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10 Cheap Dates In and Around New York City (Part 1)


No matter where you live, being single and in the market for love in New York City can be expensive. And if you live in Manhattan, the stakes are raised. There are thousands of single people and cocktail and coffee bars in New York, and you can run up some serious debt once you get a taste for the amazing women and all the cool places to go in this town. So you’ve got to use your noodle if you want to be able to save some actual cash for that real relationship you may be gunning for. Dating and relationships cost money, and if you’re in the stage of life where dating is a sport, it can become a very expensive hobby or pastime. A night out with dinner and drinks can easily run up a bill over a few hundred, not even factoring in your Uber, taxi, or the dreaded mass transit ride home. And even if you are only out for drinks, at $20 a pop, two rounds of hipster cocktails and some apps, plus tax and tip can cost a C-note. With wages still stuck at 90’s levels, dating is very costly indeed. Dating should not cost an arm or a leg, and you work hard for the right to meet a few potential new partners a week while in your prime single years. This is when you want to have fun without having to think about what you are ordering and every penny you are spending. That’s a drag.

So what’s a Guy’s Guy to do? It’s easy to meet women in this city and even easier to score dates online or through all those apps. But how can you enjoy the company of a pretty lady or two without breaking the bank? Well, amigo, every romance has to start with the proverbial first date, so you need alternatives to drinks at the latest mixologist lounge. Like free bar finger food, you Guy’s Guy will offer up timeless starters for first dates that will help you get to know and make a good first impression without the stress of emptying your wallet or crypto-currency account. So, I have picked out ideas to help you get to know someone new without busting your budget. I’m also assuming that the Guy’s Guys reading this will at man up and offer to pay for a first date with a young lady who has caught their eye. I’m going to start with five options this week, hoping you give at least one of them a try before I toss out another five your way next time.

Drum roll please…

1. The High Line – Way, way back, what is now known as the High Line used to be a railroad that shipped goods between the Meatpacking District and the rail yards near the docks adjacent to West 34th Street. The rails stayed put after the trading and shipping along the lines stopped years ago. During the late nineties, a group of smart New Yorkers, including David Bowie, decided it was time to clear away the overgrowth and turn the High Line into an above ground pedestrian walkway. It was a brilliant vision, and soon the money flowed in so that the work could begin. The transformation was handled in chunks as sections beginning around West Street and worked north until the project reached completion this year. And what a job they did. The High Line is a gorgeous path that winds its way a level above the far west side of the city through various condo projects and the Hudson Yards. It takes about thirty minutes to walk and at a cost of zero it’s hard to beat. If you want to break for refreshments there’s a brewery and a number of coffee houses and cafes along the way. The High Line is a fantastic first date location that won’t cost you a dime if you don’t feel like stopping for a brew or a cup of Joe. 

2. Central Park – Okay, so this isn’t new like the High Line,but having traveled the world, I can’t think of a better place to run, walk, enjoy gardens, fountains or flowers, play tennis or softball, throw a Frisbee, walk a dog, take a boat ride, go bird watching, hike a trail, see a puppet show, or take in a zoo than glorious Central Park. And, almost everything you do in the park is free. The park spans from Fifth Avenue on the East Side to Eighth Avenue on the West Side and from 59th Street to 110th. It’s a big, vast, and it gets better and better every year. If you are looking for a solid pick for a first date or meet up, consider all the options the park provides.

3. Koreatown – The 32nd Street strip predominately between Fifth and Avenue of the Americas in Midtown is home to what’s often referred to as K-Town. The restaurants on the street level serve delicious, savory, healthy hot meals at great prices. On the higher levels you’ll find bars and karaoke clubs where you can drink and sing with people from all over the world. And the women are very pretty. There are lots and lots of places to choose for great food and drink and K-town is relatively inexpensive.

4. Battery Park City – Although New Yorkers usually think of this downtown West Side strip of land as a boring, residential oasis, it’s actually a very nice area to walk along the water and take in the sights, or grab a bite or a brew. You can to learn how to sail, sit at one of the many outdoor cafes, or stroll further downtown through the sparkling new Oculus transportation hub and Brookfield Place with its many shops and restaurants. For a cheap first date it’s hard to beat a walk along the ever-improving waterfront or taking a Water Taxi to another stop along the coastline. And when there is a lot of gorgeous nature to take in with your eyes, it becomes easier to manage how much green is coming out of your wallet.

5. Harlem – After spending a year looking for a place to live, seven years ago I moved from Midtown to Southwest Harlem. And I have never looked back. It’s a wonderful place to live. Don’t call it SoHa, though. Eighth Avenue turns into Frederick Douglass Boulevard after the circle on 110th Street. FDB, as it is known, functions as an entry point to Harlem for a surprising number of New Yorkers who have no idea what to expect or where to go when they head uptown for the first time. One of the great things about Harlem is that most of the buildings, even the newer condos, top off at around twelve floors. This creates a significantly more open purview than Midtown and the streets and avenues below in Manhattan. Although Harlem is filled with lots of history and art, if you are coming here for a first date, I suggest you begin with a walk along FDB north between 110th and 125th or up one of the blocks nearby. This gives you easy access to more options while you’re on a first date and probably learning your way around the hood. There are a number of bars and restaurants along FDB on this strip that won’t empty your budget. Harlem is not cheap, but it is not nearly as expensive as Midtown. You can also take a walk along the Harlem Meer near 110th Street in Central Park or check out the Lasker Rink for a swim or a skate depending on the time of year.

You have five very different options to consider for a cheap first date, and we’re only halfway done. Next time I’ll offer up five more hot and cool locales for you. After that, amigo, you’re on your own. I’ll hold off on naming our Guy’s Guy of the Week until part two of this post. So, now you’ve got a week until I reveal the next five options, so get out there give one or two places a try, and let me know what you think.