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Dating for singles over 50 | Upper West Side

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Meet single men & women over 50 in Upper West Side

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Meet Single Over 50 in Upper West Side

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Meet Single Over 50 in Upper West Side, NY

Best Place to Go on a Date in the Upper West Side of Manhattan

The Upper West Side is one of Manhattan’s most popular neighborhoods. It’s packed with world-famous museums, gorgeous parks and loads of decidedly local eateries.

The neighborhood is also home to Columbia University, one of NYC’s top universities. Touring the campus is a must for history buffs.


When it comes to wine bars in New York City, the best place to go on a date may not be the most opulent or the fanciest. In fact, a more straightforward experience may be the most memorable one you have.

Vanguard may not be the first place that comes to mind when you’re planning a night on the town, but it’s actually a very good choice. This American wine bar features a small-plates menu and an extensive list of the good stuff, as well as a few other fun and quirky options. It’s not only a fine choice for a night out on the town, but it is also a solid contender for the best place to go on a date in Upper West Side New York.

You can find Vanguard Wine Bar at 69th and Amsterdam in Manhattan, NY. To get the most out of this bar, make sure you check out our list of best places to drink in Upper West Side.


If you’re looking for a classy, Southern-themed bar with great live music, Prohibition is a great choice. It’s open seven nights a week, so you’ll have plenty of opportunities to see a band while sipping on a cocktail.

It also has a coat check for $2 per coat. It’s a popular spot for Upper West Side locals to grab a quick drink and dance the night away.

The best way to enjoy Prohibition is with a group. It’s a great place to meet new people, and you’ll also be able to chat with the staff and other locals. The bar has a large selection of cocktails, a full menu and a live band every night. Plus, the restaurant is very affordable and has a great party room that can hold up to 200 people. If you’re looking for the perfect place to go on a date in Upper West Side, look no further than Prohibition.

Hammer Boy

If you’re looking for a fun and unique date idea, the Upper West Side is the place to go. This neighborhood has tons of parks, museums, and restaurants, making it a popular choice for those seeking an authentic New York experience.

On the wall of DSW on 79th Street between Broadway and Amsterdam Avenue, you’ll find Banksy’s piece called “Hammer Boy.” This stencil depicts a child playing a game similar to the one found at carnivals: swinging a hammer against a fire hydrant. This stencil was created during Banksy’s month-long residency in NYC back in 2013.

During this month-long street art installation, Banksy put up about thirty different pieces across the city. Most of these have been covered with Plexiglas, which helps protect them from defacing and vandalism. This particular piece of Banksy’s, “Hammer Boy,” is one of the few that have managed to remain intact.

Jacob’s Pickles

A popular Upper West Side institution, Jacob’s Pickles is a Southern bar & eatery focused on fried chicken biscuit sandwiches and housemade pickles. It’s a great respite from fratty bars and faux-Irish pubs, and is ideal for date night or group events.

A big back room & tables make this a spacious spot for groups or dates, and there’s enough of a beer & cocktail list to keep everyone happy. The food is also a winner, with dishes like matzo ball soup, catfish tacos and low country meatloaf as well as the namesake pickles.

In the aftermath of a fire, Jacob’s Pickles closed its neighborhood location for a while but has returned with a sister restaurant called Maison Pickle. The new eatery brings a bit of downtown cool to the UWS with plush leather banquettes and an upscale interior. It also hosts brunch, and is set to launch its own fall menu soon.

Find singles over 50 in New York