five nyc {holiday} date ideas.

I should probably admit that this is actually my first holiday season living in NYC. #rookie
With that being said, I do like to think I know what makes for a good date. #girlie

I could tell you to see the Radio City Christmas Spectacular show or walk by the window displays at Barneys, but you’ve heard that all before. So instead – whether you’re with your boyfriend, spouse, or even a group of girlfriends – in no particular order, here are my (slightly unlikely):

top 5 holiday date ideas for nyc.

1) brunch at Freemans. No, I’m not talking about the binge-drinking-fest commonly referred to as “brunch.” I’m talking about a cozy meal complete with Stumptown Coffee and some of the best brunch food I’ve had in the city (hello cheesy grits). Hint: there’s a little nook-of-a-corner in the back dining room, perfect to sneak in some Christmas snuggles.

Yes, I did just say “Christmas snuggles.” Owning it.

2) ice skating. Okay okay okay…this is totally the most cliché holiday date in the city. I know. But I just couldn’t leave it off the list! I mean, does it get much cuter than holding hands and falling all over each other while wearing scarves and mittens and beanies??? I think we all know the answer to that.

Find ice skating rinks at Bryant Park, Chelsea Piers, Central Park, and of course – Rockefeller Center.

3) visit a museum. I know what you’re thinking – a museum?! But if you ask me, the holiday season is the perfect opportunity to do something you might not carve out the time to do otherwise, like taking a stroll through one of NYC’s world-renowned museums. Make a fun evening out of it by exploring The MoMA, followed by dinner and drinks.

4) Union Square Park Holiday Market. I was here last weekend and fell. in. love with the hundreds of specialty vendors. There’s everything from jewelry to artwork to food – all appealing enough for mere window shopping. The Market runs daily until December 24. Round out the night by getting hot chocolate or dessert across the street at Max Brenner.

FYI – There are holiday shops/fairs at Bryant Park, Columbus Circle, and Grand Central Terminal as well! Click here for more info.

5) movies & dessert at home. Okay, so maybe this isn’t an NYC “attraction.” But I think I can speak for most ladies here when I say that in the busiest city in the world, there’s nothing like curling up on the couch with good company and a good (holiday-theme optional) movie. Make things even more special by having dessert, like ice cream sundaes or Nutella Hot Chocolate.

(Guys – I’m well aware that many of you don’t “like” dessert, but…just trust me on this one.)

What would your perfect (NYC or not) holiday date look like?


  1. says

    I absolutely love holiday markets! I’ve been to all those places you mentioned except grand central. I lived on the west side and you know how going from west to east or east to west is annoying with the train changes. 🙂 But my best holiday date would be at The Plaza. I know it sounds ridiculous. You would think it’s super expensive. But last Christmas I had brunch with two of my girls and we only had to pay $50 each. Which could be a little too much on a regular day. But I’m talking about once a year holiday date. You can easily make reservations at

  2. says

    Im coming to NYC next month for a week and thanks for these tips!

    I do want to do a yoga class, and have a couple places people have told me that are great! I am excited for great food! I have been to NYC many times, but it was for work and little play!

  3. says

    Such a cute post! My Dear and I are planning to go ice skating this winter, I’m psyched, haven’t gone in years! One of my favorite date nights with my Dear is to go out to dinner, come home and watch a movie while cuddling and eating ice cream 🙂

  4. says

    This post is adorable! Winter-time dates are always so much fun.
    There’s just something so romantic and relaxing about bundling up with a boy in the cold. 🙂

  5. says

    I love this post and it’s perfect timing. My husband is staying in NYC for the month of December for work and I am joining him mid-month. He is going to be super busy, but hopefully I can pull him away for an evening for a holiday market or a Sunday brunch. Great suggestions

  6. says

    Love these tips! I am a fellow NYC dweller, and I will definitely be doing at least a few of these in the next month. It’s also convenient that my boyfriend and I have our 7 year anniversary in December. Extra excuse to do romantic holiday things. 🙂 Thanks for the ideas!

  7. says

    This is so cute! Love these ideas and all things I’m “meaning” to do. Seeing them up here with the pics, makes me want to do them all, right now! Just emailed them to the bf. He’ll be happy to have the tip 😉


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