{Trip Report} Winter in New York City

Cheers to Friday, friends! Thanks for all your fun and kind comments on this week’s posts…they really helped get me back in the swing after our Spring Break. Although, I can’t think of a time I was more ready for the weekend…or rather, ready to sleep in a bit! I love the later light, but adjusting to Daylight Saving’s Time is no joke!

I’ve started organizing our pictures from last week’s trip to Montana and Wyoming, and can’t wait to show you…but first wanted to share the quick trip to New York Mr. SP and I took last month. We’ve both been to NYC several times on our own (I was there three times just last year!), but never once have we been together. I always have a great time there, but was especially excited to experience the city with him, and during Winter.

Hi Sugarplum | Winter in NYC

We were there over Valentine’s weekend, which also ended up being the coldest weather on record for the city. Or something like that. #exaggerator Listen, when it dips below 40-degrees, it might as well be the North Pole because it all feels frigid to me! #texasweenie

I’m not going to lie, I was a little nervous about just how cold it would be, and unsure of what and how to pack! I even called my favorite cold-weather dweller for advice and a pep talk. Sure it was cold, but it didn’t stop us from having a ball…we just spent more time in coffee shops, cafes, and cabs than we might normally would. Not a bad thing, right!?

Hi Sugarplum | Winter in NYC

During our four days, we got a little bit of everything Mother Nature had to offer…snow, rain, sun, and both freezing and mild temperatures. It was glorious to see the city in each condition, and sometimes it felt as if we had the place to ourselves. 
Since it was both Valentine’s Day and our first trip there together, we went all-out with as many quintessential New York experiences as we could squeeze in a long weekend. Well, except the ones that required long stretches of time spent outside (I’m looking at you, Staten Island Ferry). 

Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC
Hi Sugarplum | Winter in NYC

Style Tip: Turns out fur lined hoods are not only cute, but seriously block the wind and snow. Stylish and functional = winning!

Hi Sugarplum | Winter in NYC

Fun Fact: There are 15,000 of these red fire call boxes around the city, some dating back to the late 1800s, and most still fully operational. In fact, during the mayhem of September 11, 2001, they were one of the only communication methods still working that day. Funny I’d never noticed them before, but now that they’ve been pointed out, I saw them everywhere!

Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC
Hi Sugarplum | Winter in NYC
Style Tip: To stay warm, but still relatively stylish, I started with fleece tights and silk thermals under my jeans and shirts, then layered on striped turtlenecks and wool turtleneck sweaters. Then add wool socks, hat, weather-resistant boots, and a sturdy, but fitted coat. And when the cold finally creeps through, stop for hot chocolate!
Hi Sugarplum | Winter in NYC
Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC

Mr. SP had never seen a Broadway musical, and kind of poo-pooed the idea. So we first saw, Blackbird, featuring Jeff Daniels and Michelle Williams…a very serious two-man play about a very uncomfortable subject. Essentially, they’d carried on an affair when he was 40 and she was 12. And the play is their confrontation 15 years or so later. I avoided eye-contact with the sweet little lady sitting next to me when it was over. And pretty much everyone else in the theatre. But the acting was mind-blowing.

Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC
Hi Sugarplum | Winter in NYC

Travel Tip: The cheapest way to experience some of the swankiest, moodiest bars in town is to pop in mid-afternoon for just the price of a cocoa or coffee. The cold gave us a great excuse to try this out several times! I especially loved The Bowery.

Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC
Plaid Scarf | Sweater (on super sale) | Jeans | Faux-Fur Parka | Similar Boots | Sunglasses

I even layered multiple pairs of tights so I could wear my fun dresses to the theatre at night…topped with a colorful coat for more style and warmth. 

Hi Sugarplum | Winter in NYC

I got my musical fix with Something Rotten…a hilarious rip on musical theatre with over-the-top costumes, singing, and dancing. Even Mr. SP was cheering and whistling at the end. We love, love, loved it!
Travel Tip: If you see better seats available, try to move down during intermission. Many ushers don’t mind since they’d rather have the seats closer to the stage filled.

Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC
Striped TeePlaid Scarf | Sweater (on super sale) | Jeans | Faux-Fur Parka | Sunglasses
Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC
Plaid Scarf | Sweater (on super sale) | Jeans | Faux-Fur Parka | Similar Boots | Sunglasses
Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC

Travel Tip: I’m a big fan of Uber, but we fell victim to massive surge-pricing on several occasions while there (I’m talking $47 to go 10 blocks!), so started using regular yellow cabs instead. They never have surge pricing and all cars accept credit cards now!

Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC
{Where We Stayed}
This is most-definitely my favorite hotel I’ve stayed in New York thus far, and easily in 
my Top 5 of all hotels we’ve stayed worldwide. It’s the perfect blend of cool & cozy, 
with impeccable service, friendly staff, & tons of extra touches that made our stay seamless. 
The location is two blocks from Central Park, cabs were plentiful, & the rooms a great escape 
from the loud, busy streets of the city. Not to mention, reasonably priced for NYC! 
Seriously, I wouldn’t hesitate to recommend this spot to anyone!
Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC

{What We Loved}
*Foods of New York Tours ~ I did the food tour of Greenwich Village last Spring & couldn’t wait to do the Nolita Tour with Mr. SP! We are not organized tours kind of people, but these are amazing & we had a blast. It’s typically a small group of 12 food-loving people (so you know they’re fun!), led by a laid-back, knowledgable guide. They walk you through your chosen neighborhood, pointing out fun facts & history, all the while stopping in the best food spots for 20-30 minutes at a time. Each restaurant has a table prepared & immediate food service just for your group, so it feels very VIP. It’s the absolute best way to learn about & explore your favorite neighborhoods, not to mention, discover amazing restaurants. We always end up going back to one or two of them at a later time.
*911 Memorial ~ An incredibly emotional experience, and one you won’t regret. I wasn’t exactly looking forward to reliving 9/11, but also felt spending a few hours of my time here was the least I could do to honor all those lost loved ones. I recommend starting with the short movie in the theatre…it’s a really well-made documentary that brings back the emotion of that day & helps set the tone for everything you’ll see in the museum. It also saved time by making reservations.
*Broadway Shows ~ I’ve never seen a bad Broadway show, but I’m an easy critic. I used both Broadway Box & Theater Mania to book discounted tickets prior to our visit.
*The High Line ~ The city converted an old freight rail line into a lovely park that is elevated above the street level, and runs for many blocks. It’s also got great views of the harbor.
*Walk the Brooklyn Bridge & explore Brooklyn Heights neighborhood (then take a cab or subway back because it’s far!)

*The Plaza Food Hall ~ The lower level of the swanky hotel is open to the public & full of fun, inexpensive food counters.
*Museum of Modern Art Rooftop Bar ~ Easily one of the loveliest views of the city, and it’s free!
Hi Sugarplum | Winter in NYC

Hi Sugarplum | Winter in NYC

And of course, food was a huge part of the weekend for us…so much so, that I’m working on a separate NYC Eats post. You can find some of my favorite restaurants, along with more fun New York experiences, and additional hotel reviews in my NYC Street Style + Guide. And since it’s almost Spring, this Packing for NYC in Spring post might come in handy, too.

What’s your favorite New York City experience or memory? I know I’ll never forget this visit with my Valentine, and hope it’s only the first of many! Happy weekend, lovebugs!

{Weekend sales worth checking out}


Nordstrom // Tons of end-of-season markdowns!
World Market // Up to 50% off all Dining Furniture
GAP // Save 40% off with code MY40 (including my fave new striped popover top!)
Old Navy // Save 30% off $75 with code ENJOY
Pottery Barn // Up to 60% off all Easter
Loft // Save 40% off all sale styles
J.Crew // Extra 30% off spring styles with code SPRINGSTYLE
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