UpStairs on the Square | Tomatoes Galore

I have a feeling that the tomato and my love for it need no introduction. See this post from the tomato feast at UpStairs in 2010 and this one from a couple weeks ago at Bistro 5's heirloom celebration. At this dinner Michelle, Meghan, Megan and I celebrated more than just tomatoes but two years of friendships. It is pretty remarkable when events like this mark the passage of time - nearly everyone's lives are in a different place - whether we've moved, have a new job, have gotten engaged, or a combination of the above! 

Visiting UpStairs on the Square is like attending a festive soiree, its originality and charm resonate each time I return. We gathered first at the Monday Club Bar with a vibrant purple and green color scheme where a serpentine lilac bar commands the space. 

I started with a bubbly aperitif made with Aperol, fresh grapefruit and rosemary called Aprile ($11). The intense rosemary scent was cleansing and offered a lovely accent to the bitter sweetness of the Aperol.  Once we settled in among the jewel toned dining room enveloped by plush lavender booths and flickering gold accents, we began the tasting with an amuse bouche featuring juicy tomatoes with tender pork rillets over a piece of toast. 

A light bodied yet vibrant Boony Doon Albariño was poured to pair with the first course. Offering an acidic medley of grapefruit and lemon peel, the refreshing, silky texture matched that of the Green Zebra Tomato Gazpacho with green olive oil, crème fraiche, chives and rosemary. I scraped my bowl clean, this was a terrific first course. 
Then came a Brandywine Tomato Salad with radish, peach, lobster and nasturtium flowers. I never imagined lobster and peach together, they work exceptionally well. I am also a big fan (after this meal) of anything featuring the edible nasturtium flower. Its leaves offer a delectable peppery punch. At this point we are drinking a food friendly Sybille Kuntz Riesling, Mosel, made from organic German grapes resulting in delicate, dry and ultra crisp sips. 

The entrée is a hearty, tender Fire Roasted Berkshire Pork dusted in Fresh fennel pollen over smoked tomato molasses with bitter greens. 

This pork chop was a real treat alongside a vibrant Occhipinti Frappato, Sicily which balanced tart red fruits with a distinct earthiness.

I expected a little more from the dessert! While the Tomato Sorbet with candied pine nuts was lovely, it was similar to but not as incredible as the dessert from the last tomato tasting. The pungent sorbet did benefit from the final wine pairing, De Trafford Vin de Paille, a sweet but not cloying straw wine from South Africa.

UpStairs on The Square usually hosts their heirloom tomato series for a short period of time in the month of August. It is definitely a treat to attend and a tradition I have come to love!