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Hi Sugarplum!

NYC Street Style + Guide

October 2, 2015

I don’t know what’s gotten in to ya’ll this week, but I’m floating on a blogger-high from all your crazy-kind comments! Thank you, and don’t ever stop! #kiddingnotkidding 
What do you have planned for the weekend? From the looks of things, some of you will be hunkering down to stay out of the rain. I’m hoping to tackle some closet organizing. And eat tacos. But I have a feeling I know which one will actually happen. 
It’s hard to wrap my head around, but I’ve had the privilege of traveling to New York City three times this year! Once for my sister’s bachelorette party, another for the Redbook photoshoot, and most recently, for the BHG Stylemaker Event. 
I adore visiting, and soaking up the vibrancy of the city, but I don’t think I could actually live there. My younger, single self would have loved every second of NYC life…but practical, carpool-driving me can’t imagine it. 
But that’s part of New York’s magic…for a few days, I get to pretend I’m living the ‘Sex and the City’ life (minus the sex part, seeing as how Mr. SP stayed home), with late-night dinners, tipsy cab-rides, and anything-goes street style. 
Hi Sugarplum | NYC Street Style
I still keep my outfits casual and comfy, but pulled together enough so I can pop in most anywhere. Jeans were my go-to on this recent trip…silly me thought, ‘September in New York City…that will be crisp and Fall!’ Wrong…it was hot! Fortunately I’d packed my usual layers and was able to stay comfortable.
Hi Sugarplum | NYC Street Style
Hat | Tank (similar) | Scarf (similar) | Bag (similar)
Distressed Jeans | Booties | Watch | Sunglasses | Earrings
Hi Sugarplum | NYC Street Style
Hat | Tank (similar) | Scarf (similar) | Bag (similar)
Distressed Jeans | Watch | Sunglasses | Earrings
Hi Sugarplum | NYC Street Style 
Hi Sugarplum | NYC Street Style
Favorite Travel Dress | Wedge Sandals | Bag (similar) | Sunglasses
Hi Sugarplum | NYC Street Style
Favorite Travel Dress | Jean Jacket | Crossbody Bag (similar) 
Hoop Earrings | Flats | Sunglasses

Hi Sugarplum | Packing for a NYC weekend

Favorite Travel Dress | Jean Jacket | Crossbody Bag (similar) 
Hoop Earrings | Sunglasses | Wedge Sandals | Pendant Necklace
I’m planning a more comprehensive {Trip Report} of what we’ve done and liked in the Big Apple, but wanted to give you the basics in case you have a trip planned this season.

{Where We’ve Stayed}

// London Hotel //
The top-floor apartment was perfect for our large bachelorette party, as there was plenty of room for everyone to lounge, sleep and get ready. The staff and lobby bar were very nice, and the location superb. This hotel is the epitome of city cool, but you’ll pay for it.

// Dream Hotel Midtown //
This trendy little spot has fairly large double rooms by New York standards, and a great location.

// The Hudson Hotel //
Chic boutique hotel with beautiful rooftop views, courtyard bar & restaurant, and tons of InstaGram-worthy nooks throughout…but the world’s smallest rooms. Seriously, like postage stamp sized.

Hi Sugarplum | NYC Street Style

{Favorite Eats}

// Minetta Tavern //
Easily the best hamburger of my life. And the restaurant just feels like New York.

// The Polo Bar //
One of the hardest spots to get in, but it’s not a night you’ll soon forget. It’s like being inside a Ralph Lauren catalog, with handsome servers, delicious food and celebrities.

// Otto // 
Bustling, casual, delicious. Order the cheese sampler with apricot & cherries, and you’ll die happy.

Travel tip: The sidewalk carts serve some pretty tasty street food, but be sure to only stop at the very busy ones!

Hi Sugarplum | NYC Street Style
Camisole Tank | Distressed Jeans | Booties | Necklace | Hoop Earrings
Clutch (similar) | Watch 
Hi Sugarplum | NYC Street Style
Hi Sugarplum | NYC Street Style

Travel tip: Skip the pricey ticket (and crowds!) to Top of the Rock, and instead have a drink on the free Rooftop Garden & Cafe at the Metropolitan Museum of Art.

Hi Sugarplum | NYC Street Style
Tank (similar) | Scarf (similar) | Bag (similar)

Distressed Jeans | Booties | Watch | Sunglasses | Earrings

Hi Sugarplum | NYC Street Style
Hat | Tank (similar) | Bag (similar) | Distressed Jeans | Booties | Watch

Favorite Experience: A walking food tour of Mario Batali’s restaurants in Greenwich Village. #icanteven It’s history and charm, food and wine, like you’ve never experienced it. Trust me. And ask for Simona. 

Hi Sugarplum | NYC Street Style
Hi Sugarplum | NYC Street Style
Shirt | Jeans | Booties | Striped Bag | Bag Charm
Hi Sugarplum | NYC Street Style
Shirt | Jeans | Booties | Striped Bag | Bag Charm | Watch | Bracelet
Hi Sugarplum | NYC Street Style
Shirt | Jeans | Belt | Hoop Earrings | Necklace | Watch | Bracelet | Sunglasses

Travel Tip: I use Uber and cabs for rides around the city (and only in a group), but I hire Premier Transportation for trips to and from any airport in the world. Yes, it costs more, but especially now that I’m flying alone more often, Mr. SP and I feel so much safer knowing I’m in the hands of background-checked, insured professionals! And I sure as heck don’t want an Uber driver knowing where I live!

Hi Sugarplum | NYC Street Style
Hi Sugarplum | NYC Street Style

Hi Sugarplum | NYC Street Style
Hat | Tank (similar) | Bag (similar)
Distressed Jeans | Booties | Watch | Earrings

Are you the ‘Live in New York’ or ‘Visit New York’ type? What are some of your favorite eats and experiences? See more of our travels and tips here, and all my packing tips can be found here. Happy weekend, lovebugs!

{Shop More Casual Street Style}

{Shop More Fall Denim}

*This post was created in collaboration with Nordstrom, but all clothes, ideas, and fake-taxi-hailing are my own. Thank you for supporting Hi Sugarplum sponsors!*

Make sure you follow me on Facebook here for daily sales & sign up for my weekly newsletter here for sneak peeks, special Q&As, & Sugarplum Picks!

by Cassie 
26 Comments
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previous article: {Top Ten} September
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Comments

  1. Christina says: October 2, 2015 at 11:46 am

    I'm more of a visit NYC person but would have loved living there before kids… I think I would have loved it at least! Or maybe I've seen You've Got Mail one too many times 🙂 love those booties! I keep eyeing them. The driver doesn't look too impressed with the picture lol have a great weekend!

    Reply
    • hisugarplum says: October 2, 2015 at 2:28 pm

      Ha! I guess that's his 'I'm being professional' expression! 🙂 I adore those booties…so comfy, too. And now I need to watch You've Got Mail this weekend!!!!

      Reply
    • Buddy's Mom says: October 2, 2015 at 8:45 pm

      Not to yammer on about the Upper West Side, but 'You've Got Mail' showcases the the best of the UWS; its exactly how it is in the movie, except the The Shop Around the Corner is now a dry cleaners. 🙂

      Reply
  2. Judy Clark says: October 2, 2015 at 12:40 pm

    Cassie,

    You always look beautiful and stylish. As I have told you before I am a more season gal, but can always modify the look to suite my age. Thanks so much for sharing.

    Reply
    • hisugarplum says: October 2, 2015 at 2:28 pm

      Thanks so much, Judy! I'm thrilled you find inspiration with the posts!!

      Reply
  3. Unknown says: October 2, 2015 at 1:47 pm

    I enjoy your posts everyday as I sip my coffee at work and prepare to start another day… I LOVE NYC and miss the days when I would travel there for work on a regular basis. Next time you are there I would highly recommend the Lower East Side Tenement Museum. It is affordable and such a great slice of history and learning, not just about New York but the immigrant experience in the US. The Best… and I have been to that city hundreds of times. Plus I know a great Chinese restaurant not far from there that is mighty delicious as well.

    Reply
    • hisugarplum says: October 2, 2015 at 2:27 pm

      I'm thrilled I get to help you procrastinate your work day! 😉 I've added your spot to my list for next time…NYC is a treasure trove of cool, hidden spots!

      Reply
  4. Tracy DeBacker says: October 2, 2015 at 2:04 pm

    I love your bag. Where did you get your actual bag?

    Reply
    • hisugarplum says: October 2, 2015 at 2:27 pm

      Thanks Tracy! Which bag are you referring to? If I put a (similar) next to it, that means mine is no longer available. I hang on to stuff for YEARS, so I can't always link the actual item. Happy Friday! xo

      Reply
  5. Holly @ While I'm Waiting... says: October 2, 2015 at 2:46 pm

    Seriously, could you be any cuter?! You are so photogenic! I think you should ditch your day job and become a model! I love seeing your stuff – and how you make it practical enough for us carpool moms to wear! Keep it up! Can't wait to see what you share next!

    Reply
    • hisugarplum says: October 2, 2015 at 4:25 pm

      You are too sweet, Holly! And trust me, there are waaaay more bad pics of me, they just don't make it to the blog! 😉 xo

      Reply
  6. LoriU says: October 2, 2015 at 3:16 pm

    I would LOVE to go to NYC!!

    Stupid question…who is taking the photos of you in this NYC post? Do you hire someone there or just ask people??

    Reply
    • hisugarplum says: October 2, 2015 at 4:26 pm

      No such thing as dumb questions…I love them all!! I just hand the camera to whomever I'm with, and say 'snap a few as I cross the street or stand her please!' There's no staging or posing, just crossing our fingers and hoping some come out! ox

      Reply
  7. Buddy's Mom says: October 2, 2015 at 3:31 pm

    I am totally a 'live in NYC' kind of gal; the Village or Upper West Side is the only place to be! The UWS is more residential and family oriented; you see families with kids on scooters going to school, doing errands on the weekends and the kids seem well adjusted to city life. Still has the vibrancy of downtown, but minus some of the touristy craziness. We stay at the Hotel Beacon on Broadway between 74th/75th. Our trip in two weeks will be our fourth in a year and a half! Love the subways, love walking two blocks to Central Park and Strawberry Fields (very moving if you're a music lover). LOVE Jacobs Pickles on Amsterdam for some Southern food with a twist; Fried Chicken and Waffles…yes, please! For Italian food, Celeste is a teeny, tiny spot across the street from Jacob's; it has the best Gnocchi this side of Florence.

    Ground Zero is very moving and a must see. We went on a bitter cold day last February. It was Valentines Day and someone had set up a floral wreath for their wife; tears are mandatory. The 9/11 Museum was not open yet, but we will be going in a few weeks. It's a tragic reminder, but it warms your heart knowing that the city has done an unbelievable job in preserving the memories of those lost. Pass me the Kleenex…

    Reply
    • hisugarplum says: October 2, 2015 at 4:26 pm

      I want to go to NYC with YOU!!! I'm totally saving all these tips for our next trip!! Thanks for all the great recommendations, Gail! xo

      Reply
  8. Megan // Honey We're Home says: October 2, 2015 at 4:13 pm

    Loved exploring the city with you (even though it was too short!)

    Reply
    • hisugarplum says: October 2, 2015 at 4:27 pm

      My person xo

      Reply
  9. Nicole Hokenstad says: October 2, 2015 at 4:29 pm

    Im the never go to New York type hahaha. There's nothing about it (except food) that interests me. We recently moved from a city of 750k to a municipality of 20k and the idea of that many people crammed in a small place really wigs me out (as does Uber, you're braver than I ever will be). Do you bring multiple bags per trip? And I have to ask, is that dog mid-accident?

    Reply
    • hisugarplum says: October 2, 2015 at 6:01 pm

      It's definitely nice to come home, that's for sure! Nope…I'm a single rolling carry-on girl…see my packing posts for tips! And I think the pups were just all saying 'Hi!';) xo

      Reply
    • Her Dailey Style says: October 3, 2015 at 1:55 pm

      LOL, I noticed the dog also Nicole! I searched the comments to see if anyone else would ask. Sorry Cassie – probably just the picture! 🙂

      Reply
  10. lili88 says: October 2, 2015 at 4:32 pm

    Since I know I'll never be a "live in NYC" person, I'll settle for visiting at least every year! I'm intrigued by the Mario Batalli tours…been to several of his NYC restaurants (including Otto's on a girls trip). I also highly suggests "Foods Of New York" tours. Truly awesome. So much to do and see there and I'm jealous you've been three times this year.

    Reply
  11. Katherine Salinas says: October 2, 2015 at 9:00 pm

    Cassie, my hubby and I are definitely city people though we now raise our kids in the 'burbs. There is an energy that is irreplaceable. Each year we load up the troops and go into the city (hubby still works there every day) to hopefully get them into the fun of the city too. Neither of our families really likes it though. I will say, as much as we both love NYC, neither of us could live there. We lived in Chicago when we were single and dating and LOVED it. NYC is just a *bit* too big for us, Chicago is perfect and also closer to family.
    One more thing, I was waiting at the OB for one of my last visits before baby #3 and I saw you on the cover of Redbook!!!! It's crazy because I've never met you but even I felt famous for a minute because I felt like my "friend" made it on the cover of the magazine in my doctor's office!! Crazy online world! Anyway, you looked great as always and I am excited for you. Hope you have enjoyed the ride…and you'll enjoy those tacos this weekend! 🙂

    Reply
    • hisugarplum says: October 2, 2015 at 9:42 pm

      Ohmygosh….I love it!! You are so sweet!!! You can't even imagine how many copies we bought, and every single time Mr. SP would open the page to the cashier and say 'That's her! That's my wife!' But hopefully you don't think of vaginas when you think of me now, seeing as how you were at the OB. 😉 xo

      Reply
  12. Heather{Our Life In a Click} says: October 2, 2015 at 11:48 pm

    Definitely visit the city type, but I love staying over to feel like I'm living there for a few days. We're going next weekend to see a show and be tourists!!

    Reply
  13. Mix and Match Mama says: October 3, 2015 at 12:34 am

    Your street style is my favorite! You totally pulled everything off so effortlessly!

    Reply
  14. Queen In Between says: October 4, 2015 at 3:40 pm

    My last NYC trip was for a friends 40th. She found out about this fun speakeasy PDT bar (please don't tell) in East Village that was a fun little surprise. Reservations are required and you have to enter through a phone booth in an adjoining hot dog joint but once inside the drinks were fun, cheesy tator tots to die for and it was just a fun little off the beaten path place to check out.

    Reply

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