Headless Horseman
(Now Closed)Bar$$$$
Union Square, New York
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106 Tips and reviews
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Joe nevinsFebruary 20, 2013Great new bar on Irving with $5 happy hour drink specials on a diverse beer selection. It's dimly lit, cool and refreshing. Get here before everyone finds out about it!
Upvote8Downvote
Ralph WeberApril 24, 2016They change there theme every year. Always have something going on even for kids & family. Before Christmas its Frosty Fest. If from Morris County your looking at over an hour drive. Worth the timeUpvote3Downvote
Roxanne ParetsSeptember 30, 2016The brunch was great. They constantly refilled mimosa, our friend ordered a Bloody Mary and had to wait awhile between drinks. They food was good and fries come with a delicious aioliUpvote2Downvote
Victoria LambinoSeptember 30, 2014Happy hour lasts from 4-8 at $5/beer. I had 6 beers on my tab & 2 bar plates at $7/$6. Did she already include her tip in my bill? If so, I want my $10 back & the correct amount charged to my card.
Upvote2Downvote
Tara R.December 16, 2019Great happy hour! Friendly bartenders and staff. Usually not too crowded, nice neighborhood spot to hang!UpvoteDownvote
Henry LiJuly 27, 2013Nice chill place for after work beers. Down those ice cold pints of IPA with fried pickles and red cabbage cole slaw...quite the experience!UpvoteDownvote
If you're trying to decide between a Manhattan and a Boulevardier, get the Boulevardier. Get the fried pickles and shishito peppers.UpvoteDownvote
Giuseppe TurittoJune 26, 2018Great beer selection, an amazing grilled cheese sandwich and wonderful service. What else can you ask forUpvoteDownvote
AmateurConciergeFebruary 11, 2018Poppin after work scene: dimly lit, decent seating options, quite busy on a Friday after work. Cavernous vibesUpvoteDownvote
Therran OliphantFebruary 18, 2015The chicken is good. The after work crowd is young and semi-hip bit its a cool dunheonesque environment. I think they need a better hook though. Maybe live music? Maybe a pool table? Something!UpvoteDownvote
William StudartApril 4, 2016Many options of beer and great cocktails! The tavern-like appearance makes this an one and only experience!UpvoteDownvote
Tariq AhmadApril 30, 2017Good place near Union Square to meet friends and colleagues. Also, good wings and friendly staff.UpvoteDownvote
CompassApril 25, 2014Duck into the unassuming arched stone door on 15th Street for a top-notch beer selection and to get away from Union Square tourists.UpvoteDownvote
- Peter CrysdaleJanuary 25, 2013Great new bar with a medieval vibe. Great selection of beers on tap including Mother's and Founder's. Highly recommend!Upvote3Downvote
- DoubleDeuceAugust 5, 2018It's too dark to see in here. Let that be your advantage! ...except in the bathroom...use your phone to light the way!UpvoteDownvote
Charnette SotoDecember 17, 2013The low level of lighting gave a certain ambiance that was cool. What was even cooler was that this place is next door to Ichabod's and is bordered by Irving Plaza. Lots of FDNY when I was thereUpvoteDownvote
Caitlin StrandbergJanuary 17, 2013Best bar around Union Sq. - low key, good music, nice range of beer on tap and under the radar. Goodbye, Lillie's et al.Upvote6Downvote
You probably shouldn't be going to a bar next to Union Square, but if you must, Headless has a great vibe and draft menu.UpvoteDownvote
Will ArnoneApril 23, 2014Unreal grilled cheese with bacon and a very sweet flavor. A killer with fried pickles of course.Upvote1Downvote
Lauralee KellyFebruary 4, 2013This is my new favorite place in the neighborhood. Order the kale caesar salad and roasted turkey leg sandwich...yum.Upvote1Downvote
Might be my new favorite bar. Awesome tunes, friendly staff and the bar looks like the basement of a pirate ship.Upvote5Downvote
Andrew CMarch 4, 2017Great playlist and nice ambiance. Be prepared to pay midtown prices for bottles.UpvoteDownvote
MichaelAugust 7, 2014This is a really great cool spot. Warning: it gets bro-y as the night goes on.UpvoteDownvote
Lexi MadisonJuly 14, 2013This place is great. The back room is perfect for dancing and incredibly spacious. Highly recommend it.UpvoteDownvote
J.R. ReedDecember 17, 2017Amazing beer selection, great indie cool vibe. Come here with friendsUpvoteDownvote
The fried oysters and fried chicken sandwich are too legit. I like fried things.UpvoteDownvote
ᴡ YoungAugust 31, 2013Very cool place for happy hour! Get a couple of rounds of drinks and have fried pickles as sidedish!UpvoteDownvote
SarahApril 5, 2013Happy Hour is miraculous $5 for all but two of their beers. Ends sharply at 8 so get your Allagash Triple White orders in on time.Upvote5Downvote
Calvin MultanenNovember 25, 2015Nice bar. Shares the same kitchen as Ichabod's. Good beer selection. Very dark inside thoughUpvoteDownvote
Florence HFebruary 14, 2015It's a strange blend of dive bar and wanna be sleepy hollow-esque bar (with mixed success, in terms of decor), but the atmosphere is fun and young.UpvoteDownvote
Vishnu ThyagarajanAugust 3, 2018Great all happy hour special on Saturday with $5 drafts! Can't beat it!UpvoteDownvote
Meg FarmerOctober 6, 2014Cozy atmosphere, great for catching up with friends in a central location.Upvote1Downvote
Taylor HartSeptember 15, 2013Should be re named roofie palace. Party meat heads and fat barbies live here. Great party music. Though.Upvote4Downvote
Sit outside order food and beer and hope you aren't dealing with obnoxious people nearby this bar sometimes attracts.Upvote1Downvote
Daniela GyslerJanuary 6, 2013Music's great, coat check's free, comfortably busy and perfectly dark and cabin-like. Sold!Upvote4Downvote
Joanne FulmerFebruary 2, 2014Great place to stop for a drink or three. Bartender was friendly & attentive even when they got busy. Hope to returnUpvoteDownvote
Jeremy JacobowitzSeptember 16, 2014Really cool, chill spot with a great selection of beers!UpvoteDownvote
It may look spooky on the outside, but the dark interior, low ceilings, and aged decor will only make it look spookier. But they have drinks.UpvoteDownvote
Jesse GillJuly 31, 2015Great cozy atmosphere. Lively attitude but many corners to hide inUpvoteDownvote
Cool vibe. Good drinks. Beyond that just a standard bar. But good!UpvoteDownvote
Great happy hour selection. Try the fried pickles!Upvote1Downvote
Snooty WaiterMay 7, 201350% off on crafts during happy hour and definitely get the turkey leg sandwich.UpvoteDownvote
Jay MimesAugust 13, 2014Midnight's Sky is almost as delightful as the masterpiece it's named after.UpvoteDownvote
James OgleMay 25, 2013Cool vibe and the grilled cheese with bacon and strawberry jam is unreal.UpvoteDownvote
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Permanently closed (Show more)
- Mon–Wed, Sun
- 4:00 PM–2:00 AM
- Thu–Sat
- 4:00 PM–4:00 AM
(212) 777-5101
Features
Credit Cards
Yes (incl. American Express)
Outdoor Seating
No
Music
Live Music
Food & Drink
Menus
Happy Hour
Drinks
Beer, Wine, Full Bar, Cocktails
See More
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Zack Packer - 8.6
"Love the vibe and decor, especially if you are into lit and Oscar Wilde. The Halloween decoration is amazing. Walk around and seek out the quotes."
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- 8.3
"Great venue. Have been going here for ever and never had an issue getting close. Sound is also pretty great compared to other nyc venues."
Melissa Rosenthal - 6.7
"Usually pretty busy on big releases but a nice theater non the less"
N Martin - 5.4
"I've been here at my best, my worst, looking best, looking worst, with family, with friends and alone - the service and people are still outstanding. Stop in for a pint if you're around!"
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