I never realized how negatively the winter weather affects my mood until the spring and then finally summer (!!!) are upon us and I can’t get enough of the sunshine and the heat. Yes, even the heat. I’ll take it! It means I can relax with a glass of (cold) Riesling or my latest favorite – Fisherman’s Bavarian wheat beer – out on the patio at night with Adam or enjoy a night out with friends, dining al fresco. Beats shivering with AC blasting inside any day!
I’m slowly but surely going through the restaurants on my 30 by 30 list. This time was extra fun because Adam and I were joined by our friends Kyle, Tiffany, Jim and Liz. We’re trying to have a monthly dinner going and this was our second outing (the first one was at Bistro du Midi… yeah, I’ve put myself in charge of organizing future dinners so we don’t actually have 11 months passing between each “monthly” dinner again). We even left the comfort of the Back Bay/South End area and traveled to Jamaica Plain. I know… so ambitious! ![]()
Canary Square is bar and restaurant specializing in American comfort foods with a twist. Local ingredients are often used in many dishes, which is always a welcome sign for me because aside from the sustainability side of it (which is complicated in my opinion), I think it forces creativity in the kitchen and as well as makes the menu more seasonally appropriate.
The décor is modern meets warm with exposed brick walls and ceiling beams with funky lights. I was actually imagining a tiny spot similar to Coda in Boston and was very surprised to walk into a large space filled with dozens of tables. It was already buzzing with excitement (around 7pm) but I wanted to take advantage of the warm weather and asked to be seated on their patio instead!
A hot day calls for a cold drink! I went back and forth between the basil grape or spicy watermelon mojito (don’t they both sound amazing?!!) but at the end was told that they ran out of mint. Yikes! Instead the sangarita (lunazul silver, red wine, lime, triple sec, sour mix and lime) quenched my thirst just fine! [It was stronger than I anticipated but after a few sips I was really into it.)
Lebanese hummus and pita chips was a lovely starter for the table! I loved the rustic preparation of the hummus (slightly chunky) and the super thick and crispy chips.
Adam also ordered the The Salty Pig – chef’s choice of salty pig parts, house made mustard, pickled vegetables, baguette. The “salty pig parts” that night were represented by a deliciously garlicky pate. I would order this again in a heartbeat!
Most of the entrees were surprisingly heavy (think mac & cheese, pasta carbonara <—with fresh local peas, nice addition! and roasted chicken with mashed potatoes). Comfort food for sure!
I found the lightest thing there and ordered the wood grilled skirt steak with truffled blue cheese tater tots, local zucchini and radish salad
That’s a perfect summer item if you ask me!
The steak was tender and very well cooked but I wasn’t crazy about the spice rub (I think they went a little heavy on the rosemary… I felt like I was eating pine trees) but the zucchini salad was super refreshing and perfectly balanced by the bites of creamy tater tots. I am not a fan of blue cheese but these were really divine!
A few bites of Adam’s wood roasted half chicken with local summer beans, bacon and mashed potatoes…
… and Jim’s baked mac and cheese with grafton cheddar and north country ham…
…made me want to come back to this place in the middle of winter and stuff myself silly with fantastic comfort food. Or maybe I’ll just eat inside with AC blasting (I guess it does have its benefits!).
Red sangria
We were all very happy campers but dessert was yet to be consumed… for completeness of this review of course! ![]()
Butterscotch bread pudding with vanilla ice cream
Incredibly rich and remarkably reminiscent of pancakes doused with maple syrup.
Chocolate cheesecake with cranberry jam
This was not your typical chocolate cheesecake! Tiffany was not a fan because “it wasn’t chocolaty enough” and I agree – this had much stronger caramel undertones than chocolate and the cranberry jam added additional quirky bitterness - but I loved it for it! It was unique and delicious in its own right. Comfort food with a twist.
The check came with a little book for comments, notes, songs, whatever.
Haha, courtesy of Tiffany. My kind of challenge ![]()
Canary Square is a fantastic place for good drinks and great food with friends. We’ll be back for sure!
***
For other restaurant reviews, please check out my restaurant reviews page!

[...] tasty challenge Update on 7/26: so far tried East by Northeast, Foundry on Elm, Sportello, Towne, Canary Square, The [...]
Wow I’ve never even heard of that place but it sounds awesome! Yeah we def don’t wander over to JP often. Minus the rosemary, your meal sounds fantastic!
I also get so affected by the weather, I feel like a different person right now from 6 months ago! Those desserts look amazing.
Your photos look beautiful! I’m absolutely loving the “salty pig” plate. Looks yummy!
Wow this looks delicious! I am so jealous of all the fabulous restaurants you have in Boston… my husband and I are planning a trip up there next year, and you can bet I’m going to refer to your restaurant reviews for some good places to eat
Awesome. That’s what it’s there for
I’d love to eat here someday!! the food looks amazing!
I’ve only been to Canary Square once and also had a fantastic experience. I got the roast chicken too – it was sooo good!
I’m totally getting it next time! It was incredible.
This was an incredible meal, and I love the atmosphere of the place. I’m so glad it’s right around the corner from me!
hehe, cute sketch
and that chocolate cheesecake sounds delicious, even if the name is a little bit of a misnomer! definitely a place to go in the winter!
That looks fantastic! Especially the steak. Yum yum yum!
o.m.geee that caramel/chocolate cheesecake is calling my name.
I went to Jamaica plains exactly once during my time in Boston and that was during freezing cold weather…my friends and I got lost and it was enough to scare us from ever going back again for fear of frostbite! This restaurant sounds worth it though…that bread pudding alone…
This place id definitely worth the trip there again
my gosh that chicken looks incredibly yummy! xoxo <3
I’ve been meaning to try Canary Square for a while. The desserts look great
those look like the most amazing tater tots ever!
We were bummed when the former restaurant in that space, Alchemist, closed down, but delighted with a great dinner at Canary Square. Double date sometime soon?
I’ve never been to the old place but am happy about this one
YES to double date. Seriously, let’s put it down on our calendars!!
[...] reward- we checked out Canary Square in their new JP neighborhood. I just read about this place on Elina’s blog, so I was psyched to try it out. The atmosphere was really cool and I liked the vibe. [...]