ROOF 106

Bar · Healdsburg

ROOF 106

Bar · Healdsburg
106 Matheson St, Healdsburg, CA 95448

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ROOF 106 by null
ROOF 106 by null
ROOF 106 by null

Highlights

Wood-fired pizzas, innovative cocktails, and rooftop views  

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106 Matheson St, Healdsburg, CA 95448 Get directions

thematheson.com
@themathesonhbg

$30–50 · Menu

Reserve

Information

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106 Matheson St, Healdsburg, CA 95448 Get directions

+1 707 723 1106
thematheson.com
@themathesonhbg

$30–50 · Menu

Reserve

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Last updated

Oct 19, 2025

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Eric Prudent

Google
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!

Eric Dowling

Google
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

Candy Nakajima

Google
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.

Ann W

Google
I ate at the bar as a solo older woman and had the BLT pizza. My experience improved as soon as the bar manager Cathleen showed up. She was attentive, kind, helpful and clearly a professional in all things. The young men were fine but when it came to following up and ensuring my ongoing needs were met, they went lacking. It seemed the couples and the young women were treated differently. I hate to say this as I am usually silent about things like this in reviews as it makes me feel like I’m a victim. Yet if we don’t speak up there may be less awareness and learning. I fully expect Cathleen to do some retraining and that my next visit will be pristine. And please ask the bar staff to introduce themselves or wear name tags. We want to give accolades to those working hard and making a difference. Thanks to all for your efforts. Overall a great meal and visit.

Karl Hucke

Google
Sat at the bar for a pizza and cocktails. Awesome space overlooking the square. Pepperoni and Thai basil pizza was great. Mezcal cocktail was a little on the sweet side, but I would return here over and over. Reverse happy hour!! They had a packed house on Monday night both upstairs and down

Richard Phillips

Google
Visited the roof top cocktail lounge as part of Sonoma Restaurant Week. For “pub” fare- it was excellent. The charcuterie board was and excellent spread to accompany the drinks. The main course was steak and salmon. Kudos to the kitchen for the perfect medium rare steak and the medium rare salmon - perfect! The crunchy Brussel sprouts were excellent as were the crunchy smashed fingerling potatoes. The view of the Healdsburg plaza slso added to the environment.

Jodi Roberts

Google
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.

Samar Singh

Google
Amazing vibe, fantastic drinks, killer pizzas and Daniel S. crushed it with outstanding service!