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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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mountainjammer's profile image
mountainjammer 
16 years ago

Delicious food, wonderful wine selection and inviting decor. – I found Unstairs on the Square ramdomly on the internet and was instantly intrigued by the menu, photos and concept of throwing a dinner party every night. I was absolutely delighted to be greeted in the Monday room by a friendly maitre'd and was seated promptly near the roaring fireplace. The inside has a bohemian alice in wonderland feel--almost like you are indside of a birthday cake! Every meal that we ordered was delicious and unique. I highly recommend the ... read more

three0714's profile image
three0714 
16 years ago

Best wine and dine in Boston area, atmosphere fun and inviting! – I've had the good luck to experience Upstairs on the Square three times this month. I've been so thrilled with my time there, I had to write. I watched one of the Red Sox games at the downstairs bar and had some artisan beers I'd never tried before that were priced better than commercial beers. The bartender was friendly and attentive. Dinner a week later upstairs in the Soiree Room with my parents for moms birthday was one of the best meals I've ever experien... read more

ecec's profile image
16 years ago

Best Atmosphere! – Upstairs is like No. 9 Park's cooky Cambridge cousin. Sort of like No. 9 on magic mushrooms. The decor is so cool, unlike any other restaurant in Boston. The mismatched color schemes, funky chandeliers and rustic wood accents creates a chic-watermelon-in-the-jungle vibe (if that makes sense). It was pricey but worth it because I had a great time and the food was pretty darn good. I compare it to No. 9 because many menu items are similar - salads with farm fresh eggs, lardons everywhere, gnocci, weird cockt... read more

jeffreydalba's profile image
jeffreydalba 
16 years ago

Elegant Atmosphere, Delicious Food – The decor at Upstaris on the Square is wild! The interior colors are bold and exotic animal prints are carried throughout the design. When I took my girlfriend for her birthday, we sat in the Monday Club downstairs and our table looked out onto Winthrop Park in Harvard Square. It was a Friday evening. The whole dining room was full and yet we enjoyed the bussling about of the prompt waitstaff. There was even a piano player adjacent to the fireplace who played requests. For a starter, we t... read more

jsteff22's profile image
jsteff22 
17 years ago

Overpriced Mediocre Food – I have eaten at Upstairs on the Square several times over the past 3 years. My first experiences were pleasurable-great staff, excellent food, fun atmosphere. Over the past 3 years, as the prices have gone up, the food quality has gone down, it's not terrible, but I have had better for similar or less price. Since my last not-so-great meal I have limited my visits to drinks only. However about 2 months ago my boyfriend and I paid $40 for two Irish coffees and officially have declared, Never Again! ... read more

msiw80's profile image
17 years ago

Great Cocktails, Miserable Brunch – I really wanted to like this place but after several experiences I am left with very few positive things to say. The cocktail menu is inventive and the bartender experienced. It is a great place to come for a unique, admittedly overpriced, cocktail. The woman who runs/owns the restaurant is very friendly and made me feel comfortable on all occassions. That said, the brunch menu is extremely limited and the service mediocre. I ordered the Huevos Rancheros which, for $15, should be more than... read more

cheesemonger11's profile image
cheesemonger11 
17 years ago

Love <3 – This place is great. The decorations are great - the food is great - the service is great. Great!! 

cityscopeq's profile image
cityscopeq 
17 years ago

Don't walk - run away from the soiree room! – Where do I begin? The tasting menu with wine pairings - the food was miniscule, uninspiring and our wine glasses only a fourth full. I am not one for large portions, but even I left barely satiated. We were served by a 15 year old - I really believe he was 15 and that clumsy and unknowledgeable. Our bill was at least $130 per person. I love fine dining but next time I will stay in the South End. 

deenellie's profile image
deenellie 
17 years ago

Hated it! – I have to say I'm very disappointed with Upstairs. It used to be my favourite restaurant, especially when it was located on Holyoke Street. I went for Restaurant Week last week for lunch and was horrified at how the service has gone down even more than the last time and the food was nothing special. It used to be outstanding in my opnion and it didn't come close , yet again. We we'ren't seated at the reseravtion time. We sat for at least 20 minutes and we weren't acknowledged by the waiter. I finally asked the ho... read more

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 closed now. It will open on Sunday at 11:00 a.m. 

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