Date Ideas

The 7 Best Comedy Dates in New York City

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Live from New York…it’s date night! In the city that’s groomed legends like Jerry Seinfeld, Adam Sandler, Louis CK, and Eddie Murphy — all of whom got their start at New York’s oldest comedy club, Comic Strip Live — it’s a shame not to work a comedy night into your date repertoire. Here’s a list of perfect options for an evening of laughter.

Night Train at Littlefield

622 Degraw St, New York, NY 11217

Every Monday, Wyatt Cenac hosts Night Train, which features new and established stand up comics plus frequent appearances by surprise guests (Zach Galifianakis, John Oliver and Alia Shawkat were all backstage at a recent show).

Union Hall & The Bell House

702 Union St, Brooklyn, NY 11215/149 7th St, New York 11215

The team behind Union Hall and The Bell House line up consistently offbeat and entertaining evenings of stand-up, sketches, and improv. Check their calendars and sign up for the newsletter. Some recurring favorites include: John Hodgman’s Secret Society, Pretty Good Friends and/or Creaghead & Company every Sunday night, Cheap Date Comedy Show (big laughs + free snacks), Ask Me Another (mashup of pub-quiz, comedy and music), and Heart of Darkness (live band comedy).

The Stand

239 3rd Ave, New York, 10003

New York’s first upscale restaurant/standup comedy venue, The Stand is an intimate, subterranean venue for a classier comedy experience. You’ll see top-tier talent like Bill Burr, Janeane Garofalo, Jim Gaffigan and Judah Friedlander perform side by side with newcomers while enjoying a fancy cocktail and a menu of elevated pub-grub designed by the team behind Minetta Tavern.

Anything at UCB or UCBeast

307 W 26th St, New York, NY 10001/153 East 3rd St, New York, NY 10009

With multiple shows nightly, all for less than $10, a date at the Upright Citizens Brigade means you’ll laugh up an appetite and still have cash left for dinner. Catch ASSSSCAT 3000 on Sundays at the UCB in Chelsea (note that the 7:30pm show costs $10 and tickets are only available via pre-sale on the website; the 9:30pm show is free but reservations are not accepted) or check the schedule for a post-dinner improv show any night of the week. With the funniest young talent in the business performing sketches like “What I Did for Drugs” and “Lasers in the Jungle,” you’re pretty much guaranteed a hilarious experience.

Punderdome 3000 at Littlefield

622 Degraw St, New York, NY 11217

On the first Tuesday of every month, Littlefield packs with word lovers for New York’s punniest competition. Hosted by father and daughter team Fred and Jo Firestone, it’s a battle of dextrous wordsmiths competing for the nerdiest title in all of comedy and ‘dome domination. This is the silliest, most fantastically odd  thing going on on Tuesdays. Just be prepared to make lame dad jokes out of everything happening around you.

Running Late with Scott Rogowsky at Galapagos

16 Main St, Brooklyn, NY 11201

A late-night talk show hosted by Scott and his 73 year old dad Marty. The show was a hit at the Peoples Improv Theater for years, and now finds a home bi-monthly at Galapagos Art Space in Dumbo. Features major guests like Judah Friedlander (30 Rock), Al Madrigal (The Daily Show), and David Wain (director of Wet Hot American Summer). And Scott is adorable, in case you find yourself not that into your date…

Dive Comedy at Freddy’s

627 5th Ave, Brooklyn, NY 11215

This is a 2-for-1 date. If you don’t already know about Freddy’s, you’re welcome. Best dive bar in Brooklyn (the original location is now under Barclays Center, but the divey tradition remains at the new South Slope reincarnation). It’s cheap, dark, cluttered with weird tchotchkes, an alcoholic cat, and a mesmerizing-while-drunk fishtank. (described on Yelp as “Mae West’s boudoir on acid”). Plus their Backroom has fantastic live music and comedy nightly. Check out the Dive Comedy show on 2nd and 4th Mondays for quirky stand-up, storytelling and music.