We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Thinking Cup

Ratings and reviews

Certificate of Excellence2015 - 2018 Winner

Location and contact


$2.75 3.25
Iced Coffee
Cold brew
Café Au Lait
Coffee with steamed milk.
Espresso with a dollop of milk.
Espresso with foamed milk.
Espresso, steamed milk and milk foam.
Espresso, premium home made chocolate sauce and foamed milk.
Espresso and hot water.
Pour Over
Check board for single origins signature drinks
Grilled Cheese
Choice of bread, cheese and plenty add-ons
Smoking Jamaican
Jerk-spiced turkey, roasted red’n’yellow peppers, havarti cheese, mango chutney, pickled jalapenos on toasted multigrain bread
Roasted Chicken
Buttermilk marinated chicken tenders, havarti cheese, rasted wild mushrooms, vine-ripe tomato, romaine lettuce, sweet’n’spicy mustard pressed on multigrain bread
Jimmy the Greek
Hummus,‎ artichoke hearts, kalamata olives, vine ripe tomato, roasted wild mushrooms and goat cheese on multigrain bread
Barcelona Bliss
Spanish‎ cured dry chorizo, aged manchego cheese, roasted garlic aioli and green olive spread on a crusty french roll
The Italian
A mixture of sweet and spicy italian cold cuts, sharp provolone cheese, red wine vinaigrette and arugula on house baked bell pepper focaccia bread
Jittery Swine
Stumptown coffee braised pork, house made BBQ sauce, pickles and smoked gruyere cheese on sourdough bread
Applewood smoked bacon, hass avocado, romaine lettuce, vine ripe tomato and house made aioli on sourdough bread
Roasted Tri-Tip
Our own roasted tri-tip of beef, creamy gorgonzola sauce, roasted sweet onions
Hot Tea
Blue flower earl grey, english breakfast organic china green, jasmine, rooibos mt olympus, organic peppermint
French Hot Chocolate
64% tainori valhrona drinking chocolate
Chai Latte
Iced Tea
Black, green, rooibos
Brown Sugar Lemonade
Freshly squeezed daily
Orange/Grapefruit Juice
Freshly squeezed
Egg and Cheese Sandwich
Breakfast Sandwich
Choice of sausage, bacon or ham with egg and cheese on english muffin
Breakfast Burrito
Choice of sausage, bacon or ham with egg, spinach, red peppers on wheat wrap
With butter $1.75
With jelly $1.95
With cream cheese $2.25
Plain,‎ wheat, everything, cinnamon raisin
Chocolate Croissant
Cherry, lemon poppy, bacon-maple-pecan
Blueberry, morning glory, apple cinnamon cranberry multigrain
Thinking Cup is pleased to be the first coffee shop in Downtown Boston to serve "Stumptown Coffee" exclusively. Stumptown, originating in Portland Oregon had been named “Best Coffee in the World” by NPR, The New York Times, Food & Wine Magazine, and USA Today. To ensure exceptional quality and freshness we obtain our beans directly from Stumptown’s roasting facility in Brooklyn, New York.Opening its doors in December 2010, Thinking Cup is ideally located just steps from the Boston Common. We are committed to providing the premier coffee experience in Boston by serving only the finest coffees, teas, and freshly baked pastries. Was awarded Best Coffee Shop in Boston by Boston Magazine for 2011
$3 - $12
Special Diets
Vegetarian Friendly, Vegan Options, Gluten Free Options
Breakfast, Lunch, Brunch, Late Night
American, Cafe
Takeout, Seating, Wheelchair Accessible
Reviews (616)
Filter reviews
517 results
Traveler rating
Traveler type
Time of year
More languages
Show reviews that mention
All reviews sandwiches breakfast sandwich macaroons grilled cheese beans burrito cake pastry boston cream pie great coffee stumptown coffee boston commons baked goods freedom trail quick bite nice atmosphere quick service
Updating list...
1 - 10 of 517 reviews
Reviewed yesterday

Colleague and I often pop in for lunch when we're in Boston. Sandwiches are great - interesting and filling - and it's very buzzy. I think our top 3 are the Jittery Hen, the Smoking Jamaican and the Italian - others are probably nice, but...More

Date of visit: April 2018
Thank UkGMan
Reviewed 3 days ago

Just off the Boston Common, The Thinking Cup is a great spot to stop in for a pastry and coffee. Comfortable decor! A busy spot, but worth a small wait to get a coffee drink. Try the cortado for something hot and strong. Nice selection...More

Date of visit: February 2019
Thank Grousedoctor
Reviewed 1 week ago via mobile

I stumbled upon Thinking Cup on a cold morning walk in Boston. The cafe is large with lots of seating, the coffee is excellent and there is a huge selection of sandwiches and cakes. I only had coffee, but the food looked delicious. I loved...More

Date of visit: February 2019
Thank ABB_Lon
Reviewed 1 week ago

I had breakfast at the Thinking Cup while visiting Boston. The pastry was very good, so was the coffee. The staff was friendly. A great way to start the day.

Date of visit: January 2019
Thank Orbit-IL
Reviewed December 18, 2018 via mobile

Love their oat milk lattes and strong coffee! Always seems full but the line is quick! Muffins rock too!

Date of visit: December 2018
Thank L8359HDkarens
Reviewed December 12, 2018

After seeing the lights in the park, and laughing at the antics on the ice skating rink, we were happy to find this warm and inviting coffee shop nearby. The menu was interesting, the pastries were unbelievably beautiful and delicious, and the people there were...More

Date of visit: December 2018
Thank Nancy O
Reviewed December 11, 2018 via mobile

Really great cafe in a beautiful location. By staying open late it almost advertises itself to students who need a place to work late. However, there is no WiFi available which is a really big shame as it’s the only cafe around downtown that stays...More

Date of visit: December 2018
Thank Rosie W
Reviewed December 10, 2018

After spending a week in Boston and eating at some very expensive restaurants (not on purpose,) my husband and I fell upon the Thinking Cup. How we walked by it over and over again and not notice it, I can't say. I really wish we...More

Date of visit: September 2018
1  Thank 3-sacrowd
Reviewed November 29, 2018

We stayed in Boston for three nights just opposite the Thinking Cup. Went across to this great little cafe the first morning for breakfast and ended up there for the next two! Genuinely friendly staff, excellent selection of food and awesome coffee. Wish we could...More

Date of visit: October 2018
Thank WillTone
Reviewed November 26, 2018 via mobile

Myself and my husband came across this little cafe as we were looking for somewhere different and I am so glad e did. Great for breakfast, good selection of pastries etc and the coffee is really lovely. We have spent 4 nights in Boston and...More

Date of visit: November 2018
Thank traceymcmullan16
View more reviews
The largest area of the city, Downtown is rich with
historical and iconic sites in Boston. Stroll through
one of Boston’s most famous green spaces, the Boston
Public Gardens, check out and make way for duckling
statues, picnic under a beautiful tree overlooking the
pond, and walk over the iconic footbridge where,
during summer time, you will catch a swan boat toting
children and eager tourists through the pond. Have
Nearby HotelsSee all 89 nearby hotels
The Ritz-Carlton, Boston
953 reviews
.07 miles away
The Godfrey Hotel Boston
4,904 reviews
.13 miles away
Hyatt Regency Boston
4,581 reviews
.13 miles away
W Boston
1,982 reviews
.23 miles away
Nearby RestaurantsSee all 3,619 nearby restaurants
Teatro Restaurant
511 reviews
.07 miles away
Caffe Nero
225 reviews
.09 miles away
Legal Crossing
465 reviews
.10 miles away
Nearby AttractionsSee all 948 nearby attractions
Freedom Trail
15,960 reviews
.10 miles away
Boston Opera House
332 reviews
.07 miles away
Boston Common
5,967 reviews
.12 miles away
Boston Ballet
118 reviews
.08 miles away
Questions & Answers
Ask a question
September 23, 2018|
AnswerShow all 3 answers
Response from Suncitykerry | Reviewed this property |
I feel they did, not that I tried anything .
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing