Thinking Cup

Love this as a local, best espresso based coffee drinks in Boston, Stumptown beans; latte (no flat white option) is rich, strong and served as Australians love their coffee. Staff are so busy they can be short with customers who have questions. Baked goods, blueberry options are all great!

Second time here, first since the pandemic. Glad we remembered because it's just as good. Tuesday lunchtime and not too busy, surprisingly but I think we just beat the noon rush. We got the Smokin' Jamaican on gluten free bread, the GF tiramisu and a cup of Joe. The sandwich was delicious, grilled in the panini press with some gorgeous grill marks. The overriding flavour is definitely jerk and mango chutney with the turkey being more background and I really enjoyed that. The tiramisu is tempting to look at (see pic) with professional layers and a beautiful whipped cream topping with chocolate shavings. Hard to believe it's gluten free. The coffee is really good if not a touch pricey but it's downtown Boston and there's a Bucks on every corner so they gotta hold their own. All told, $25 plus tip for a sammich, dessert and a coffee. Not too weird for 2025. See you on the road.

I stopped in for a cup of hot chocolate today. Oh boy! was it good! It was rich, chocolaty, with the right amount of sweetness (meaning not overly sweet). And furthermore,the presentation was definitely pleasing to the eyes. I'd definitely go back for more!

Squeezed between Boston's gray granite facades, Thinking Cup manages to pack more studious energy per square foot than a library during finals week. Their matcha latte arrives like a zen garden in a cup, each frothy swirl suggesting the barista might have a side gig in fine arts. While you won't find eggs benedict or hair-of-the-dog remedies here, they've mastered the art of grilled cheese alchemy, though at $7.99, you might want to solve a few differential equations to justify the splurge. The brick-walled space plays musical chairs with an ever-rotating cast of characters: bleary-eyed students transforming caffeine into thesis pages, locals performing Olympic-level laptop camping, and the occasional tourist wondering why everyone else seems to know exactly what "cold brew with a nitro finish" means. The weekend morning rush creates a sort of caffeinated musical chairs, where securing a table requires the strategic planning of a chess grandmaster. The wooden benches along the wall offer prime real estate for observing this peculiarly Boston ballet of coffee seekers and sandwich enthusiasts. Fair warning: if you're planning to gather your book club of more than four people, you might have better luck finding free parking in the North End. But for solo contemplation or caffeinated tête-à-têtes, Thinking Cup proves that sometimes the best thinking happens over a perfectly poured cup.

Did taste test thinking cup cappuccino vs next door bakery cappuccino, of course not even in same league. Thinking cup never disappoints and is definitely underrated!

Super cool little coffee shop, would highly recommend. The coffee was delicious and there’s breakfast sandwich I got was really good too. Staff members were quick and friendly and the environment was perfect for a coffee shop. Overall I had a great experience, you should give this place a try when you’re in Boston!

Bacon Gruyère quiche made with love; Americano with a fresh, moist slice of banana bread to top it off. Well worth detouring our Commons Walk!

One of my favorite cafes. I love their vanilla latte, hot chocolate, breakfast burrito, and carrot cake. The cafe itself is very cozy and has a warm atmosphere. It's very well designed and I absolutely adore the rustic and vintage feel.