish at Healdsburg Running Company

What started as a humble fun run has evolved into an all-out Healdsburg tradition, raising funds for scholarships that help students overcome financial barriers and attend college. Presented by the Rotary Club of Healdsburg Sunrise and the Healdsburg Running Company, and in partnership with the City of Healdsburg, this community-driven event brings together locals and visitors, all rallying for a great cause—LIVE LIKE DREW. The Healdsburg Turkey Trot gives our students a real boost by recognizing and supporting Healdsburg’s high-achieving Scholar-Athletes. Together we help them move one step closer to their dreams.
Kicking off on Thanksgiving morning at 8:00, the Turkey Trot invites everyone – from competitive runners to families with strollers, and even furry friends – to join in on the 5K fun. Expect a lively crowd of 3,000 to 4,000 runners, walkers, and participants decked out in costumes, festive hats, and even turkey feathers. And our beloved City Council Member, David Hagele, will be spinning tunes from the DJ table, bringing a dance-party vibe to the start and finish lines!
“The Turkey Trot is more than a race; it’s a full-on community party,” said Skip Brand, Race Director. “From everyone singing the national anthem together to the costumes, live music, and dance breaks, this is a quintessential slice of Americana. It’s about celebrating, giving thanks, and having a blast together.”
The Healdsburg Turkey Trot remains one of the most accessible and inclusive events in the region, keeping costs affordable and offering free entries to those in need. This commitment to inclusion means everyone – locals, visitors, and participants from all over Sonoma County – can feel the warmth of Healdsburg’s community spirit.
Race participants will enjoy professionally timed results and commemorative shirts. Top runners can look forward to exciting prizes, including fresh-baked pies from Costeaux French Bakery. And everyone who joins can feel proud of giving back in a meaningful way.
Sponsors including Big John’s Market, Charlie Palmer Pigs ‘n Pinot, Stay Healdsburg, Rio Lindo Academy, Healthcare Foundation Northern Sonoma County, Preston Family Charitable Fund, and many other local businesses are instrumental in making this event possible. Thanks to their support, the Turkey Trot continues to raise crucial funds for scholarships and other essential community efforts such as Healdsburg High School Interact Club, Healdsburg High Greyhound Boosters, Farm to Fight Hunger, Reach for Home, and Healdsburg Sunrise Rotary Ideals Scholarships.
Ready to lace up and join the fun? Head to www.5ktrot.com to register and get all the event details. Whether you’re running, walking, or simply grooving to the music, join us Thanksgiving morning for a day full of heart, health and Healdsburg cheer.
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HEALDSBURG TURKEY TR0T ~ STAY HEALDSBURG
2025-11-27 08:00 - 09:30
Healdsburg Turkey Trot
November 27, 2025 @ 8:00 am – 9:30 am
Start and Finish at Healdsburg Running Company

Healdsburg Turkey Trot
What started as a humble fun run has evolved into an all-out Healdsburg tradition, raising funds for scholarships that help students overcome financial barriers and attend college. Presented by the Rotary Club of Healdsburg Sunrise and the Healdsburg Running Company, and in partnership with the City of Healdsburg, this community-driven event brings together locals and visitors, all rallying for a great cause—LIVE LIKE DREW. The Healdsburg Turkey Trot gives our students a real boost by recognizing and supporting Healdsburg’s high-achieving Scholar-Athletes. Together we help them move one step closer to their dreams.
Kicking off on Thanksgiving morning at 8:00, the Turkey Trot invites everyone – from competitive runners to families with strollers, and even furry friends – to join in on the 5K fun. Expect a lively crowd of 3,000 to 4,000 runners, walkers, and participants decked out in costumes, festive hats, and even turkey feathers. And our beloved City Council Member, David Hagele, will be spinning tunes from the DJ table, bringing a dance-party vibe to the start and finish lines!
“The Turkey Trot is more than a race; it’s a full-on community party,” said Skip Brand, Race Director. “From everyone singing the national anthem together to the costumes, live music, and dance breaks, this is a quintessential slice of Americana. It’s about celebrating, giving thanks, and having a blast together.”
The Healdsburg Turkey Trot remains one of the most accessible and inclusive events in the region, keeping costs affordable and offering free entries to those in need. This commitment to inclusion means everyone – locals, visitors, and participants from all over Sonoma County – can feel the warmth of Healdsburg’s community spirit.
Race participants will enjoy professionally timed results and commemorative shirts. Top runners can look forward to exciting prizes, including fresh-baked pies from Costeaux French Bakery. And everyone who joins can feel proud of giving back in a meaningful way.
Sponsors including Big John’s Market, Charlie Palmer Pigs ‘n Pinot, Stay Healdsburg, Rio Lindo Academy, Healthcare Foundation Northern Sonoma County, Preston Family Charitable Fund, and many other local businesses are instrumental in making this event possible. Thanks to their support, the Turkey Trot continues to raise crucial funds for scholarships and other essential community efforts such as Healdsburg High School Interact Club, Healdsburg High Greyhound Boosters, Farm to Fight Hunger, Reach for Home, and Healdsburg Sunrise Rotary Ideals Scholarships.
Ready to lace up and join the fun? Head to www.5ktrot.com to register and get all the event details. Whether you’re running, walking, or simply grooving to the music, join us Thanksgiving morning for a day full of heart, health and Healdsburg cheer.
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2O25 HEALDSBURG ARTS FESTIVAL - STAY HEALDSBURG
2025-11-27 10:00 - 18:00
2025 Healdsburg Arts Festival
September 27, 2025 @ 10:00 am – 6:00 pm
Healdsburg Plaza

2025 Healdsburg Arts Festival
The 2025 Healdsburg Arts Festival will feature over 50 fine art and craft booths, food, wine, music and entertainment. Featured creative arts and crafts include painting, ceramics, sculpture, jewelry, fiber arts, fine art prints, glass, photography, mixed media and wood.
Booths will be set up under the trees of Healdsburg’s Plaza which was named by Travel & Leisure as one of America’s Most Beautiful Town Squares.
For 12 years the festival has been presented by Healdsburg Center for the Arts in partnership with Healdsburg’s Community Services Department, celebrating the diverse and creative communities of Healdsburg, Sonoma County and beyond.
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THANKSGIVING AT HAZEL HILL ~ STAY HEALDSBURG
2025-11-27 11:30 - 15:00
Thanksgiving at Hazel Hill
November 27, 2025 @ 11:30 am – 3:00 pm
Montage Healdsburg

Savor the warmth of the season with a festive, three-course Thanksgiving dinner at Hazel Hill, the signature restaurant at Montage Healdsburg. The menu features heritage turkey served with flavorful accompaniments such as sweet potato gratin, chestnut stuffing, and rich truffle gravy, along with other seasonal favorites. Late morning to mid-afternoon reservations offered.
$245 per person
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THANKSGIVING DINNER AT SP00NBAR ~ STAY HEALDSBURG
2025-11-27 13:00 - 19:00
Thanksgiving Dinner at Spoonbar
November 27, 2025 @ 1:00 pm – 7:00 pm
Spoonbar

Bring family and friends together for a farm-forward Thanksgiving dinner at Spoonbar restaurant in the heart of Healdsburg. The festive buffet showcases a variety of seasonal dishes, featuring crisp, colorful salads, roasted meats, and indulgent, house-made desserts to finish the meal. It’s a delicious blend of traditional favorites and modern seasonal flavors, from Roasted Sonoma Pasture-Raised Turkey, Braised Turkey Legs and King Salmon to Front Porch Farm’s Heirloom Polenta, Brioche stuffing with Smoked Bacon and Roasted Autumn Root Vegetables. Seating from 1 to 7 p.m.
Healdsburg Thanksgiving Dinner at Spoonbar
$90 per person | $45 kids 12 and under
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BLACK FRIDAY WITH WILS0N ARTISAN WINERIES ~ STAY HEALDSBURG
2025-11-28 11:00 - 17:00
Black Friday with Wilson Artisan Wineries
November 28, 2025 @ 11:00 am – 5:00 pm
Multiple

Skip the shopping mall crowds—sip instead. This Black Friday, Wilson Artisan Wineries welcome guests to a dozen winery estates across Sonoma County for a day of wine country cheer, limited-time wine specials, and festive décor. Visit participating wineries—Coyote Sonoma, deLorimier, Greenwood Ridge, Jaxon Keys, Kenneth Carl Estate, Mazzocco, Matrix, Pezzi King, Rockpile, Soda Rock, St. Anne’s Crossing, and Wilson Winery—to enjoy:

Exclusive case sale pricing and member-only wine releases
Holiday tasting flights and seasonal hospitality
Wreaths, lights, and decked-out tasting rooms ready for Season to Sparkle

Reservations are strongly encouraged, as this is one of the busiest weekends of the year in Wine Country.
How to Join:
Book directly with each winery online, by phone, or email.
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BUBBLES & 0YSTERS AT AMPH0RA WINES ~ STAY HEALDSBURG
2025-11-29 11:00 - 15:00
Bubbles & Oysters at Amphora Wines
November 29, 2025 @ 11:00 am – 3:00 pm
Amphora Wines

Make your first official holiday season merrier on the Saturday after Thanksgiving. Guests toast the season with a glass of Amphora’s crisp, dry Blanc de Noirs, the perfect companion to freshly shucked Tomales Bay oysters served on the half shell. For a heartier taste of the coast, the menu also features house-made New England–style clam chowder and buttery crab roll sandwiches—ideal for a cozy autumn afternoon. This holiday tradition offers limited seating, so advance reservations are highly recommended, with time slots available, from 11 a.m. to 3 p.m. Walk-ins are welcome as space allows.
$20 per person
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