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How To Have An Epic Day In NYC’s West Village

As a native New Yorker and a licensed tour guide, I’m constantly being asked my opinion on what the must-have experiences are in the city.

My response is always the same:

Choose a neighborhood, go there and wander.

One of my favorite hoods for this is the West Village, as well as the adjoining Greenwich Village.

There’s just so much to do and see, and the ambiance created by the leafy parks, historic architecture, and, in certain areas, cobbled streets and sidewalks, make the local experiences even more enjoyable.

In this post, I’ll tell you about some of my favorite things to do in the West Village, including where to stay.

And if you’d like some company while exploring, make sure to book a Private Photo Journey through my company, NYC Photo Journeys. A private tour that’s also a photoshoot, you’ll get new photos for your wall frames and your Instagram feed.

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West Village Travel Video

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Watch my West Village video above!

In it I share some of my favorite West Village experiences — especially if you’re looking to have a great day on a budget!

Stay: The Washington Square Hotel

The whole formation of my Greenwich Village staycation came thanks to an sponsored stay invitation to by this 152-room boutique property, which sits on a quaint cobbled street of NYC full of 18th century architecture, right off Washington Square Park.

As soon as I walked through the hotel doors I felt as if I’d been transported to old world Europe, with a grand marble staircase and check-in desk, oval-shaped portraits and black and white photos, lots of deep reds and gold, and a history dating back to 1902 when it was the 8-storey residential Hotel Earle in 1902 as a small residential hotel.

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The view through my Washington Square Hotel room


The most eye-catching items are the work of Rita Paul — former owner of the Washington Square Hotel. Tiles hand-painted by her hang in the entrance hall, and some accent the floor of the North Square restaurant. More of her tile art brings life to the lobby walls, giving the hotel a Bohemian feel. Rita also worked with Christina Ziegler of CZ Design to bring art deco design to the Washington Square Hotel, thoughtfully redesigning rooms with inspiration from that period.

Price range: $225-$490 per night, including a continental breakfast and free Wi-Fi.

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Moments from my stay at the Washington Square Hotel

Introduction To The West Village Neighborhood

What can be confusing to many visitors is how NYC neighborhoods quickly blend into one another. One second you’re in the Lower East, then suddenly you’re in the East Village until you’ve stepped right into Alphabet City. In terms of Greenwich Village vs West Village, they can sometimes be synonymous as the West Village encompasses the western part of Greenwich Village (debatably west of 7th Avenue).

Greenwich Village — aka “The Village” — has always been synonymous with bohemian culture and the start of the LGBT movement. In fact, it’s here where you’ll find The Stonewall Inn, a gay bar where the modern LGBT movement was born on June 28th, 1969 when patrons fought back against the sanctioned harassment by the police. This was a time when it was illegal to serve LGBT people alcohol or for them to dance together. You can read the whole history here or watch this short documentary:


What’s very cool about the neighborhood is it still has a very bohemian, independent feel. Sure, you’ll find some big brand stores like Burberry and L’Occitane en Provence, but even those look like local boutiques amidst the plethora of red brick buildings with sprawling ivy, Italian-style churches, storefronts with wooden benches and smiling shopkeepers offering samples, leafy streets (some with genuine cobbled streets and red brick sidewalks), and historic homes and eateries.

For visitors who have only explored midtown, you may think I’m bluffing. Luckily, I photographed my staycation for proof.

Tip: Visiting NYC? Book a walking tour with my company NYC Photo Journeys for a bespoke excursion complete with high resolution photos of your group to keep!

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The local subway in the West Village

Photograph The Architecture

I’m far from an architecture buff, but step out of the hotel and you’ll find yourself whispering, “This street is so cute!” every other minute. One of my favorite things to do in Greenwich Village/West Village — and in NYC in general — is wander with my camera and photograph the beautiful buildings in their various styles.

This neighborhood is one of the few to have a wooden home, dubbed Twin Peaks, as they’re technically now illegal due to fire codes. It was originally built in 1830 as a pitched roof wooden cabin for artists. You’ll also find Federal-style homes (the oldest house in Greenwich Village dates back to 1799 and is at 77 Bedford Street), Victorian Gothic structures, Gothic Revival and more. Here is a nice walking itinerary for anyone interested in the local architecture.

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The architecture in Greenwich Village and the West Village is spectacular

Transport Yourself To Italy

Sadly, it would be hard to call Little Italy a hub for Italian culture today. Instead, I’ll recommend heading to the West Village (or Arthur Avenue in the Bronx) and having a seat outdoors at Numero 28 Pizzeria. Their brick oven Neapolitan pizza has a delicious smokey flavor, and  you’ll have a beautiful view of the grand Italianate-style  Our Lady of Pompeii Church, built to help the flood of Italian immigrants coming to the neighborhood. Adjacent is the fountain-adorned Father Demo Square, named after Father Antonio Demo (1870-1936) who was the pastor of the church.

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Staring up at Our Lady of Pompeii Church from Numero 28 Pizzeria

Also on this corner at Bleecker and Carmine Streets are two amazing ice cream options. First is GROM, an Italian gelato shop boasting all natural ingredients — many of which come from their organic farm in Italy — as well as white cane sugar, cage-free eggs and fresh milk. Many of their flavors showcase the best of Italy like pistachios from Bronte, nougat from near Asti and almonds from Sicily.

The other option is Popbar, another gelateria using all natural and high quality ingredients, crafting product in small batches. This shop is really fun as you’ll make your own gelato on a stick by choosing your flavor, what you’d like to dip it in and what topping you’d like it rolled in.

Budget Binges & Free Samples On Bleeker Street

Continuing on with the Italian theme, you also need — yes, I said need — to try the arancini at Faicco’s Italian Specialties on Bleeker Street. These $1 rice balls are stuffed with risotto and fried, and the shop has been open since 1900, right after the original owner immigrated from Sorrento in 1896. Bleeker Street is a hub of deliciousness, especially south of Christopher Street.

For this part of my staycation I asked my buddy Nikki to join me. Her response was, “I’ll meet you at Rocco’s in an hour!” Some experiences not to miss on this street, all of which are within steps of each other:

  • Pasticceria Rocco. Open since 1974, this is a sweet tooth’s dream. Along with pistachio-laced cannoli stuffed fresh, moist black-and-white cookies, the thickest chocolate chunk cookies you’ve ever seen, baked custard and authentic Italian-style cheesecake, they have the craziest latte menu I’ve ever seen. I went for a sweet Vanilla Cupcake Latte made with real cupcake (don’t worry, I used skim milk!). Other options included cheesecake, frosted shortbread, banana foster, creme brulee, strawberry banana and caramel biscuit, to name a few. Plan for a sugar crash.
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A unique perspective while sipping my White Cupcake Latte

  • Murray’s Cheese. No need to look up the address. Your nose will guide you to this delightfully stinky shop. Along with free samples of cheese at the counter, Nikki and I were greeted by the most knowledgeable Spanish woman offering samples of her acorn-fed Jamón ibérico and natural grain-fed Jamón ibérico chorizo. She was very generous with the samples, and allowed us to taste different parts of the leg — which was $1,500 on its own — to better understand the meat. This place is a must for high quality meat and cheese, or to grab a fresh salad or deli sandwich.
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Free tastings of Jamon Iberico from Murray’s Cheese

  • O&CoFree samples galore of olive oils and balsamics in various flavors and ages. The staff was more than happy to explain the different kinds of products and how they were made. They even have an interesting “educational” chandelier made of clear bottles full of oils. While some of the bottles turned clear — meaning it’s their real olive oil gone rancid (olive oil goes bad from sun damage in clear bottles) — others from the grocery store did not, showing many times you’re really buying canola oil.
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Delicious tastings at O&Co

  • Royce ChocolateDespite our Rocco’s sugar coma, we were more than happy to savor the free samples of chocolate caramel-laced potato chips and Nama (cream) chocolates. These chocolates are stored in refrigerators to keep them fresh and, if you purchase them, you’re given an ice-filled bag. All the chocolates are dainty and beautiful – not surprising as the company is Japanese (and their matcha chocolates are amazing). When the counter woman asked if we wanted a free sample, she first asked if we wanted milk chocolate or dark. Next came my favorite question: “Booze or no booze?” Umm, duh. The cognac-filled dark chocolate was dense, cold and creamy and finished like a homemade chocolate pudding.
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Gorgeous setup at Royce Chocolates

  • DAVIDsTEA. These guys always have delicious free samples and staff on hand to explain their loose-leaf teas. In fact, the staff are so friendly that Nikki and I both left with potential job offers to help plan an event due to the fact we’re both guides. That’s the kind of customer service you get in The Village.
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Feeling girly at DAVIDsTEA

  • Bantam Bagels. New York City is known for its bagels, but many don’t know about its mini stuffed bagel balls. The Bantam Bagels founders actually won on Shark Tank, and one bite into their “Grandma JoJo” (Italian spiced bagel topped with marinated tomato and stuffed with fresh basil pesto cream cheese) or “French Toast” (cinnamon nutmeg egg bagel stuffed with a buttery, maple syrupy cream cheese) and you’ll understand why. I also love when the staff tell you to “make sure you bite the hole” else you’ll get filling splattered all over your shirt. Yes, I’m almost 30. Tip: Get there early if you like butter, as butter-filled balls tend to run out before noon.

private nyc photo tour west village

Get A Free Hand Treatment

Also on Bleeker Street is Arianna Skincare. Nikki and I were drawn in by the beautiful tier of “cupcakes” on the sidewalk that actually turned out to be bath bombs. The strikingly handsome Israeli shopkeeper informed us they sold all-natural skincare products that infused healing elements from the Dead Sea. At their sparkling counter, we chose our desired scents — milk and honey for me, citrus for Nikki — and were treated to uber indulgent hand scrubs followed by the massaging of a rich cream onto the skin. It was seriously heaven, and my hands haven’t been that soft since I was a baby.

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Getting free hand treatments at Arianna’s.

Have A New York Moment On Avenue Of The Americas

The Washington Square Hotel is just off Avenue of the Americas (aka 6th Avenue), which I absolutely loved walking down at night. Look north and you’ve got a prime view of the Empire State Building. Look south and right there is the One World Trade Center. The avenue in this neighborhood is also filled with romantic brick eateries covered in sprawling ivy and dangling plants (like the yummy Olio e Piú) and shops and eateries adorned with retro signs (like the Waverly Restaurant and C.O. Bigelow Apothecaries, open since 1838).

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Whimsical toiletries at C.O. Bigelow Apothecaries

Enjoying The Quirky Side

If you’re looking for an unusual experience, the West Village has some to offer. Start with a make-your-own cupcake experience at Molly’s Cupcakes or choose from one of her homemade center-filled specialties like the “Cookie Monster” made with vanilla chocolate chip cake and a raw cookie dough center, topped with buttercream and mini chocolate chip cookie. Head over to the sprinkle station to dress up your treat, then park yourself on the counter-side swings while playing one of the board games lining the shop walls.

Another odd yet sweet experience is Sockerbit, a Scandinavian candy shop focused on natural ingredients and unique flavor and texture combinations. I hate licorice, but I’m addicted to theirs – topped with just a bit of salt. Nikki and I filled up white paper bags like excited kids adults in a candy shop!

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Having fun with candy at Sockerbit

Getting back to architecture, the West Village is where you’ll find New York’s narrowest house at 75-1/2 Bedford. Despite it’s shockingly skinny shape, the latest owner reportedly paid $3.25 million for it. Moreover, the property has been home to numerous notable residents over the years, like Cary Grant and Edna St. Vincent Millay. Nearby on Bedford and Grove, right above the Little Owl Restaurant, you’ll also find the facade of Monica’s apartment from Friends. 

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Skinny house!

The Arts Meet Parks

The parks in the West Village aren’t just great for grabbing some peace in a green space; they’re also good for exploring the arts — for free! Start with the small and historic Christopher Park and check out the Gay Liberation sculpture by George Segal. As I noted earlier, the Stonewall Inn was where the modern LGBT movement began, and this bar sits adjacent to the park. Here you’ll find four white sculpted figures — two standing males and two seated females — depicting comfort of the individuals to be themselves in public.

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Gay Liberation

In Washington Square Park, right next to the hotel, you can walk down quiet green and bench-lined paths or through the 1892 grand marble triumphal arch into a giant square full of locals reading books, playing instruments (there’s even midday piano accompaniment), juggling, ribbon dancing, creating bubble art, singing and more.

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Scenes from Washington Square Park

Jazz From Past To Present

Greenwich Village and West Village certainly aren’t limited to just jazz nightlife; however, it’s a hub for it in NYC (as is Harlem). I’m a craft cocktail fanatic — I actually lead an awesome craft cocktail crawl around the East Village through Urban Adventures — and my friend Andy joined me for a drink at Slowly Shirley. We sipped artfully boozy craft cocktails ($16+) in a subterranean speakeasy atmosphere that was enhanced by a lovely jazz soundtrack. It really felt like something out of the Great Gatsby. 

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Sipping a “Monkey Man” made with Tennessee Whiskey, El Dorado 15 Year Rum, banana, cinnamon, vanilla, pineapple and lime. It tasted slightly sweet with lots of baking spices!

Another spot I love is Fat Cat – a laid-back bar with live jazz and tables with cards and board games and fun offerings like pool, ping pong and shuffleboard. It’s a fun spot to pair cheap drinks with activities that go beyond just sitting there talking.

Greenwich Village has a rich music history. To explore that side of the neighborhood I recommend the Village VanguardThe venue opened in 1935, showcasing folk music and beat poetry, and today you can hear live jazz from a stage once graced by Miles Davis, Thelonious Monk, Anita O’Day, Charlie Mingus and Bill Evans, to name a few.

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Photo: Village Vanguard

private nyc photo tour west village

Do you have a recommended Greenwich Village or West Village experience to add? Please share in the comments below! 

*Thank you to the Washington Square Hotel for hosting my stay! As always, all opinions are my own. 


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Jessie Festa standing in front of grafitti wall

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  1. Lauren on April 19, 2016 at 9:45 am

    Check out Chalait for breakfast/brunch!

  2. Melinda on April 19, 2016 at 10:03 am

    Jessie – I travel through your pages and pictures. I promised my 15 year old granddaughter Ava Marie a trip to New York and I haven’t delivered yet due to various things that have thwarted our trip. I would love to win a trip for us…just the two of us…to “The Village”. What a great trip that would be! Just me and my girlie. I am retired and probably not the age group of the main readers of your blog but I signed up and I LOVE it…..if only I was young again!

    • Jessie Festa on April 19, 2016 at 10:56 am

      @Melinda: Thank you for the kind words. It would definitely be a great trip. So so so much to do and see. Best of luck!

  3. Anna Kate on April 19, 2016 at 10:48 am

    Royce chocolate is my favorite!

  4. Kelly Roper on April 19, 2016 at 12:23 pm

    I think since I haven’t been there yet my favorite thing would be to meander thru the streets people watching and taking photos of interesting architecture I love old buildings and people who live there give that place a heart that really tell the story of what a location is really like. I think it’s the best way to learn about a destination.

  5. Tayler Jenkins on April 19, 2016 at 1:09 pm

    This is a great list! I’ve only been to NY once and Greenwich Village was my favorite hood! Would love to go back and get some more exploring in.

    • Jessie Festa on April 19, 2016 at 5:31 pm

      @Tayler: Definitely one of the most picturesque. Also extremely easy to just wander and get lost without having to worry too much about safety.

  6. Barbara R. on April 19, 2016 at 4:38 pm

    A fun and tasty thing to check out and enjoy is whatever the Featured Cupcake of the day is at Magnolia Bakery on Bleeker Street

    • Jessie Festa on April 19, 2016 at 5:30 pm

      @Barbara: Bonus with that one is you get to channel your inner Sex and the City 🙂

  7. KellieRose Wilson on April 19, 2016 at 4:56 pm

    Have an impromptu photo shoot..great backdrop!

  8. Kim Henrichs on April 21, 2016 at 10:52 am

    I would say nosh at the Spotted Pig!

    • Jessie Festa on April 21, 2016 at 11:19 am

      @Kim: Oh! Totally agree. Anything from Chef April Bloomfield is magic 🙂

  9. Patricia on April 25, 2016 at 4:49 pm

    Hey Jessie! Great post about on my favorite neighborhoods! There are a whole bunch of too many places that I want to add to this list! Analogue bar on W8th and then Neta Japanese restaurant is another. We need to go on a girl date in the Village!

    • Jessie Festa on April 25, 2016 at 5:02 pm

      @Patricia: Forgot about Analogue. Love that place. Haven’t been to Neta but would LOVE a girl date there 🙂

  10. Kasey Clark on April 25, 2016 at 6:20 pm

    John’s Pizza on Bleecker is super delish!

    • Jessie Festa on April 25, 2016 at 6:25 pm

      @Kasey: I gotta check that out! I usually do Two Boots or Bleecker Street Pizza. I’m always down to try new pizza spots 🙂

  11. Louis Gonzalez on April 26, 2016 at 4:56 am

    Omg Little Italy! And the cheese place! And anywhere with jazz! Wow!

  12. […] thing to note, unlike the West Village in Manhattan or Williamsburg in Brooklyn, the many Long Island City things to do are spread […]

  13. […] In the West Village you’ll find Bleeker Street, a heaven for budget travelers, free sample lovers and those interested in budget-friendly bites. My recommendations: […]

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