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Slow Sips — A Post Grad’s Guide to Upper West Side Cocktail Bars

October 7, 2026 | 10:59 AM
in COLUMNS, FOOD, NEWS
16
Velvet Cowboy on the Upper West Side. Photo by Mia Romanoff.

By Mia Romanoff

After my last article on what to do in the neighborhood as a twenty-two- year-old on the Upper West Side, I was hung up on something my friend said to me when she told me to try The Owl’s Tail: “It’s basically the only cocktail bar on the Upper West Side.”

Though I laughed along, I assumed she was being hyperbolic. And then I thought about it. And then I googled it. And while not entirely true (as I soon discovered), my friend’s comment made me realize I never did venture outside of the TV lined sports bars I had grown to love.

I then decided that despite working Friday and Saturday nights, I was going to try to find the overlooked cocktail bars of the Upper West Side. Because if the drinks are going to be expensive, the taxi home might as well be cheap, and while I love a sports bar, why should I have to travel across the city to find a bar where my hinge date won’t be watching college football over my shoulder.

Sipsteria. Photo by Mia Romanoff.

The first stop on my tour of Upper West Side cocktail bars was the charming Georgian wine bar, Sipsteria, on 98th and Amsterdam. Alongside the countertop bar, the room was full of light wood tables and rustic chairs. Though the potential was there, the ambiance was diminished by the slightly too bright lights. The gap between Sipsteria’s potential and the reality of my experience was further widened by the quietness of the room, but given it was a Tuesday at 9pm the fact that there were a few other tables is better than I can say for most of the neighborhood.

Sipsteria has a large natural wine list with a focus on Georgian wine, as well as a list of $18 signature cocktails. I started off with the Yuzuriya, which was a bit sweeter than I typically like, but it grew on me and by the end I had decided I was a fan. That being said, no matter how much fun I had saying “Yuzuriya”, a girl must aim for variety when trying out a new cocktail bar. This obligation for novelty led me to my favorite drink of the night, the Spring Elder, which is essentially an elderflower pisco sour. Though a sip of my friend’s Sauvignon Blanc was not incredibly inspiring, given the extensive list of natural wines I decided to abandon the cocktails for my last drink. I settled on a glass of Erekle’s Wine which had a fair bit of spice and was an intriguing entry point for my foray into Georgian wine.

Nobody Told Me. Photo by Mia Romanoff.

The next night my journey took me farther uptown to Nobody Told Me on 107th and Amsterdam. Unlike Sipsteria, the dim bar was as bustling as you can find on a Wednesday night on the Upper West Side. While the bar did not have a TV, I did discover there was a projector showing the baseball game when my friend, in clear defiance of the joke I had written when coming up with this cocktail bar crawl, did indeed start watching the game over my shoulder.

Whether this is proof of the distractibility of the male species or if baseball is really more captivating than I could ever understand, I still could not say.

The social faux pas of my company aside, Nobody Told Me proved to be a solid week night spot with the gin-based, elderflower cocktail, Morningside ($17) being my favorite drink of the night. I also tried the White Negroni ($17), which was a bit too boozy for my tastes, though as you’ll discover later in the list very few things can compete with an elderflower cocktail in my book.

Scarlet on the Upper West Side. Photo by Mia Romanoff.

After recovering from my last mini mid-week bender, I kicked off Tuesday with a post-work trip to Scarlet Lounge on 83rd and Amsterdam. The space is tinged with red light and lined with cozy tables and window facing bar stools, making it a good spot if you’re looking for understated ambiance. The 1920s speakeasy motif extends to its drink list where there’s both signature cocktails and 1920s classics. Both the Golden Spice and the Clover Club ($20) were immaculate, managing to find the difficult line between sweet and boozy. Overall Scarlet Lounge is a great place to splurge when you want to escape into a world that is both classic and classy.

Emerging from the basement world of Scarlet Lounge, my friend and I stumbled onto the opening night of Velvet Cowboy on 85th and Amsterdam. The future hot-spot is the latest project by Jacob Hadjigeorgis’ Pickle Hospitality, owner of the Upper West Side staples Jacob’s Pickle, Tiki Chick, and Maison Pickle.

If I’m being honest, the best thing about the other bars on this list is their geographic convenience – Velvet Cowboy is the exception. More than just decent for the neighborhood, the bright, fringe-lined bar stools and giant disco ball give the room a kitschy flare yet manage to avoid making you feel like you’re at a theme park. The playlist sticks to mainstream country, with more than a few Zach Bryan songs playing in the hour or so we were there.

Despite the glitz and glam, Velvet Cowboy is not just a decked out room with a few good cocktails. The cocktail list is a mile long and chock full of creative combinations. Between my friend and I, we managed to try the Range Rickery ($15), Purple Pear Juice ($15), Aztec Negroni ($17), and the Dead Man Walking ($18). While I don’t have a burning desire to find out how vodka and cream taste side by side (The Malt), or to discover if buttered popcorn should be turned into a cocktail (Black & White Movie), I am dying to try the Wild West Side ($17) that uses Jacob’s Pickles’ spice blend.

That’s the great thing about a large drinks list – there’s something for everyone even if everything’s not for you.

While the Upper West Side may not be jam packed with trendy cocktail bars, it’s not the barren wasteland I originally believed it to be. Your bank account will take a hit, but no worse than if you were in the West Village. That’s the thing about cocktail bars: they don’t need to be your go to spot, but it’s nice to know they’re there when you want them.

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16 Comments
chrisw
chrisw
20 days ago

Enjoyed reading this. It was fun — written with color and a deft touch without pretense. You should also check out Vin Sur Vingt next time … it’s a wine bar. Not sure if that doesn’t count as a cocktail bar.

10
Reply
UWS Matt
UWS Matt
20 days ago

Cocktails on the UWS shouldn’t cost $18+

11
Reply
Anon
Anon
19 days ago
Reply to  UWS Matt

It feels high but its an hour of minimum wage work. How does this compare to when you were in your early 20s?

0
Reply
chuck D
chuck D
19 days ago
Reply to  UWS Matt

Because the rent is so low for these establishments and the people who work there?????

4
Reply
D M
D M
20 days ago

I’m really not sure who these articles are for. The UWS isn’t a “barren wasteland” just because it doesn’t revolve around what a 22-year-old living with her parents wants for her Hinge dates. The whole attitude toward the neighborhood comes across as pretty condescending.

15
Reply
Bill Williams
Bill Williams
19 days ago
Reply to  D M

There is nothing condescending about her articles. If you dont think the UWS , is a barren wasteland take a walk up an avenue at 10PM. The truth is that the UWS is a filthy dirty area that is expensive, filled with entitled people and doesnt really offer much.

2
Reply
Laura
Laura
17 days ago
Reply to  Bill Williams

You sound fun. 🙄
Maybe that’s why people love it here!

0
Reply
Ethan
Ethan
19 days ago
Reply to  Bill Williams

I think it’s all relative: compared to many other NYC neighborhoods, yes, the upper west side is a wasteland at night. But compared to most residential neighborhoods in many many many other cities, we’re like Saint-Germain-des-Prés after the second war.

1
Reply
5 cent comments
5 cent comments
19 days ago
Reply to  Bill Williams

Don’t let the door hit you on the way out!

1
Reply
Paul
Paul
19 days ago
Reply to  Bill Williams

Do you live on the Upper West Side, and if so, why?

2
Reply
UWS Dad
UWS Dad
19 days ago
Reply to  D M

Lighten up, it’s a nice tour through the local bar scene, I enjoyed it

23
Reply
Bill
Bill
19 days ago
Reply to  UWS Dad

Lighten up indeed!

One place to consider: Columns wine bar, Bway between 105th and 106th. Good cocktails, wine, small plates.

4
Reply
B6M
B6M
19 days ago

When I was “post grad” I went to the Dive Bar. The beer was inexpensive and you could play chess.

1
Reply
uwsparent
uwsparent
19 days ago

Da Capo is a can’t miss for good cocktails!

2
Reply
UWSider
UWSider
19 days ago

Missed opportunity – Busceo on 95th between Amsterdam and Broadway. Tapas, excellent wines, great cocktails, warm lighting, and open until at least midnight every night of the week.

1
Reply
Willy
Willy
19 days ago

Trust me. Try the burger at Nobody Told Me.

3
Reply

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