Events, Deals and Things to Do in Healdsburg, CA

Available Today →

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sarah.parker

TOMORROW

AGAVE HEALDSBURG

Happy Hour

Tue, Sep 1, 2026

2:00 PM - 5:00 PM

Can't wait to unwind at Agave Healdsburg's Happy Hour! This is the perfect spot to enjoy delicious bites and refreshing drinks in a warm and inviting atmosphere. The vibrant orange cocktail, beautifully garnished with red flower petals, is just one highlight of the menu. With a backdrop of blurred bottles and bar equipment, the ambiance is both elegant and relaxed, making it ideal for gathering with friends. Whether you're in the mood for tasty tacos or handcrafted cocktails, this is the place to be. Don't forget to tag your Happy Hour crew and soak in the Wine Country vibe!

301 Healdsburg Avenue Healdsburg, CA

Available tomorrow →

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ohhmarcus

TOMORROW

PIZZANDO

Aperitivo Hour

Tue, Sep 1, 2026

3:00 PM - 5:00 PM

Have you heard about Aperitivo Hour at Pizzando? It's the perfect way to unwind after a long day! Enjoy a delightful selection of bites and drinks from 3 to 5 PM, Monday through Friday, right on the plaza. Indulge in house marinated olives, warm rosemary popcorn, or a delicious burrata. Pair your snacks with a refreshing drink, like a fizzy Italian soda or a glass of white wine. The atmosphere is casual and inviting, making it a great spot to relax with friends. Don't miss out on this special time to share good food and great company!

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paulie67

HAPPENING TODAY

106 Matheson Street Healdsburg, CA

The Matheson Five-Year Anniversary

Mon, Aug 31, 2026 - Fri, Sep 4, 2026

So excited about The Matheson's Five-Year Anniversary celebration! From August 31 through September 3, they’re offering special anniversary offerings to commemorate five incredible years. It’s a perfect time to reflect on the journey and enjoy some fantastic drinks. Then, on Friday, September 4, the party moves to Roof 106 from 9PM to midnight, featuring a DJ and a vibrant atmosphere. This rooftop event promises to be filled with energy and great company. Don’t miss out on this milestone celebration!

Happening tomorrow →

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californiakay

HAPPENING TODAY

106 Matheson Street Healdsburg, CA

Five Years Of The Matheson + Roof 106 (August 31–September 3)

Mon, Aug 31, 2026 - Thu, Sep 3, 2026

So excited about this celebration at The Matheson and Roof 106! From August 31 through September 3, they’re marking five incredible years of cooking, pouring, and gathering with some amazing specials. You can enjoy $5 Modern Margaritas, $15 Roof 106 pizzas, and a fantastic 50% off the entire Wine Wall. Plus, there’s a special $50 Five-Year Founder Menu that includes a sparkling greeting. It’s a perfect time to come together and celebrate the community and the culinary journey. Don’t forget, on Friday, September 4, the party continues upstairs with a late-night happy hour and a DJ on Roof 106 from 9pm to midnight. This is definitely worth checking out!

Happening tomorrow →

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doodlejen

Fogbelt Station Healdsburg

FOGBELT BREWING COMPANY

Happy Hour (Fogbelt Station Healdsburg)

3:00 PM - 5:00 PM

Check out the new Happy Hour at Fogbelt Station in Healdsburg! This lively event features a fantastic selection of $5 food and drink specials that are sure to delight. Enjoy select pints of beer, perfect for unwinding after a long day. You can also grab a delicious pizza slice, pretzel bites, tacos, sliders, or chips with queso, all for just $5 each. It's a great way to enjoy tasty snacks and refreshing drinks in a vibrant atmosphere. Don't miss out on this fun opportunity to relax and socialize with friends at one of the best spots in town!

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bobbysocks

GOODNIGHT’S PRIME STEAK + SPIRITS

Local's Hour

Goodnights Healdsburg

4:00 PM - 5:30 PM

This caught my eye! Local's Hour at Goodnight’s Prime Steak + Spirits is the perfect time to indulge in their Grilled A5 Wagyu Blend Burger, which is topped with white cheddar and served on a soft potato bun with fresh tomato, lettuce, and onion. It's a favorite among guests and is sure to satisfy your cravings. Plus, you can enjoy half-price wines by the glass, specialty cocktails, or Saloon Spirits while you relax in the inviting upstairs bar. The atmosphere is warm and welcoming, making it a great spot to unwind after a long day. Don't miss out on this delicious experience!

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kaia-1

GOODNIGHT'S PRIME STEAK + SPIRITS

Summer Prix-Fixe

Goodnight's Healdsburg

You'll love the Summer Prix-Fixe dining experience at Goodnight's! This seasonal menu, curated by Chef David Lawrence, features a delightful selection of dishes that celebrate the best ingredients from Sonoma County. Start with a choice of Corn Bisque or a refreshing Summer Melon Salad, followed by a main course of either Pan-Roasted Salmon with roasted corn succotash or an 8 oz Ribeye served with potato purée and bordelaise sauce. Don't forget to indulge in the Fried Bread Pudding topped with caramel sauce and vanilla bean ice cream for dessert. This elegant dining experience is perfect for those looking to savor the flavors of summer in a warm and inviting atmosphere. Reserve your table to discover what summer tastes like!

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emma_97

21025 Geyserville Avenue Geyserville, CA

GEYSERVILLE GUN CLUB

Martini Tuesday

This caught my eye! It's Martini Tuesday at Geyserville Gun Club, and you definitely don't want to miss it. Enjoy $7 house martinis, available in a variety of styles including dirty, dry, with onions, olives, or even a twist. Feeling adventurous? They'll even throw a pickle in your drink if that's how you like it! Pair your martini with $5 French fries for the perfect snack. The atmosphere is sophisticated with an art deco design, making it a great spot to unwind. Don't forget, this is a 21+ event, so grab your friends and enjoy a classy night out!

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bradleyk

CANCER SUPPORT COMMUNITY GREATER SAN GABRIEL VALLEY

Wednesday Yoga

331 West Sierra Madre Boulevard Sierra Madre, CA

Check out the new Wednesday Yoga class added to the Cancer Support Community's schedule! This class runs every week from 11:00 AM to 12:00 PM in a hybrid format, allowing participants to join in person or via Zoom. It's designed for individuals impacted by cancer, focusing on gentle movement, breathing, and relaxation to restore both body and mind. All levels are welcome, and the classes are free of charge, ensuring that everyone can participate and find support in a welcoming environment. Check the link below for more information.

Available Wednesday →

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lucky47

LAVOL

Lunch At The Madrona

The Madrona

11:30 AM - 2:00 PM

Had to post about this amazing lunch spot at The Madrona! They offer a delightful menu featuring freshly baked pizzas topped with ingredients like yellow squash, crispy bacon, and fresh basil. You can also enjoy a cozy dining experience with a glass of red wine, perfect for pairing with your meal. The outdoor patio is a beautiful setting, surrounded by lush greenery and vibrant flowers, making it an inviting place to relax. Plus, there's no corkage fee if you bring your favorite bottle! Reservations are encouraged, but walk-ins are always welcome.

Lunch

Available Wednesday →

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joshh

700 Mitchell Lane, Windsor, CA

WINDSOR BREWERY

Way Back Wednesday

This caught my eye! Way Back Wednesday is back at the Windsor Brewery, and it's a fantastic opportunity for vintage car enthusiasts. From 5 to 7 PM, you can bring your vintage cars, trucks, and motorcycles to show off and enjoy a lively atmosphere filled with fellow car lovers. The event is free and perfect for the whole family, so gather everyone and see what unique vehicles are in your garage! Don't miss out on this retro-themed meetup where you can connect with others who share your passion for classic rides.

Available Wednesday →

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nickmiller

1001 Westside Road Healdsburg, CA

THE MADRONA

Clueless

Check out this amazing outdoor movie screening of 'Clueless' on September 2nd! The event is set in a beautiful garden, creating a cozy and intimate atmosphere under the stars. Enjoy a lawn-seating experience with personal headphones and cozy blankets provided for your comfort. Each ticket includes admission to the event, popcorn, and a movie snack, along with a complimentary glass of wine. Plus, there will be an outdoor tasting lounge featuring @dancingsonoma and restaurant favorites and cocktails available for purchase. It's the perfect way to enjoy a classic film with friends in a relaxed setting!

Entertainment

Happening Wednesday →

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scooter24

113 Plaza Street Healdsburg, CA

THE GOODNIGHT

Prime Rib Thursday — Live Jazz

This caught my eye! Every Thursday evening, the downstairs dining room transforms into a lively jazz venue, featuring a talented band that sets the perfect backdrop for an unforgettable dining experience. Chef David Lawrence's Prime Rib Thursday menu is the star of the show, starting with a refreshing Chopped Wedge Salad. The main event is the Herb-Butter Prime Rib Roast, served alongside fluffy popovers, creamy Yukon Gold potato purée, and a rich Charles Goodnight Bourbon porcini jus. To top it all off, indulge in a delightful Bananas Foster for dessert. It's the ideal way to unwind and enjoy a night filled with great music and exceptional food.

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lucysull

3-Course Sonoma Neighbor Menu (Thursdays)

317 Healdsburg Avenue Healdsburg, CA

DRY CREEK KITCHEN

3-Course Sonoma Neighbor Menu (Thursdays)

So excited to share this new dining experience at Charlie Palmer’s Dry Creek Kitchen! Every Thursday evening, you can indulge in the All-NEW 3 Course Sonoma Neighbor Menu, celebrating the fresh and vibrant flavors of Northern Sonoma County. The menu features a delightful array of locally grown ingredients, starting with a colorful salad of sliced peaches, radishes, and herbs, beautifully garnished with small white flowers. Each dish is thoughtfully crafted to highlight the region's bounty, making it a perfect choice for food lovers. Don't forget to book your reservation today to enjoy this unique culinary journey!

Available Thursday →

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dax

Burger & Pilsner Special — Thursdays at 5:30 PM

CHARLIE PALMER’S DRY CREEK KITCHEN

Burger & Pilsner Special — Thursdays At 5:30 PM

Spirit Bar

This is the vibe for burger lovers! Every Thursday at 5:30 PM, you can indulge in the best burger deal in town at Charlie Palmer’s Dry Creek Kitchen. Picture this: a mouthwatering cheeseburger topped with fresh lettuce, juicy tomato, crunchy pickles, and zesty onions, all served on a perfectly toasted bun. On the side, enjoy golden, crispy French fries with your choice of ketchup and a creamy dipping sauce. And to wash it all down, there's a tall glass of refreshing Pilsner beer waiting for you. This special is perfect for a casual night out with friends or a laid-back dinner. Don't miss out on this delicious combo!

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sarah.parker

254 West 54th Street New York, NY

54 BELOW

Cherry Bomb: A Redhead Cabaret (54 Below)

700 Grove Street Healdsburg, CA

9:30 PM - 11:30 PM

This caught my eye! Join this fiery ensemble of redheads for 'Cherry Bomb: A Redhead Cabaret', a celebration of what makes redheads so unique; their spunk, determination, and hair of course! Don't miss these rising stars as they sing iconic redhead songs from the musical theatre catalog in this dazzling night out. The event features an impressive lineup of performers including Molly Blackburn, Sam Corry, Rylynn Davis, and many more, all showcasing their talents in a vibrant cabaret setting. The show will take place in-person at 54 Below, with an option to livestream for those who can't attend in person. It's a perfect night for cabaret lovers and anyone who appreciates the artistry of musical theatre.

In Person & Online

Happening Thursday →

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fred68

SEP 5

SEGHESIO

Twilight Tasting

Sat, Sep 5, 2026

You’ve gotta check out the Twilight Tasting events happening every Friday in August! This is the perfect opportunity to unwind and enjoy some amazing wines in a beautiful outdoor setting. Each tasting runs from 5 to 7 pm, allowing you to savor the flavors of the season as the sun sets. The atmosphere is casual and inviting, making it a great way to kick off your weekend. Don’t forget to bring your friends along for a delightful evening filled with great company and exquisite wines. For reservations or more information, feel free to reach out via email!

Available Friday →

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katnip19

Anniversary Night On Roof 106

Roof 106

9:00 PM - 12:00 AM

You’ve gotta check out this special Anniversary Night on Roof 106! This Friday, we’re celebrating five amazing years at The Matheson with a fantastic rooftop party from 9PM to midnight. Expect a lively atmosphere with a DJ spinning great tunes, delicious drinks flowing, and an incredible view to enjoy the night. It’s the perfect way to toast to our journey and all the exciting moments ahead. Don’t miss this chance to celebrate with us and make some unforgettable memories under the stars!

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johnny5alive

Roof 106 Late-Night Happy Hour & DJ (September 4)

Roof 106 Late-Night Happy Hour & DJ (September 4)

Roof 106

9:00 PM - 12:00 AM

Gotta make plans for the Roof 106 Late-Night Happy Hour and DJ event! This special celebration is happening on September 4 from 9 PM to midnight, and it's the perfect way to enjoy the vibrant atmosphere of Roof 106. Join us for a night filled with great music and fantastic drinks. The rooftop lounge offers a stunning view, making it an ideal spot to unwind and celebrate. Whether you're looking to dance the night away or just enjoy the company of friends, this event promises to be a memorable experience. Don't miss out on the fun and excitement as we celebrate five amazing years of The Matheson!

Entertainment