7 Creative Valentine’s Date Ideas for the Lovable Weirdo in Your Life

When flowers and chocolate just aren’t in your wheelhouse, try one of these fun and funky alternatives to still have a very happy Valentine’s.



Let’s face it: Not all of us are the dinner-and-a-movie type. Some of us are, well, dorks. Also geeks, dweebs, weirdos, and — we’re just saying occasionally — sarcastically self-deprecating. Somehow, though, we still find people who love us. This Valentine’s Day, here are a few less than traditional dates for whatever type of dork you hold in your heart.


nikkytok | AdobeStock

For the Music Lover

If you’re the type to close your eyes and listen to an entire album before you realize it, this might be more your speed than a romantic comedy. Tarrytown Music Hall is hosting a special Valentine’s night concert of classical romantic pieces performed by Carnegie Hall pianist Katya Grineva. The celebrated musician will feature Debussy, Chopin, and Beethoven before joining guests after the show for Champagne and chocolates. Tickets are $45 to $75, with complimentary tickets available for students grades 6 to 12.


Sergey Nivens | AdobeStock

For the Space Case

Whether it's wars or treks, some of us just can’t stop looking up at the stars. And after all, what is more romantic than staring into infinity and pondering the impossible odds of two people finding love on a lukewarm ball of rock and steam hurtling through the vastness of the cosmos? Join the Hudson River Museum on the 14th for Valentine’s Day Under the Stars, with a sparkling toast and hors d’oeuvres followed by a dazzling show in the planetarium that focuses on the stories behind some of our most romantic constellations. Tickets are $30 or $25 for museum members; must be 21 or older.


Photo submitted by Maryknoll Fathers & Brothers

For True Loves With Just Really Inappropriate Taste in Romantic Comedies

The Maryknoll International Film Festival has the perfect film for anyone who prefers ½ of a rom-com’s cast to be catatonic for the bulk of the runtime — sort of a rom-­coma, if you will. The Big Sick relates the mostly-true story of how Kumail Nanjiani [The Daily Show] met his future wife, Emily Gordon, dated her, screwed it all up, and then truly fell in love with her while temporarily acting as her medical proxy after she has to be placed in a medically induced coma. You know, a classic boy-comas-girl story. Admission is free.



For the Couple Who Just Can’t Wait to Spend Eternity Together (Underground)

Between the decapitated saints, longing verse, and Pagan tradition, Valentine’s Day might actually be the most Goth holiday there is. It’s still a bit chilly and damp, but what better way to really feel the loving embrace of death’s cold chill than a delightful graveyard stroll on this bleakest of honored days? Westchester is home to many beautiful, historic cemeteries, perfect for a picnic, photo shoot, or just leaving flowers for all the happy couples buried there. Maybe pick out a nice spot and put down a down payment like my grandparents did.


Brent Hofacker

For the Bitter (and the Sweet)

Are you not down with the (love-) sickness? Our favorite crabapples, Angry Orchard, are once again hosting their Anti Valentine’s Cider Soirée up in Walden, NY. It’s a bit of a drive, but if you were just going to sit at home angrily munching your microwavable Hungry Man Dinner alone, what have you got to lose? Chef Shan Hubbell of Amuzae Catering will be whipping up some appetizers paired with Angry Orchard’s small-batch house-exclusive cider. Cocktail hour and passed hors d’oeuvres start at 6 p.m., so duck out of work once all the couples leave early, and head on up. Who knows, maybe you’ll even meet someone to enjoy your Hungry Man Dinners with you next year. 21 and over only; tickets are $50.


Wikimedia Commons

For the Badass Women in Our Lives

We end at the beginning: Tarrytown Music Hall is also putting on a special Valentine’s performance of The Vagina Monologues, as a fundraiser for Hope’s Door and My Sisters’ Place, two local organizations leading Westchester in helping sufferers of domestic violence. The event is being sponsored in part by the New York Senate’s new majority leader, Andrea Stewart-Cousins, and features performances by Cat Greenleaf, KJ Denhert, Sol Miranda, and Saundra Santiago. Tickets range $29 to $175, and donations will also be accepted.




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