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Upstairs On the Square

4.2

About this business

UpStairs on the Square is a full-service restaurant located in Cambridge, Mass. Its bar offers various food items, wines and signature cocktails. The restaurant s wood-paneled dining room features fireplaces and artisan chandeliers. Its bar menu includes cheese pizzas, grilled steaks, seared tuna, spaghetti with garlic chives, smoked salmon omelets and homemade ice cream. The restaurant s vegetarian menu features wood-grilled mushrooms, roast baby beets and cheese. The restaurant also organizes several wine-tasting sessions ... read more

Location details

91 Winthrop St, Cambridge, MA, 02138, United States

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WeekdayScheduleStatus
Mon11:00 a.m. to 1:00 a.m.
Tue11:00 a.m. to 1:00 a.m.
Wed11:00 a.m. to 1:00 a.m.
Thu11:00 a.m. to 1:00 a.m.
Fri11:00 a.m. to 1:00 a.m.
Sat11:00 a.m. to 1:00 a.m.
Sun11:00 a.m. to 1:00 a.m.
4.287 reviews
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bostonbetty's profile image
bostonbetty 
18 years ago

Nice space – I'd have to agree that the food is mediocre and overpriced. I think you're paying for atmosphere and ambience. They should pay as much attention to the food as they did to the decor. I do have to say, the desserts were outstanding, even though we waited a good 30 min. for them. The servers are another story entirely. They are the most pretentious waitstaff I've ever encountered. You'd think that someone trying to earn tips would be a little nicer. 

_some_girl_'s profile image
_some_girl_ 
19 years ago

no way – The wine selection was mediocre at best. The food was nothing to write home about. Our group of four asked the waitress to evenly split our final bill (not an outrageous or unusual request). She proceeded to charge one friend the full price of the meal, me 3/4 the price of our meal, and so forth. When we tactfully pointed this out to her and asked her to remedy it, she said she didn't know how and generally acted like a flake for a full 15 minutes. Finally she had enough sense to get a manager to help her. He was eq... read more

caroline8876's profile image
caroline8876 
19 years ago

Charming – Great place to hold a bridal shower, small wedding or baby shower. 

wigeon's profile image
19 years ago

A wonderful spot for tea – I recently visited the Monday Club for lunch with a girlfriend of mine. We were not ravenously hungry, so the 3 tiered tea with a champagne kick seemed like it would be just the right thing for us-- tea, tea sandwiches, and a few treats. We got much more than we bargained for; everything was very rich, and very delicious. Their amazing turtles were devilishly hidden on the bottom tier, which I reach well after I was completely full. I could not leave that turtle uneaten. We may have walked (rolled?... read more

nicolechem's profile image
nicolechem 
19 years ago

Fabulous Prix Fixe – At first I thought the service was slow - then I realized I am getting used to not being rushed... and my husband and I could really relax and enjoy our meal. We felt the service was very attentive and took the time to discuss food and wine with us. We ordered the Restaurant Week menu, but saw they have a regular prix fixe. Now they have regular customers! Our second visit was just as enjoyable. 

mcg74's profile image
19 years ago

Fantastic in every sense of the word! – If you are looking for a true dining experience, rush to Upstairs on the Square. My husband and I recently celebrated our anniversary there - we can not say enough about the service, the ambience, and the food. Everything was first rate from beginning to end. 

mariescarborough's profile image
mariescarborough 
19 years ago

Great Spot for Lunch, Brunch and Drinks – Lunch is elegant and a good deal, with delicious tomato soup and grilled cheese. Brunch is also yummy with the most amazing bread basket. The best thing about Upstairs though, besides its zany interior, is the staff. 

restaurant_foodie's profile image
restaurant_foodie 
19 years ago

Not worth anywhere near the $$ – Soiree Room. Very disappointed. Made reservations, supposedly only early times left. WORST table - right by the room entrance, near heavy door that waitstaff uses constantly. Room was half-empty the entire time, so we wondered why we were seated there, better tables remained empty. Food - good, sometimes great, but many places offer great food with better experiences and lower $$. Portion - if not for the bread, we would have left hungry. Service - good, sometimes snooty - overall room ambien... read more

aurora665's profile image
aurora665 
19 years ago

ups and downs – First let me say, the food itself was amazing. Very delicious. Of course, the portions were extremly small, even for fine dining. The service was extremly slow, but good when actually aorund. The bar took forever to make sub par drinks-I expected alot more from the bar side of things, more creativity, steping outseide of the box. I would go again, maybe on a much slower night, and drink wine. 

Frequently asked questions about Upstairs On the Square

How is Upstairs On the Square rated?

Upstairs On the Square has a 4.2 star rating with 87 reviews. 

When is Upstairs On the Square open?

Upstairs On the Square is open now. It will close tomorrow at 1:00 a.m.  

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