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UpStairs on the Square

Deborah’s design of the two-tiered restaurant, which is set in a historic Harvard clubhouse, has been acclaimed in local and national press for its beauty, charm and originality. There are several complimentary dining rooms, all light filled, vibrantly colored, and decoratively painted (with countless stripes of gold and copper leaf and lavender suede banquettes), to host events from 15 to 250. And with all the menus throughout the restaurant, UpStairs on the Square prides itself on serving hand-crafted, finely-tuned, artisanal dishes, using the best of seasonal and local ingredients.

• At-a-
  Glance

  • Contact Info

    UpStairs on the Square

    91 Winthrop Street
    Cambridge, MA 02138

    Phone: 617-864-1933

    Fax: 617-864-4625

    Email

    Official Website

• Current &
  Upcoming Events

  • Current Events

    There are no current events available for this organization at this time.

  • Upcoming Events

    09/23/10	A Summer Dream: Dance the Night Away to the Music of Bo and Bill Winiker Orchestra Upstairs on the Square Restaurant A Summer Dream: Dance the Night Away to the Music of Bo and Bill Winiker Orchestra Presented by UpStairs on the Square at Upstairs on the Square Restaurant September 23, 2010 The summer is just the time for a dinner dance. As always, we’ll clear away the tables in the Monday Club Bar, strike up the band, and dance until we drop. The night will showcase the old-fashioned glamour of a dinner dance with all your favorite tunes—from swing to the fox trot. Come with friends, come single, or bring Prince or Princess Charming. Just come and twirl with us in this most romantic of evenings.
    09/30/10- 06/24/10	Johnny Baseball: Come for a Pre-game Pre-theater Dinner! Johnny Baseball: Come for a Pre-game Pre-theater Dinner! Presented by UpStairs on the Square September 30-June 24, 2010 For the run of the show, and for Red Sox season… Pre-theater prix fixe; post theater fun We went to opening night at ART’s summer performance Johnny Baseball, and can’t say enough about how terrific it is—we teared up on cue for the final number, and so will you. For the length of the Red Sox/Johnny Baseball season, come enjoy a high summer cuisine pre- or post- game meal with us! Pre-theater dinners of $35 (MCB) and $45 (SR) and post game treats of ice cream,...
    09/30/10- 06/18/10	The Piano Sings Every Friday Evening Upstairs on the Square Restaurant The Piano Sings Every Friday Evening Presented by UpStairs on the Square at Upstairs on the Square Restaurant September 30-June 18, 2010 Joe della Penna is the man of the hour every Friday as he tickles the ivories of our shiny lavender piano in the Monday Club Bar. Joe loves requests! Sinatra and Gershwin and the Beatles are staples, with some jazz and show tunes interspersed. Starting at the dinner hour, Joe will play as long as the crowd hums along and the mood is mellow.

• Past
  Events

  • Past Events

    09/30/10- 06/18/10	The Piano Sings Every Friday Evening Upstairs on the Square Restaurant The Piano Sings Every Friday Evening Presented by UpStairs on the Square at Upstairs on the Square Restaurant September 30-June 18, 2010 Joe della Penna is the man of the hour every Friday as he tickles the ivories of our shiny lavender piano in the Monday Club Bar. Joe loves requests! Sinatra and Gershwin and the Beatles are staples, with some jazz and show tunes interspersed. Starting at the dinner hour, Joe will play as long as the crowd hums along and the mood is mellow.
    09/30/10- 06/24/10	Johnny Baseball: Come for a Pre-game Pre-theater Dinner! Johnny Baseball: Come for a Pre-game Pre-theater Dinner! Presented by UpStairs on the Square September 30-June 24, 2010 For the run of the show, and for Red Sox season… Pre-theater prix fixe; post theater fun We went to opening night at ART’s summer performance Johnny Baseball, and can’t say enough about how terrific it is—we teared up on cue for the final number, and so will you. For the length of the Red Sox/Johnny Baseball season, come enjoy a high summer cuisine pre- or post- game meal with us! Pre-theater dinners of $35 (MCB) and $45 (SR) and post game treats of ice cream,...
    09/01/10- 06/18/10	Root, Root, Root for the Home Team!! Red Sox Games at UpStairs Upstairs on the Square Restaurant Root, Root, Root for the Home Team!! Red Sox Games at UpStairs Presented by UpStairs on the Square at Upstairs on the Square Restaurant September 1-June 18, 2010 If the game is broadcast, you can bet we have the television on in our Monday Club Bar. Day or night, come sit at the bar and agonize or yell supportive whoops as we demonstrate in no uncertain way our undying Red Sox Nation fealty. Ask our bartender for a burger and a special libation to keep up your viewing strength.
    09/01/10- 06/18/10	Afternoon Tea Upstairs on the Square Restaurant Afternoon Tea Presented by UpStairs on the Square at Upstairs on the Square Restaurant September 1-June 18, 2010 Come watch Harvard Square and beautiful summery Winthrop Park from the windows of the Zebra Room as you enjoy the civilized respite of a cup of tea with our artisanal sandwiches and sweet treats. See upstairsonthesquare.com for tea menu. And book your bridal or baby shower in the Zebra Room or the Soiree Room—it’s the perfect destination for a ladies’ event.
    09/01/10- 06/18/10	Dining al fresco at UpStairs Upstairs on the Square Restaurant Dining al fresco at UpStairs Presented by UpStairs on the Square at Upstairs on the Square Restaurant September 1-June 18, 2010 We are basking in sunshine and our renovated, pedestrian-only Parisian streetscape of Winthrop Street—now a perfect setting for al fresco dining. Come sit in our authentic bistro tables in comfortable French wicker chairs, and admire Deborah’s amazing confetti-colored flower garden. We’re all set to welcome you at lunch, brunch and dinner with the Monday Club menu as we applaud our Winthrop Street—a jewel in Harvard Square en plein air.
    09/01/10- 06/29/10	Johnny Baseball: Come for a Pre-game Pre-theater Dinner! Upstairs on the Square Restaurant Johnny Baseball: Come for a Pre-game Pre-theater Dinner! Presented by UpStairs on the Square at Upstairs on the Square Restaurant September 1-June 29, 2010 For the run of the show, and for Red Sox season… Pre-theater prix fixe; post theater fun We went to opening night at ART’s summer performance Johnny Baseball, and can’t say enough about how terrific it is—we teared up on cue for the final number, and so will you. For the length of the Red Sox/Johnny Baseball season, come enjoy a high summer cuisine pre- or post- game meal with us! Pre-theater dinners of $35 (MCB) and $45 (SR) and post game treats of ice cream,...
    09/01/10- 06/29/10	Summertime Saturdays for Afternoon Tea Upstairs on the Square Restaurant Summertime Saturdays for Afternoon Tea Presented by UpStairs on the Square at Upstairs on the Square Restaurant September 1-June 29, 2010 Come watch Harvard Square turn into spring from the sun-drenched windows of the Zebra Room as you enjoy the civilized respite of a cup of tea (or glass of bubbly) with our artisanal sandwiches and sweet treats. Tea menu is on our website. (Our afternoon tea is a perfect venue for a baby or bridal shower). Saturday Afternoons from 3-5pm
    09/01/10- 06/29/10	Dining al fresco at UpStairs Upstairs on the Square Restaurant Dining al fresco at UpStairs Presented by UpStairs on the Square at Upstairs on the Square Restaurant September 1-June 29, 2010 We are basking in sunshine and our renovated, pedestrian-only Parisian streetscape of Winthrop Street—now a perfect setting for al fresco dining. Come sit in our authentic bistro tables in comfortable French wicker chairs, and admire Deborah’s amazing confetti-colored flower garden. We’re all set to welcome you at lunch, brunch and dinner with the Monday Club menu as we applaud our Winthrop Street—a jewel in Harvard Square en plein air.
    07/31/10- 07/21/10	Our Tribute to Lobster & Corn: 10 Days & Nights of Summer Bliss Upstairs on the Square Restaurant Our Tribute to Lobster & Corn: 10 Days & Nights of Summer Bliss Presented by UpStairs on the Square at Upstairs on the Square Restaurant July 31-July 21, 2010 Nothing spells summer quite like our favorite ingredients in the entire world—lobster and corn. Is it because they both are such exquisitely perfect vehicles for melted butter? Susie and Steve will each be highlighting all kinds of intriguing combinations—for appetizers, lunch specials, and dinner entrees in both dining rooms. You won’t need a bib, but bring your appetite…
    07/30/10- 06/18/10	Johnny Baseball: Come for a Pre-game Pre-theater Dinner! Upstairs on the Square Restaurant Johnny Baseball: Come for a Pre-game Pre-theater Dinner! Presented by UpStairs on the Square at Upstairs on the Square Restaurant July 30-June 18, 2010 We went to opening night at ART’s summer performance Johnny Baseball, and can’t say enough about how terrific it is—we teared up on cue for the final number, and so will you. For the length of the Red Sox/Johnny Baseball season, come enjoy a high summer cuisine pre- or post- game meal with us! Pre-theater dinners of $35 (MCB) and $45 (SR) and post game treats of ice cream, burgers and summer pizza, know that, like the Red Sox, we’re there for you!
    07/29/10	It’s All Catalan to Me! A Spanish Wine Dinner Upstairs on the Square Restaurant It’s All Catalan to Me! A Spanish Wine Dinner Presented by UpStairs on the Square at Upstairs on the Square Restaurant July 29, 2010 Are you state-bound this spring? Not to worry. We’ll transport you to Spain with absolutely transporting Spanish wines and chef Susan Regis’ Spanish tapas menu to send you into the stratosphere. No need to go abroad. Just join us for our own little trip to the land of Catalan!
    07/28/10	Summer Vegan Dinner Series Upstairs on the Square Restaurant Summer Vegan Dinner Series Presented by UpStairs on the Square at Upstairs on the Square Restaurant July 28, 2010 Since our chef, our staff, and especially our clientele, all adore vegetables prepared beautifully, we continue to offer monthly vegan dinners with a high summer series in the lovely Soirée Dining Room. We wait for July and August, when vegetables flourish in all their various and splendid glory. Steve Brand’s menu will highlight the best of vegetable and vegan fine dining—with all local farm-grown produce, artfully prepared, this time of year, all from local farmers we...
    07/22/10	A Summer Dream: Dance the Night Away to the Music of Bo and Bill Winiker Orchestra Upstairs on the Square Restaurant A Summer Dream: Dance the Night Away to the Music of Bo and Bill Winiker Orchestra Presented by UpStairs on the Square at Upstairs on the Square Restaurant July 22, 2010 The summer is just the time for a dinner dance. As always, we’ll clear away the tables in the Monday Club Bar, strike up the band, and dance until we drop. The night will showcase the old-fashioned glamour of a dinner dance with all your favorite tunes—from swing to the fox trot. Come with friends, come single, or bring Prince or Princess Charming. Just come and twirl with us in this most romantic of evenings.
    07/15/10	Getting Grilled: Smokin’ Food & Wine for the Barbeque Upstairs on the Square Restaurant Getting Grilled: Smokin’ Food & Wine for the Barbeque Presented by UpStairs on the Square at Upstairs on the Square Restaurant July 15, 2010 Our wine director Matt Reiser, alongside Chef Susan Regis, have cooked up an event to help you pair wines with grilled food just in time for the high summer—think Australian sparkling Shiraz and South African Pinotage as fare game. For good weather, we’re in the midst of Deborah’s beautiful flowers outside; rain plan is the Monday Club Bar. In any case, it will be fun and instructive, and you’ll get to eat some of Susie’s great barbecue.
    06/23/10- 06/25/10	Strawberry Night(s) at UpStairs: Where the Incredible & Juicy Native Strawberry Takes the Starring Role Upstairs on the Square Restaurant Strawberry Night(s) at UpStairs: Where the Incredible & Juicy Native Strawberry Takes the Starring Role Presented by Upstairs on the Square at Upstairs on the Square Restaurant June 23-June 25, 2010 It’s all local strawberries all the time at these very special strawberry dinners. Nothing heralds the beginning of summer more than just-picked berries straight from the farm. Plus, we finally have an excuse for an extra dessert! Menu to be posted on our website. Our strawberry festival has made us famous—come see what all the fuss is about! Wednesday, June 23 through Friday, June 25 By reservation throughout the evening Four-course menu in the Soirée Room; $49 ($69 with...
    06/22/10- 08/24/10	Spring-Summer Vegan Dinner Series Upstairs on the Square Restaurant Spring-Summer Vegan Dinner Series Presented by Upstairs on the Square at Upstairs on the Square Restaurant June 22-August 24, 2010 It’s just plain the very best time of year to be a vegan. Since our chef, our staff, and especially our clientele, all adore vegetables prepared beautifully, these spring-into-summer dinner, offered when vegetables flourish in all their various and splendid glory, are not to miss. Steve Brand’s menu will highlight the best of vegetable and vegan fine dining—with all local farm-grown produce, artfully prepared. This time of year, our vegan dinners sell out—so reserve...
    06/18/10- 07/13/10	Vintage Jazz with the Bo & Bill Winiker Jazz Quartet Upstairs on the Square Restaurant Vintage Jazz with the Bo & Bill Winiker Jazz Quartet Presented by UpStairs on the Square at Upstairs on the Square Restaurant June 18-July 13, 2010 The Bo & Bill Winiker quartet play a cool brand of jazz—a light and melodic style and smooth hypnotic drum beat. This west coast style of jazz is driving but subtle and tasteful—it is toe tapping jazz. Come have Susie’s jazzy specials, and groove to the beat…
    06/02/10- 06/30/10	Our Second Annual Invasion of the Soft-Shell Crab Upstairs on the Square Restaurant Our Second Annual Invasion of the Soft-Shell Crab Presented by Upstairs on the Square at Upstairs on the Square Restaurant June 2-June 30, 2010 What better way to celebrate June than a week chock full of fresh Maryland soft shell crabs, with each chef in each dining room dreaming up specials that explore all the various possibilities of this crunchy Chesapeake crustacean. And yes, don’t fear—by popular demand, we will feature Susie’s famous Soft-Shell Crab sandwich at lunch. Lunch, Monday Club & Soiree Room dinner Selected special in the Soirée Dining Room
    05/20/10- 08/26/10	Summer Dinner Dance to the Music of The Winiker Orchestra Upstairs on the Square Restaurant Summer Dinner Dance to the Music of The Winiker Orchestra Presented by Upstairs on the Square at Upstairs on the Square Restaurant May 20-August 26, 2010 Bo and Bill are of course on our dance card for Thursday nights all through the intoxicating spring and steamy summer. As usual, we’ll clear away the tables in the Monday Club Bar, strike up the band, and dance until we drop. The old-fashioned glamour of a dinner dance with all your favorite tunes—from swing to the fox trot. All ages are welcome and forthcoming…Come with friends, come single, or bring Prince or Princess Charming. Just come and have a midsummer...
    05/16/10- 06/20/10	Tipple Trivia Sunday Nights (A Cocktail Geek-Off) Upstairs on the Square Restaurant Tipple Trivia Sunday Nights (A Cocktail Geek-Off) Presented by Upstairs on the Square at Upstairs on the Square Restaurant May 16-June 20, 2010 With hosts CitySearch Christine Liu & UpStairs’ Augusto Lino Monday Club Bar Sunday, ­­­­­­­­­­­­­­­­­­­­­­­­­May 16 & June 20 (9:00 pm start time) Ever wish that your vast knowledge of esoteric vermouths and falernum could propel you to stardom? Flaunt your cocktail trivia expertise as we entertain teams who will complete to win fabulous, libationary prizes. Our bar will be...
    05/15/10- 07/31/10	Springtime Saturdays for Afternoon Tea Upstairs on the Square Restaurant Springtime Saturdays for Afternoon Tea Presented by Upstairs on the Square at Upstairs on the Square Restaurant May 15-July 31, 2010 Come watch Harvard Square turn into spring from the sun-drenched windows of the Zebra Room as you enjoy the civilized respite of a cup of tea (or glass of bubbly) with our artisanal sandwiches and sweet treats. Tea menu is on our website. (Our afternoon tea is a perfect venue for a baby or bridal shower.)
    05/14/10- 07/31/10	The Piano Sings Every Friday Night This Spring in the Monday Club Bar Upstairs on the Square Restaurant The Piano Sings Every Friday Night This Spring in the Monday Club Bar Presented by Upstairs on the Square at Upstairs on the Square Restaurant May 14-July 31, 2010 Joe Della Penna is the man of the hour every Friday as he tickles the ivories of our shiny lavender piano in the Monday Club Bar. Joe loves requests! Sinatra and Gershwin and the Beatles are staples, with some jazz and show tunes interspersed. Starting at the dinner hour, Joe will play as long as the crowd hums along and the mood is mellow.

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