Chef Craig (Bullert) is a highly experienced, family-owned caterer with over 26 years in the business, known for personalized service and high-quality meals. He also owns A-Town Tavern, which specializes in...
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Local ModernItalianPizzaSeafoodVegan-friendlySeafoodUpscaleLunchDinnerLate NightRooftop
Last updated: 7/20/2026, 3:17:23 AM
Key Information
Roof 106 is an energetic, elevated-casual rooftop lounge and cocktail bar located on Healdsburg Plaza, part of The Matheson complex. It offers open-air seating with fire pits and heaters, providing good views and a lively atmosphere. No reservations are required.
Customers consistently praise Roof 106 for its great atmosphere, innovative handcrafted cocktails, and delicious wood-fired pizzas. The outdoor seating with heaters is a highlight, making it comfortable even on cooler evenings. Service is generally described as attentive and fast, though some minor delays in getting the check have been noted. Many consider it an excellent choice for celebrations and a top dining experience in Healdsburg.
Additional Details
Roof 106 is part of The Matheson, a larger culinary destination in Healdsburg. It operates on a no-reservations policy, making it accessible for spontaneous visits.
Evenings are ideal for dinner and cocktails, especially for enjoying the rooftop ambiance. On weekends (Saturday and Sunday), the restaurant opens earlier at 1 PM, offering a longer window to experience the venue.
Awards & Recognition
Michelin Guide Selection • 2024
4
Came up for dinner one evening and sat outside. Great atmosphere. It was cold but have plenty of heaters that it’s not too bad at all. We started with their signature drinks, which were solid. Then moved onto food. The pizza was delicious, shishito peppers perfect, and the shrimp was fabulous. Admittedly, the shrimp threw us off a little bit since the flavor is more of a sweet chili and garnished with mint, which presented a bit of a different profile than we were anticipating. It was still very good though. The food came out SO fast, and our server was great. Very on top of it and attentive.
Had a very nice experience here between wineries. The potatoes were so crisp on the outside while soft and flavorful on the inside (with a fun and interesting sauce). The atmosphere was calm and very chill. The drinks were fun and innovative - whiskey, espresso, and a torched banana slice wasn't something I'd thought about, but it works!
The real highlight was the pizza, which surprised me. Pancetta and burrata = heaven. I'd come back just for the pizza.
The service was A+ as well. An excellent gem in downtown Healdsburg!
One of the BEST DINING EXPERIENCES OF MY LIFE!! I had the privilege of sitting outside on a gorgeous night and one of the nice things about the rooftop is that there are heaters outside so you don’t need to worry about it ever being too cold. The staff is incredible. Always making sure I was taken care of and had enough. The chef and owner came over to speak with me and explained their journey and the meals I was having. The personal touch made the entire night even better. The menu is simple and efficient. Nothing boastful but that’s what I like about it. Everything on the menu is fresh and just the right amount. The squash was probably the highlight however I got treated to an item from the restaurant downstairs and it was a squid ink pasta that might have been one of the best things I have ever had (you know I love me some squid ink pasta). I also had the pork chop which should be known was about the size of my head. Cooked perfectly and paired nicely with a fresh little salad. If you are within an hour PLEASE DO YOURSELF A SERVICE AND GO HERE
ame here for our anniversary and birthday celebration, though that wasn't acknowledged that was ok. The place is a very nice, energetic, open spaced restaurant.
We got cocktails, a lot of different plates to share for the table, one pizza, and dessert for 5 guests.
The burrata was a hit as well as the Broccolini pizza. The squash, potatoes, and brussel sprouts were also tasty. The chicken wings were ok they were just slightly lacking in flavor, and some parts of the flat iron steak were overdone.
Overall the meal was good.
Overall, it was an excellent choice to celebrate a birthday. Everything we ate was outstanding, and the service was generally very good. They seemed busy or short-staffed, perhaps? It took a while to get our check when we were ready to depart, and the server was in avoidance mode rather than expressing regret at the wait, which was unfortunate. But it didn't dampen the fun we had that evening. I would return if I'm in the area again.
