ROOF 106

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.

Great pizza, great wine, great service! We walked upstairs and sat at the inside bar. Alex took great care of us. Will definitely be back to check out the outdoor rooftop when it’s less cold. Cheers!

This was our favorite spot when we lived in Healdsburg. We chose to sit at the bar and received exceptional service from Liz, Alex, Jay and Jon. They were attentive, personable and created the best cocktails we’ve ever had. The pizza is excellent, right up their with authentic New Haven pizza. The menu changes with the seasons and only the freshest ingredients are used. The Best’s Bait was my go to drink but if you want something with some more flair then ask Alex and Jon for a drink with some fire and they’ll break out the blow torch and give you something you’ll tell all your friends about.

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.

We ate dinner at roof 106 and I highly recommend this restaurant. Hubs and I decided to split their pre-fixe dinner and we are really glad we made that decision! I'm sad that I didn't photograph the food because it was amazing. And so so delicious!

This is such a great spot in downtown Healdsburg. It's located right by the plaza with tons of shops, bars, and dessert places nearby, which makes it an easy stop for brunch, lunch, or dinner. The rooftop is really cute, with cool views of downtown and a modern, clean, and stylish interior that feels both relaxed and upscale. We came for brunch and the food did not disappoint. I ordered the breakfast pizza and a Caesar salad. The breakfast pizza was very good. It had a thin, crispy crust with a great balance of egg, onions, and bacon. Simple but done really well. The Caesar salad was fresh and a nice complement. Staff was great too. They were friendly, quick, and attentive without hovering.

AUG2025 Stopped in for early dinner. Sat at the bar for ease since it was more of a pit stop. We were able to jump in on happy hour too right before it ended which was nice. The bartender checked in on us often and answered any questions that we had. We had gotten the brussel sprouts, the wings, a squash pizza, and a pepperoni. The wings were interesting. I liked the crispy rice topping for texture. They were a little dry but I liked the ingenuity of it. The brussel sprouts were cooked well and not heavy or oil laden. Nice and crispy texture made for a great bite. Both pizzas were great, well cooked. I liked the taste of the crust and was just chewy enough. I was partial to the squash since the pesto, squash, and peppers really melded well together for me. The pistachio provided a nice crunch here and there though I'm unsure if it added much taste wise. An easy spot for a spell, it's one of our considerations when in town.

We love the matheson and Roof 106 is a wonderful place to hang either outside or by the bar under the roof. Gorgeous surroundings, lovely views and excustit food. I mean a simple plate of carrots here is elevated to heaven thru the wood burning oven. Menu changes so never gets stale. We're still mainly vegetarian so it means so much how many vegetable options plus proteins. I mean get off the fence and go there. Of course they have all the regular meat stuff and an excellent wine list but the cocktails are always phenom. Just go!

Beautiful space. Service is great. Food is delicious (though pricey). Love the casual, fun vibe. Drinks are all well made.

Husband and I were given a gift card to The Matheson a while back and decided to finally get around to making good use of it! We decided that the menu at Roof 106 (top floor of The Matheson) would fit the bill for what we were looking for last night. We had reservations to sit outside (highly recommend sitting outside) at 6pm. When we got there, the very nice host said our table wasn't quite ready but still found us a nice spot. Our server greeted us warmly and got our drink orders taken right away. We decided on their crispy chicken wings and roasted Brussels sprouts to start, then the summer squash pizza and Italian sausage pizza. The food was amazing! I have tried Brussels sprouts several times in my life and have never cared for them, but I couldn't get enough of these!! Absolutely delicious. The pizzas were cooked perfectly and the flavors paired nicely. Lovely atmosphere, terrific food, and wonderful service.

Really nothing special. Basic and simple in design and cuisines. Food was just ok, nothing blew me away. Server was average. Overall, just an average to below average experience. Will not be returning

This place could have easily been a five star review but I had to take one off for the very long wait. The vibe and energy is all here. Such a trendy and energetic place. The place was super busy on a Saturday evening. We were seated in the lounge area upstairs and it was a little challenging to eat our food on sofas but we made it work and still enjoyed our evening. The food was amazingly delicious and the server checked on us often, which we appreciated. Overall, an amazing place to relax and unwind with good food. You'll want to make reservations!

stopped by for brunch and had an amazing experience. the rooftop dining provides a beautiful and refreshing atmosphere. the steak and eggs were delicious and the cocktails were refreshing and strong! definitely coming back next time in healdsburg.

Every dish we sampled was spectacular. Burrata was amazing. the Shrimp had a delicious sauce that paired well with the bread. The service was perfect. This is an example of what a restaurant should be. Delicious clean tasting food with great service. Make sure to mark this one down as a must try.

Roof 106 does it again with a delicious meal. Two among the four of us were running the Lake Sonoma Marathon last month and needed a carb load (the other two of us were along for the tasty eats). We ordered: -4 pizzas for 4 people (more food than we needed, even when carb loading! we took some leftovers home. Have I mentioned that I love leftover pizza cold for breakfast?!): *Broccolini *Mushroom *TM Pepperoni *Truffle + Burrata Loved them all! -spiced delicata squash with sage cream - YES! -modern caesar salad - comes with chicken for a nice protein add! -local lettuces + feta cheese We focused on the carbs but were excited to see that their menu has expanded to include more proteins (including trout, pork loin, steak) - to be enjoyed at a future meal. We sat outside on the beautiful covered roof and enjoyed a serene night with delicious eats, friendly service, and the best company. Cheers!

This review is more for the late night ambiance and cocktails since we came for a nightcap and didn't have the opportunity to try their menu. Checked in at Matheson hostess downstairs and guided up the two flights upstairs to the rooftop into Roof 106. We checked in and went to a nice lounge area to the right of the bar. Very cool ambiance. Sofa style seating in the lounge area. Nice and dimly lit. Cocktails were well made with a variety of signature options. Excellent place to end the night with friends in Healdsburg. Definitely want to come back to try the food!

5 star Something new. Loved our dining experience at Rooftop 106. I can easily say it felt like we were on vacation. The ambiance is vibrant yet relaxing, making it the perfect escape from the everyday hustle. The views of Healdsburg are stunning, and there's something magical about savoring your meal while perched above the busy streets below. The food and drinks were wonderful. We had the prefix menu which as a combination of all the dishes we had our eye on; charcuterie board, crispy Brussel sprouts, steak, finger potato's, apple crisp, and soft serve ice cream. Of course, everything was flavorful and beautifully presented. Espresso martinis and Aperol Spritz were our drinks choices. Staff: Our server, Daniel, was nothing short of exceptional. He was attentive and welcoming, ensuring that our needs were met without being intrusive. From recommending his fav menu pics to checking in at just the right moments, he made us feel truly special throughout our visit.

Roof 106 has a great rooftop vibe fun, energetic, and perfect place to get away. But damn, it took forever to get seated. The place was packed, and the wait felt endless, so definitely make a reservation if you're heading there on a weekend. There is a cool park across the street to hang out at while you wait. Once we finally sat down in the upstairs lounge area, kind of awkward for eating on couches but we made it work. The food was great. Both the salmon and steak were cooked perfectly. If you're in Healdsburg and want good drinks, tasty food, and a rooftop scene, Roof 106 delivers. Just be ready for a wait unless you book ahead.

Ambiance - Ahhhh, can a rooftop restaurant not be cool?! :) We came without reservations, around 4pm on a random weekday. Plenty of seating, heaters to stave off the chilly air, comfortable cushioned bench/couch seating, fire pits, etc etc. It feels both casual and upscale. Nice balance! Seating is close so be aware if you're sharing intimate life details but was fun that night interacting with a group of four energetic ladies. Service - Everyone we encountered was friendly, professional, and efficient. Our server gave recommendations as requested and helped us on decisions. We were only here for a small "snack" if you will, happy hour of sorts without it really being a happy hour menu. Food/Drinks - we started with cocktails - "Welcome to Pear-adise" for me, hazy IPA for the hubby. My drink was more like a citrusy summer drink for kids. I'm a total lightweight and for me not to "feel" any buzz, makes me think it was super light on the alcohol. Hubby's beer was cold and enjoyable. We shared a margherita pizza and I really liked this version. Super thin, lots of flavorful tomato sauce, plenty of cheese and basil. Hubby finished off with the sweet apple crisp and enjoyed every bite. Overall, a fun place and lots of options for food and drinks.

This hopping bar and eatery is on the roof of the Matheson restaurant. It has inside and outside sitting with table fire pits and very comfortable couches and chairs to relax on. The staff is very attentive and helpful. There is a nice selection of cocktails, beer, and wine with some unique selections. It's a great gathering place for young and old and is quite hip in nature. There is a nice selection of small plates, wood fired pizzas, and full meals. We got a pizza which was very tasty and finished off with a charcuterie board and a glass of nice local dry creek Zinfandel. If in Sonoma, check it out one evening!

My friend and i did a walk in here not sure what to expect but boy were we surprised. First off 10/10 on the service here, our water cup was never empty and our server was great. We did the harvest menu as it was $47 per person and it included multiple plates. I thought it was a sweet deal and I was right. Charcuterie board was great although I would've like an olive oil or another sauce the sauce was not my fave. However everything else on the board was great, the cheese the veggies and the chorizo. The actual entre was trout, I love sea food but have had trout about one time. This trout was amazing finger licking good. The sides the Brussels sprouts (not pictured) were so good!!! The apple pie desert was amazing and to die for. I will definitely return here for a nice dinner. I think it was a great spot to try and reasonably priced we got a lot for the price we paid and the drinks were good . I will say that the vibe here is more upscale and fancy we sat outside at the rooftop, and the heaters worked very well. Definitely come here and do their 3 plate menu. You won't regret it.

Such a vibe! If you're looking for a great spot to grab a bite, especially after a day of wine tasting, this is the place. We'd heard it might be tough to get a table, but arrived just before 5pm on a Friday and it was no problem. It definitely started filling up soon after. We headed to the rooftop and ordered a mix of shareable plates, and every single dish was so flavorful. I'd order it all again. Standouts for me were the grilled shrimp and the corn, absolutely delicious!

Came 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 and our server was nice.

How have I not reviewed Roof 106 yet?! This place is phenomenal. I've been here countless times for dinner parties, birthdays, happy hours, dates and work meetings. Roof 106 is such a crowd pleaser, one of my top recommendations for restaurants in the healdsburg area. The menu doesn't change much but the offerings are solid and delicious. The chef's tasting menu is honestly my favorite, you get to try the best of on the menu for a great price point. I've never had a bad dining experience at Roof 106, staff is always welcoming and service is great. Be sure to book a reservation as it can be busy here on the weekends. Most of the seating is outdoor, I prefer to go during the summer months to enjoy the weather. During winter it can be a little colder but they do offer heaters. Overall a 10/10 pick, a must try if you're in the healdsburg area.

Fun ambience and great plates to share. Came to Roof 106 for a late dinner after enjoying the wine bar at the Matheson below. Ordered a number of dishes to share. Our collective favorite was the pork belly, followed by the burrata with flatbread. Small plate portions, we ordered 4 main dishes plus a dessert to share amongst 3 people and were comfortably full. **The only reason it wasn't a 5-star experience was due to a strange occurrence at the end of our meal. At around 9pm on the rooftop patio, the misters and/or fire control system went off (soaking our clothing and table) and non of the staff would tell us what was happening! Luckily, we were basically done eating and just finishing our bottle of wine. Still, it was unnerving that none of the servers would tell us what was happening and we quickly removed ourselves from the patio and closed out our tab at the bar.

This will be a limited review as all we had was a margarita pizza and drinks. Before the food, the restaurant was upstairs above the Matheson, felt a little add walking thru the Matheson, but they are connected, but separate. We walked up the stairs (Elevator is available). We for some outdoor seating with heating, very nice ambiance, sat on some soft couch with some pillows, over on other side they had fire pits, we were early, so there were not many people yet. The service was perfect, the margarita pizza was very thin, my wife really liked it, I'd probably go with something else on our next visit. The apple crisp was very good! Definitely sweet, and very delicious.

Great pizza, great wine, great service! We walked upstairs and sat at the inside bar. Alex took great care of us. Will definitely be back to check out the outdoor rooftop when it's less cold. Cheers!

Food, Service, Ambience and quality hit the spot. It's hard to find all these qualities that do well. First time there on a Sunday afternoon, enjoyed it! Note though: Not a fan when restaurants charge a silly 3% employee health and benefit fee or alike. I typically tip as appropriate usually 20% if treated well and food is at least good. With such a policy I just subtract the 3%. Please Stop the madness!

Great food and amazing patio. They take reservations at 30 days out and you have to book right then to get in.

We ordered the harvest menu option. All the courses were outstanding, the service great, and the ambience excellent Will definitely return! We ordered the harvest menu option. All the courses were outstanding, the service great, and the ambience excellent Will definitely return!

Stopped here for drinks after wine tastings and lunch a few weekends ago! It is an absolutely gorgeous rooftop with both indoor and outdoor seating, fire pits and beautiful overall vibes. We sat outside despite the rain bc it was covered. We got a fire pit which was amazing and they also have heaters overhead. We ordered drinks and while they took a while given how slow it was everything was perfect.

Came here with a group of 8 people for dinner. Had good setup on the heated roof deck for many groups. Very casual, we had pizzas on a giant couch around a firepit. Prices were reasonable and I'd recommend this for groups if you can plan ahead. I believe one of our friends called the restaurant for the reservation.

Came for a late lunch in between wine tasting for the day. The roof has a cool, hipster vibe. The people are friendly, service is fast and the food is tasty. We ordered a winter salad and the chicken and waffles. Both were really tasty.

I would definitely recommend getting seated on the 3rd floor where it's their rooftop bar. The vibe and ambiance is so nice on a sunny day. The food itself was good! We got a pizza and salad to share. I do wish the service was a bit more attentive but it wouldn't stop me from coming back. A great place to grab a bite and drinks with friends and family !

The Food!! My whole family, including my very picky 9 year old daughter, loved it. Highlights for me were the corn, the Brussels sprouts, and the burrata, but the pizza, wings, caviar, and eggs Benedict were all outstanding too.

Good food. Good service. Seating is on the third floor. It's covered outdoors with ceiling heaters. Seating is with chairs and benches. Benches have deep soft cushions that offer little support. Reasonable prices.

Oh man. I'm not sure where to start. My wife and I have walked past The Matheson a bunch of times and we decided to swing by to get a beverage snack before dinner. It was pure surprise to find out about the rooftop area so we thought why not give it a try. Not sure how the stars aligned but we're glad they did. We were able to get seated by luck and everything was already going great by the amazing hospitality of the staff. The place was filled and the wait times were quick considering how packed the tables were (kudos to the chefs!) Our beginning started with the Brussels sprouts (9/10), steak tartare (9/10), and chicken wings (9/10). All delicious and everything was consumed haha Danitza (hope that's right) graciously took care of us from start to finish, so thank YOU for the wonderful service and simply being a positive person! We asked about an off menu item because my wife noticed that roof 106 is associated with Valette. Thanks whoever chef that accommodated to our request for making that happen ^_^ That dish was (insert chef's kiss) I won't say what it is because we treat those special plates like a hidden speakeasy ;) The night was concluded with the main event of the pork belly pizza topped with fresh burrataaa. Oh lord how heavenly that was. We thought we had to take it home but somehow devoured the whole pie. What a showstopper. Last but not least are the cocktails. Some were winners and some... did not live up to our tastebuds. You know how some people prefer sweet and some prefer sour? Like with food, it's impossible to satisfy every palate. In terms of creativity and execution, the mad scientist bartenders get an 11/10 in our books. I'm terrible with name memory but seriously fellas - you are absolutely killing it behind that bar. Sliding in a special thanks and fist bump to Trey who also took care of us from time to time. Whoever is in charge to manage the staff, you have chosen amazing people! Til' next time 106

Food is good. Service was ok I have tried to call the restaurant for two days and nobody picks up. The Call back response is non existent

Excellent service. The chef clearly takes much pride in his presentation and offerings. Wonderful experience for visitors and a local crowd.

The downstairs area doesn't open until 4 so we sat on the rooftop. The decor and aesthetic was beautiful. There was so much to look at yet it didn't feel too loud. We both ordered pizza. Mine was the Chantelle mushroom which was delicious. The dough wasn't too thick but still fluffy. I ate the whole thing but didn't feel too stuffed. It was light but not too light where it feels like you ate an appetizer. My partner got the pepperoni pizza with thai basil and honey. He said it was amazing when he normally prefer traditional style pizza. The waitress was chill and attentive.

This usually is a go to spot for us monthly however today we went and the place was basically empty on the rooftop, but we were told it was booked out... even the bar. NO ONE WAS AT THE BAR. So we made a reservation and waited 45 minutes (3pm). The place had maybe 6 tables taken outside- we couldn't sit by the fire pits because we were told they were booked, never did ONE person sit there. For a place that is considered on the higher end side- not sure we will be back. We usually bring all of our out of town guests here and visit frequent but the hostess, wait staff and others just seem like they don't want to be there. Matheson resturant- change your staff. Chicken wings & drinks were 5 stars though.

Came here on our annual trip to Ca. Mary was our server and he did an awesome job with service and helpful no with menu. We split the harvest menu that had a charcuterie board, Cesar salad a choice of main course with potatoes and Brussels sprouts and ice cream for desert. It was a lot of food for the price and well worth it. I highly recommend it, sit inside or outside by the fire pits.

Stopped by this rooftop bar when I was visiting Healdsburg. Great service, very attentive. Pizza was amazing! I also had the Brussel sprouts but didn't take picture and those were 10/10! The margaritas were so good!

This review is for the Roof 106 brunch experience. Attentive and friendly hosts upon entering. Efficient but lot overly friendly bar staff. Fun, modern ambience. Inspired menu. I could have eaten the breakfast pizza all by myself if left to my own devices. Definitely recommend checking out.

This spot is one of the prettiest rooftops I've been to in Sonoma County. A coworker recommended it, and I'm so glad I took their advice. We arrived around 7:30 p.m. on a Friday night without a reservation and didn't realize how busy it would be. We ended up waiting about 30-40 minutes for a bar table, but it was worth it. While we waited, we enjoyed watching the bartenders create impressive cocktails with fire--a real show! We ordered the mushroom pizza and the hot honey sausage pizza, both of which were absolutely delicious. The thin-crust pizza, fresh out of the oven, was particularly tasty. I'm looking forward to returning and sitting on the rooftop outdoors next time, enjoying the string lights and fire pits. I give this place a 4/5 stars because without reservations, its quite the wait.

Ambiance & service were outstanding! The food, we started off with the beef carpaccio, 100% would have that again. Deconstructed cesar salad was a unique and delicious take. The black truffle & burrata pizza was next level.

Went for lunch and I had a pizza. Great crust and very tasty. Table ordered fries, 2 different salads, wings, brussel sprouts. Everything was good with excellent service. Sat outside and had a great lunch.

Loved the ambiance. Never been to Healdsburg before. Rooftop 106 was lovely. Ordered the broccolini pizza. The cheese and sauce were delicious. Wish they hadn't included the hard stalks of the broccolini so picked them off. Bernie, my server, was sweet. I'd return again and try the mushroom pizza next time I'm in town

Started with a wine from the wine wall in Matheson, while our table was prepped. Place looks amazing, will have to come back! The roof was so pleasant and lively. They have couch areas for large parties, we saw a group of ladies celebrating an engagement. Food was so tasty! We had the Whole Burrata with sourdough flat bread and Grilled Lemon-chili shrimp. Both were amazing. Service was great, even though it was a busy Saturday night. Highly recommend!

Cool location and setting. Staff was fine and our server was very nice but overall service seemed a little off like maybe understaffed? Slow to get first drinks ordered and slow to get them. We ordered two salads and a pizza. Only one salad was delivered and the second one was like 10-15 minutes later which was awkward. Food was good though and definitely like the location and vibe.

Wonderful spot for dinner or Happy Hour. Located right in the square in the heart of downtown Healdsburg. They have Happy Hour 4-6pm every night with a fantastic drink menu with great $8 options. Happy hour food and bites are similarly priced and excellent. We stopped for drinks and snack prior to dinner and had a great time. Wine list is extensive. Wonderful service and great atmosphere. Great for couples and groups.

Craving pizza so came by here. We enjoyed 2 pizzas - pepperoni and margherita, salad, glass of wine and root beer soda. All tasted really good and hit the spot after a day of wine tasting. Nice being in the rooftop area. We put our name in and waited about 30 mins for a table. Service was fast and friendly. We'll be back!

Let's start by saying this place is fabulous. We came here for a special event. For food we had the charcuterie boards which were amazing. For dinner we had the pizza and salad among other things. Service is excellent considering how busy they get. Ambiance is casual but also formal. I will definitely be coming back to this place. Perfect view overlooking the Healdsburg plaza. 5 stars hands down for this business.