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    Old Chicago Pizza

    4.2 (946 reviews)
    Closed Closed

    Old Chicago Pizza Photos

    Business Info

    OLD CHICAGO PIZZA ATMOSPHERE

    What's the vibe?
    Moderate noise
    Casual
    Good for kids
    Good for groups

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    Recommended Reviews - Old Chicago Pizza

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    Lisa salad-BIG salad on a little plate

    Went for lunch today with friends. Almost walked right past it. There is a sign pointing to the upper level but I missed it. Seriously great old architecture, big windows, exposed brick. Lots of character. Service was OK. Place was busy but not packed. The salads were good and were brought out quickly. Pizza's took longer naturally. The other 3 all got pizzas that they really enjoyed. A fun place to have lunch on a weekend.

    1/2 Lisa Iskin Salad for One
    Elizabeth A.

    Listen, this is a classic in Petaluma. Yes, it can take 30 min to get your order cooked, but it's worth it! My husband and I order a medium combination deep dish and we end up taking half of it home - pizza is still as good the next day. Don't bypass the Ranch! It's so good! Also, the salads are yummy too - good portions, sometimes i'll share my small salad. I recommend the Lisa Iskin Salad because it comes with lots of veggies. Staff is always friendly. The large windows make it a lively ambience. Parking can sometimes be tricky, especially if it's the weekend.

    You know the pizza is bomb when it gets murdered like this.
    Peter T.

    Im not from the area, but this is the best pizza I've ever had! Also, Abril is probably the best waitress I've ever had too!

    Small Italian salad. So fresh.
    Judy H.

    Came in on a Friday around 6pm. We wanted to order a pizza to go. This restaurant is up two flights of stairs and is super cute. There is a small bar area and an open dining area with about 14 tables. And looks to be an area for large groups in the back. Ordered a medium deep dish two topping Chicago style with a small Italian salad with house Italian dressing. We were told it would be a 45 minute wait so we waited at the small bar area and had a beer and a "not your father's root beer" (very dangerous choice as it tasted like a craft root beer) when our pizza was ready Karen at the register told us and got our salad ready to go. Wowowowow....the pizza...well crafted. The sauce was rich and full of flavor and the toppings were generous. The cheese was overflowing with deliciousness. The medium is definitely more than needed by two people not looking for leftovers. A small would have been sufficient. The salad (small) was plenty for two. Definitely a place we will revisit for pizza when in the Petaluma area. We could only find street parking but it was great as we found a space just around the corner.

    Medium 4 topping deep dish: sausage, pepperoni, green bell peppers, mushrooms
    Drea U.

    If you're looking for authentic deep-dish pizza, this is the place to go! While it's a bit on the pricier side, it's absolutely worth every bite. We ordered a medium 2-topping pizza and a medium 4-topping pizza, which came out to about $31-$34 each, depending on the toppings. The portions are HUGE--each slice is super filling (basically like eating two regular slices). They're also very generous with the toppings, so if you prefer lighter toppings, be sure to let them know when ordering. The deep-dish pizza is loaded with cheese, so if you're not a fan of extra cheesy pizza, keep that in mind. The service was excellent, the ambiance was cozy, and the food was a solid 10/10. Plus, we had plenty of leftovers to enjoy later. If you're craving some quality deep-dish comfort food, I highly recommend checking this place out!

    Half garlic and cheese, half pepperoni
    Gabe B.

    Fantastic pizza, you only need a slice or two, salad was excellent and the ambiance was as nostalgic as can be. Service was great, very friendly and attentive. Looking forward to our next visit.

    Nice view
    Samuel C.

    It's 9 pm and this place isn't too quiet or loud, with nice food and pizza! The employees in this small comfortable restaurant are always checking on you and making sure you get what you ordered. I love it here, it's a shame it's 2 hours from my home

    Large, double crust, pepperoni and olives
    Heidi M.

    Love the atmosphere! The brick walls, large windows and old wood bar. The waitress was great, attentive and served every thing fresh! The pizza is delicious! We got the double crust with pepperoni and olives. One slice and we were full but we got a large pizza so we have more for later! Definitely a must if you love pizza!!!

    Menu January 2024
    Katy Z.

    Located on the top floor above the Christmas shop, there were about 4 other tables when we arrived on a Monday night. We were debating on which size pizza to get and whether we wanted to grab any drinks or sides. The beers they had on tap were just IPAs , which didn't really intrigue me at that time. We ended up ordering 2 sangrias ($8/ per pint size over ice). We are both fans of sangria and surprisingly this one was pretty good. It was the Beso Del Sol Red Sangria topped with an orange slice. It is a tad on the sweeter side, but sangrias are usually sweeter anyways, plus the ice helped tone it down a little bit. I would order this again, and I even went online to see where you could purchase it and it seems like it is very limited just a few places :/ For the food, we ended getting a medium deep dish pizza with mushrooms, bell peppers, onion and sausage ($31.35). We were considering a small earlier but since we got sangrias we figured why not get a bigger pizza. The server did try to get us to consider getting an appetizer or salad since the deep dish was going to take 25 minutes but we were okay with just sipping on our drinks and waiting. When the pizza arrived we were ready to dig in! Before I could take a photo of the full pizza, the server already took the pizza server tool to help place our pizza slice on a plate. On the table there were the standard red pepper flakes, parmesan cheese, salt and pepper. She asked if we wanted any ranch on the side which I opted for. The side of Ranch was not listed on their menu so when she offered it I did not know they even had it. When the bill came, I did notice they charge $1 for each side of ranch so FYI there. The pizza was overflowing with all the toppings (I can see why they say try to limit to less toppings on their menu). When the server placed the slice on the plate, the cheese was being pulled all over, the sign of a good deep dish pizza. The pizza felt light and heavy at the same time. The toppings with the cheese made it heavy, but the pizza dough was lighter. The crust had the crunch but not so hard that it was difficult to bite down on. I may opt for one less topping next time in hopes of getting more mushroom on it :) Overall, we enjoyed our drinks and food and would definitely come back and dine again. This pizza joint is definitely a chill place to just come by and have a slice of pizza after a long day. Parking wasn't too difficult to find on a Monday, but unsure how it would be on other days.

    four topping large deep dish
    Liz B.

    I was worried the deep dish would be too overpowered by sauce/cheese but it was the perfect amount. Located in the middle of downtown so be prepared for a wait, but there's tons to do around while you wait. As for portion, one slice of the large deep dish was just right for me and I wasn't overly full.

    Large dip dish
    Sarah L.

    Disclaimer: I'm not someone who likes deep dish pizza and my only experience with it is Zachary's and a famous pizza place in Chicago (sorry, I can't remember the name). Summary: I'd bring friends here. I recommend this place. Anyway with that said, I enjoyed my food. We ordered a garlic bread and a large deep dish - half Hawaiian (Canadian ham and pineapples) and the other half with bell pepper, mushrooms, olives, lots of pepperoni. I did not like the Hawaiian side - pineapples were good but what I did not like is the lack of meat (maybe my slice didn't have enough or it was probably just drowning from sauce) and over saturation of sauce. Overall, I did not think the pineapple was a good topping for that pizza. I didn't bother finishing that slice. On the other hand, I enjoyed the other half. For some reason, I did not have that over saturation of sauce issue. It was rather perfect! I could taste all the toppings and there was good amount of meat. Oh and did I mention already, that pizza was oozing mozzarella. Another issue that ruined the experience a little bit is the knife - mine was dull. So I had difficulty cutting my slice. It was difficult enough that my friend mentioned it to me at the end how he saw me struggling. (Note: I did not tell him about the knife, I thought I could work with it without looking helpless.) The garlic bread, I'd order it again. Soft and moist bread. Enough garlic. Warm. I would eat it with pasta. I had to control myself from eating it otherwise I would have been full by the time the pizza came. Our server is great! Sadly, I did not get her name. The only thing I'd recommend for all servers if this is not the practice already - is to inform especially new timers, as we informed her as our case, they charge for sauces like ranch, blue cheese, etc. Had I known that was the case, I would have informed her I don't need one. In fact we did not even finish one container, since I don't use ranch. Such a waste. A teabag is $3.50?! That's insane! Common! They offer beers and wine both white and red. The place is located on the second floor. Stairs are right outside Fantasia boutique. You won't miss the access to the stairs as it's by the walkway. I would describe the place as diner type of place - good for families. Relaxed vibe.

    THE BEST!!!

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    30 days ago

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    3 months ago

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    5 days ago

    Amazing deep dish pizza in a historic building. I haven't been here since the early 90's and it's exactly how I remember it.

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    2 months ago

    Waited almost an hour for two mini pizzas (we ordered at 1:50pm, food came at 2:38pm) and they still got our order wrong.

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    2 months ago

    This is more than a pizza, it a full meal in one slice. They pack on the toppings and they weigh a lot.

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    7 months ago

    This is amazing pizza ! I love the individual mini pizzas. You pick 1, 2 or three toppings . Perfect for 1 person.

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    4 months ago

    solid food...nice and hot and just juicy. the staff is great to say the least...always nice and making it a blast to eat at.

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    Old Chicago Pizza Reviews in Other Languages

    Ask the Community - Old Chicago Pizza

    Does anyone know why the Old Chicago takeout/Delivery on McDowell Blvd. change it's name to "The Chicago Pizzeria"?

    They use to be affiliated with Old Chicago but then they weren't so they had to change their name, hence going from "Old" to "The" and "pizza" to "pizzeria" still playing on the popularity of the "Chicaco" & the original pizza business, trying to… Read more

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    Montagne Russe - Montagne Winery, Healdsberg, CA - September 19, 2024

    Montagne Russe

    4.8(33 reviews)
    0.1 mi
    $$

    California's wine country has made its presence known in the heart of California's cheese country!…read moreLocated in the heart of downtown Petaluma, the Montagne Russe tasting room is the newest tasting room in Petaluma taking over from where Black Knight Vineyards recently had a tasting room. Montagne Russe's full name is Montagne Russe Winery and Record Lounge, and it is exactly what it is, as it is part wine tasting room and part vinyl record store with hundreds of new and pre-used classic record albums for sale. What a perfect place to sip great wine while enjoying hit tracks from the past. Montagne Russe pours some of the nicest wines sourced from across Sonoma County, especially the nearby Petaluma Gap, making this newest tasting venue an ideal spot to soak in the atmosphere while supporting a local business. We've visited Montagne Russe before when their tasting room was at Bacchus Landing in Healdsburg, and while it was a beautiful space, it wasn't always busy. So it's no surprise they made the move to downtown Petaluma this past year. We'd been wanting to check out their new location since they opened over the summer, and finally got the chance during a recent weekend afternoon. With lively crowds outside, parking was harder to come by, as the recommended Keller Street Garage was completely full, but a short walk from the River Plaza parking lot did the trick. Even though we had reservations, we didn't end up needing them when we arrived, but the tasting room was full by the time we left. Winemaker and owner Kevin Bersofsky greeted us with a complimentary splash of their 2022 Sparkling Brut Rosé which had subtle hints of citrus throughout. From there, I enjoyed their Library tasting while my friend enjoyed their Signature tasting, both of which were offered at 35 dollars a person. For our second tasting, I enjoyed their 2019 Silver and Gold Chardonnay while my friend enjoyed their 2023 Roberts Road Chardonnay. My tasting of the Chardonnay tasted as it it was lower in alcohol, but higher in acid than my friend's Chardonnay, but both tasted wonderful. For our third pour, we enjoyed their signature Pinot Noirs, we me enjoying their vintage from 2019 and my friend sipped on their 2022 vintage, which were both sourced from Black Knight Vineyard, of which their wine tasting room they replaced in downtown Petaluma. For our fourth pour, I enjoyed their 2021 Terra De Promissio Pinot Noir, while my friend enjoyed their 2022 "Quatre Cinq Un" Pinot Noir, for both of these wines, the tannins were not too overpowering but you could definitely taste them. For our fifth and final pour, I enjoyed their 2018 Robert's Road Pinot Noir, which had hints of baking spices and cherries, while my friend enjoyed their 2021 Alder Springs Syrah, which was lush and silky smooth. For 70 dollars, not including gratuity, we enjoyed a lovely afternoon of wine tasting. When we made our reservation, there was a note about being able to bring in takeout from nearby restaurants, though it never came up once we began our tasting and honestly, we were too focused on the wines to think about food. As the afternoon went on, the crowd grew significantly, and at times it felt like we got a bit lost in the shuffle when it came to service. Still, we made the most of our visit and thoroughly enjoyed both the wines and the people-watching. With Montagne Russe still relatively new to the downtown Petaluma community, I can easily see them thriving here for a long time to come.

    New wine tasting room in Petaluma, with a spin, they spin records as well. They had a grand…read moreopening on July 12th. They served their sparkling brut Rose and plenty of Pinot Noir, all from Sonoma County, Sonoma Coastal, & Petaluma Gap appellation. One that stood out to us was the 2022 Dragons Back Pinot Noir. A classic tasty Pinot. They went all out and offered tasty bites that really enhanced their wines. They used to be in Healdsburg at Bacchus Landing a much larger location but not centrally located so moving to historical downtown Petaluma gives them an opportunity to attract a larger audience especially since their wines are sourced from the cooler Sonoma county region. What a fine job of remodeling the tasting room. I don't know how they did it but somehow the place seems wider and larger than the previous tasting room at this location. They opened the back with some large gathering tables and their vast selection of records is housed in the back as well. They added some small tables throughout the space. It's easy to maneuver. They also allow guests to bring food inside, so you can sip, sit, nosh & listen to some tunes. There are plenty of eateries around so it's any easy stop. As I write this review I'm reminiscing how well their Sparkling Brut Rose and Dragons Back Pinot Noir went so well with a prosciutto sandwich they offered at their grand opening. A great match, and good representation of Sonoma Coast, Petaluma Gap wines.

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    Montagne Russe
    Montagne Russe - Such good wine!

    Such good wine!

    Montagne Russe

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    Sushi Luma - Chirashi

    Sushi Luma

    4.4(131 reviews)
    2.1 mi
    $$
    Locally owned & operated
    Veteran-owned & operated

    Food amazing, service incredible. period. Highly…read morerecommend!!! :] Come check out this place in Marin county! The food comes out fast and fresh (especially the sashimi) and does not disappoint!

    We met for lunch on a Sunday afternoon. I had warned my fellow diners that we are going for the…read morefood and not the service due to some of the warnings on Yelp, but from the time we arrived until we left, I am happy to say, it was quite the contrary! Service was immediate and attentive. A very nice young man delivered menus, tea, water and a carafe of water to our table. You have a choice of ordering on a tablet at the table or the server also came by to ask if he could take our order. Ordering on the tablet was super easy and straight forward. We ordered gyoza as an appetizer, one chirashi (sushi rice with fresh fish on top), and three of us ordered the 2-item bento: Teriyaki salmon & tempura Chicken katsu & shio saba Bulgogi & spicy tuna roll The bentos come with a nice miso soup and salad. They do offer a wide variety of rolls as well as an assortment of side dishes and salads. There is a robot that comes around to deliver food to the tables. Our server delivered the soup and salad to us personally. The robot delivered our main meals but our nice server walked to our table and took them from the robot and delivered them to each of us. Again, a very thoughtful touch. Our food was paced well and our server came to replace our carafe of water with a full one without having to ask. I heard the bulgogi was a bit on the sweeter side and the chirashi had a beautiful assortment of seafood. We enjoyed trying a new place and would definitely come back. There is a beautiful huge screen with an ocean channel playing on the far wall. I loved watching all the sea life in their natural habitat. Parking is easy shared with other businesses. This restaurant is easy to find right off of Lakeville.

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    Sushi Luma
    Sushi Luma - Neat & tidy interior

    Neat & tidy interior

    Sushi Luma - Unagi don

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    Street Social - BBQ Hamachi Collar

    Street Social

    4.5(140 reviews)
    0.0 mi

    Sublime..... Insane in the membrane!…read moreAn explosion of titillating flavours on your taste buds. The eggplant dish is bonkers, alone worth the trip! Super European vibe in the old LANMART building with seating in the hallway. Excellent service, scrumptious grub!

    Holy yum! What a meal! We shared the Cesar salad, the potato churros, the hamachi collar, and the…read morered snapper lettuce cups. Everything was delicious and gluten free! We were going to order only 1 churro but the server offered that the churros are gluten free so we ordered two orders! The menu doesn't say this, so FYI. They were one of the best potato preparations I've ever had. Shockingly fluffy and light inside literally like a potato cloud. Maybe the cheese helps with this? I don't know but get them. Salad was good, nice mix of greens. A little wet for my taste if I'm choosing but I'm also not complaining, it was yummy. The potatoes were a perfect dish to come with the salad since otherwise it didn't have a crunch element. This is the first time I've gotten the collar and it was as meaty as it is. I've ordered at other restaurants before and it was not as successful of a dish as here. Loved the sauce and flavors on it. It was kinda sticky due to the sauce but I mean that in a good way, to add to the flavor and overall balance of texture and flavor The snapper lettuce wraps were also yummy! Kind of laborious to get the fish to eat ready but worth the effort, same with the collar too, but also worth the "work" to get the meat off the bones. The snapper has a lot of pin bones but otherwise really yummy bite. The rock wall in the alley creates a whole vibe with the lights and such. It is also one of the oldest walls in Petaluma, which is pretty cool. Slim menu but excellent. The restaurant is tiny, like 6 tables. Being on the patio was nice, more room. Our meal split 4 ways was delicious and filling but also light and sat well in our bellies. I'd absolutely come back again.

    Photos
    Street Social
    Street Social - Hamachi collar

    Hamachi collar

    Street Social - View from the loft to the tables downstairs. Can't remember if there's four or six but it's small.

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    View from the loft to the tables downstairs. Can't remember if there's four or six but it's small.

    Quinua A Taste Of Peru - Paella

    Quinua A Taste Of Peru

    4.3(27 reviews)
    0.6 mi

    Four of us went here last night; a great little restaurant that it seems Santa Rosans have yet to…read morefall in love with as there were only three tables out of perhaps twenty occupied at Friday Night dinner. A bright and clean space with understated decor. Portions are good so you might want to skip appetizers though we tried the Calamari which was good and the Yuca Frita was sublime. Small wine list with good choices from South America and if you order by the glass you will be amazed at the size of the pours; double what one would normally get! Two of us had the Paella which was very good, a third ordered the excellent Lamb Shank and the fourth had the top notch Pork Rib platter which completely disappeared very quickly. Perhaps next time we'll try the Ceviche as we will return if they can remain in business with such little traffic. While not inexpensive the value is solid as you would pay far more in any other good Sonoma County restaurants for similar dishes. Polite if a bit shy service but man did she light up when we went head over heels over her family home made hot sauces which are a "must try" if you have an appropriate appetizer. Ask for them as they bring you tasty but not too spicy standard condiments. Oh, and very clean restrooms and well paced food serving times. Keep this place open, try it sooner vs later.

    Good food and service. I especially like the breading they use on the Jalea dish. The empanadas…read morewere good, and the chicken was the best of the three. They need to work on the green sauce as it is more like salsa verde than aji verde, could be spicier too. I will return. I need to try the Chaufa.

    Photos
    Quinua A Taste Of Peru - Shrimp Chowder with Fried Egg.

    Shrimp Chowder with Fried Egg.

    Quinua A Taste Of Peru - Pescado Sudado

    Pescado Sudado

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    Central Market - Beef shortrib with gratin potatoes.

    Central Market

    4.1(829 reviews)
    0.0 mi
    $$$

    Really Yummy Supper on the Water - Awesome waiter, food was…read moreincredible - go here for dinner - you will no regret it!

    This review reflects my experience with the restaurant's gift card process and, more specifically,…read morethe lack of communication, follow-through, and accountability from owner Tony Najiola over the course of several months. This review is not a reflection of the restaurant's food, service, or dining experience. In November 2025 I purchased a $150 gift card through Central Market's website via Toast. The gift card was never received. I first reached out in February 2026 to inquire about the missing gift card. Tony responded the following day suggesting that I may have been scammed. After I clarified that the purchase was made directly through Central Market's website, he acknowledged that he had misunderstood, stated that this was a known issue, and told me he would contact Toast to investigate. March 2026: A month passed with no update whatsoever. I called the restaurant and spoke with Tony directly. He told me that I would need to contact Toast myself--a completely different answer from what had previously been discussed. April 2026: I informed Tony via email that Toast's customer service system specifically states that support is intended for restaurant businesses, not customers. I followed up again by email on 4/30 asking if he had received my message and whether there was any update. I have received no response since. What is most disappointing is the lack of clarity and consistency throughout this process. At various points, I was told I may have been scammed, then told it was a known issue that would be investigated, and finally told to resolve it myself through a company that does not provide support to customers in this situation. Not once was there a proactive update, clear explanation, or meaningful attempt to resolve the issue. More than five months after paying $150, I still do not have the gift card (which was intended as a Christmas present for a close friend), a refund, or even the courtesy of a response to my follow-up emails. When a business takes a customer's money, there should be some level of accountability when something goes wrong. At this point, I can only conclude that customer service is not a priority. The complete lack of communication and follow-through has left me feeling that my concerns--and my business--simply do not matter. Based on my experience, I would strongly caution others against purchasing gift cards through their website.

    Photos
    Central Market - Dinning area

    Dinning area

    Central Market - Wagyu Beef Sirloin Steak with bianchi bolognese in background

    Wagyu Beef Sirloin Steak with bianchi bolognese in background

    Central Market - Outside

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    Outside

    Hank's Petaluma - Fig & prosciutto pizza

    Hank's Petaluma

    4.0(162 reviews)
    0.2 mi
    $$

    My family had a wonderful dinner at Hank's the other night. This place does really well catering to…read morefamilies and my daughter loves the food here. I am also really into their home style Italian meals. First, I love the staff here. They were so helpful and accomodating of our special needs child. The servers are really great and take good care of their tables. Also, I really like the classy, kind of old fashioned look of the place. It's kind of classy, but also totally casual. The food here is the main reason I come. The happy hour is great for a little lower costs on a few of their food items. We love ordering some meatballs, a salad, and one of their pizzas. The pizza we had was their Green Goddess and it was delicious! I also ordered their fresh baked sourdough with butter and it's one of the most comforting foods to me. I also got their Seafood Pasta, which reminds me of my East coast, Italian roots. The Italian sausage in the dish works beautifully with the assortment of perfectly cooked seafood and pasta. Hanks is definitely a place I will return to anytime I get the chance. It's a great place!

    Great food and great Happy Hour selections!…read more I love the fresh taste of each dishes and not over seasoned. Staff is friendly and the vibe is cozy! Definitely another gem in Petaluma!

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    Hank's Petaluma - Inside

    Inside

    Hank's Petaluma - Shredded chicken pizza and Koburrata pizza's

    Shredded chicken pizza and Koburrata pizza's

    Hank's Petaluma - Happy Hour red pour. Merlot. Delicious and in a beautiful glass.

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    Happy Hour red pour. Merlot. Delicious and in a beautiful glass.

    Brewsters Beer Garden - duck fat fries

    Brewsters Beer Garden

    3.4(1.3k reviews)
    0.2 mi
    $$

    Brewsters is so much fun. It's the best place for families with children in downtown Petaluma. They…read morehave a ton of tables, yummy cocktails/wine/beer and have live music most weekends. Food is great too, we love the chicken wings, poke, and sandwiches. We recently tried their brunch menu (on mother's day) and it was delicious! Every time we've been our servers have been super accommodating and friendly. We especially love the hostess Bella. She goes above and beyond to help us and everyone else out! Even when they are very busy service is still 10/10. Definitely stop by!

    My friends and I came on St. Patrick's Day at 6pm. (4 of us in total)…read more We had no issue waiting in line since we figured it would be a busy day. The environment is nice, so it was a good day to sit outside. We get seated by the host, who was very sweet. Our server was extremely rude, unkind and obviously in a rush to get us out of our table. Mind you- we didn't choose our table. Afterwards, we were ordering our drinks... and he wasn't paying attention at all and kept insisting my friend wanted a beer she clearly wasn't ordering. THEN, a different server came to bring our drinks. He was very sweet, and by accident he spilled a drink all over one of my friends. No big deal, he had 4 drinks on his tray, so we understood and told him it was fine. Our server then comes, and we asked if we could order our appetizers, and he rolled his eyes and asked rudely if we wanted to get our meals also. If it wasn't for his behavior, we would've liked to have tried the dinner options, but we decided to get our bill and leave. We didn't even notice if we got charged the spilled drink. We just wanted to pay & leave. The wings were pretty good, sad that an interaction like that can change an entire mood and setting in your night.

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