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Posted: Oct 28, 2019
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By: Shayna Gunn

Harlem: Top 10 Date Night Picks

Listen up, readers. If you want fascinating history, good food, great music and access to some of city’s coolest spots, look no further than Harlem. Seriously, this place has almost anything you can want. And to boot, it was home to some of the greatest minds in 20th-century art, music and literature, so there’s no shortage of inspiration. You could spend months, maybe even years, discovering all of the great things that this neighborhood has to offer, but we’ve saved you the trouble. Here are our top ten picks:


01

Dyckman Farmhouse

4881 Broadway, Manhattan

01

Built in 1794, this is the last remaining farmhouse in all of New York City. In fact, it’s such a relic that it was made into a museum all the way back in 1916. From October – March, they’re opened from 11AM – 4PM on Fridays and Saturdays so it’s the perfect fall weekend activity. Like many NYC museums, admission is donation based, but access to the beautiful garden is always free. And just a note: the farmhouse itself is tiny, so all of you 6-footers may want to prepare to duck!


02

Hamilton Grange

414 W 141st Street, Manhattan

Hamilton Grange

Did you know that the ‘The 10 Dollar Founding Father’s’ NYC home still stands strong today? We did and it is an absolute must-see. It’s open to the public Wednesday – Sunday, with guided tours at 10AM, 11AM and 2PM. Many of the rooms are historically furnished, so you can really get a sense of what it felt like to live like the man who made Lin-Manuel Miranda a millionaire. After your tour, explore the grounds or visit the gift shop to pick up a book on your new historical obsession.


03

Red Rooster

310 Lenox Avenue, Manhattan

Red Rooster

310 Lenox Avenue, Manhattan

Anyone who watches the Food Network knows Marcus Samuelson. And anybody who knows Marcus Samuelson knows that he’s best known for his delicious wings. So, he opened Red Rooster. There’s nothing bad on this menu, but the Wild Wild Wings are a can’t miss. Tossed in a ginger black pepper sauce, they’re said to be the crispiest wings in existence. When you’re all chickened out, try Red Rooster’s real best-kept secret at our #5 haunt.

04

Ginny's Supper Club

310 Lenox Avenue, Manhattan

04

So good, it deserved it’s very own entry. Right below the renowned Red Rooster, this is the closest any of us will get to living that Jazz Age life in 2019. Ginny’s is open Thursdays - Saturday at 6PM with live music starting at 8. But on Sundays, they host two seatings for their famous and beloved Gospel Brunch. It’s so popular that you’ll definitely want to make a reservation in advance. But it’s worth carving out time for. Trust us.


05

Minton's Playhouse

206 W 118th Street, Manhattan

Minton's Playhouse

Heralded as the place where Bebop was born and one of the foundations of the birth of Jazz, this place was founded way back in 1938. Everybody you can think of has played here: Dizzy, Duke, Ella, and Billie have all taken the stage and they still have a calendar full of live music today. You’ll feel like you’ve time-traveled back to the height of jazz, and that’s the entire in. So settle in and tune your ears - this is sure to be a night you’ll never forget.

06

Sylvia's

328 Malcolm X Boulevard, Manhattan

Sylvia's

328 Malcolm X Boulevard, Manhattan

If you want soul food in Harlem, look no further than Sylvia’s. Founded by Sylvia Woods in 1962, it has been serving up the classics for over 50 years. Try the famous BBQ chicken or the chicken and waffles if you like to keep things traditional. Or take a look at the menu and stop in for one of Sylvia’s daily specials. Monday night chicken and dumplings, anyone? It doesn’t get more authentic Harlem than this, folks. Just ask the countless celebs who’ve been spotted here over the years.

07

General Grant National Memorial W

122nd Street & Riverside Drive, Manhattan

07

Pay a visit, and your respects to President Ulysses S. Grant, an instrumental figure in America’s civil war. He was legendary during his own time and still today, remains one of the most fascinating figures in US history. Right across from Riverside Park, the site boasts a bookshop full of books and memorabilia on Grant’s life. They even show a movie that details his contributions to the war and beyond. Admission is free and trust us, it’s worth the trip.


08

Morningside Park W

110 Street to W 123rd Street, Manhattan

Morningside Park W

Take a gander at the wonderful landscaping in one of Harlem’s most beloved parks. You can walk or take bikes, but fair warning: it has its fair share on inclines! The park hosts local baseball games, so feel free to take a seat and root for whoever you see fit. And when the weather calls for it, there’s even a farmer’s market on Saturdays. Fresh, organic produce? Count us in.

09

Bill's Place

148 W 133rd Street, Manhattan

Bill's Place

148 W 133rd Street, Manhattan

It’s Harlem’s only authentic speakeasy. It’s no frills, and it is small. But come on, it had to be to keep the cops from hopping on the trail. This is where Billie Holiday began her career and it’s hosted some of Harlem’s most influential names in jazz. It’s worth it to make a reservation and spend a night in the roaring ‘20s. Like we said, it’s a tiny space so make sure to visit their website and book in advance. Seating is limited. Another thing to note is that they don’t sell alcohol, so pregame as needed!

10

Big Onion Walking Tours

476 13th Street, Manhattan

10

If you just can’t decide what to do, don’t. Sign up for a walking tour and get a glimpse of some of the greatest things Harlem has to offer with a fraction of the effort. It’s $25 per person, but well worth it for a guided tour of the neighborhood. Explore all the historic sites of the Jazz Age, the Civil Rights Movement and maybe even the homes of Harlem’s most famous figures, like Malcolm X or Madame C.J. Walker. The tour changes every so often, but whatever you see- it’s sure to give you a bang for your buck and a sample of the very best of Harlem.

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