Dressing for the Holidays

SNOW DAY STYLE

The Steele Maiden: Snow Day Style - Apres Ski Sweater, Red Beret and Plaid Skirt

Still humming ‘Walking in a Winter Wonderland’ after Saturday’s snow. There’s just something about the first snow day of the season in New York City that’s pure magic. Especially when it falls in December and the whole city feels like it’s a Christmas snow globe come to life. I was originally saving this ‘Aprés Ski’ sweater for, well, actual post-skiing attire… but it just felt like I needed to break my own rules and break it in early over the weekend.

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To be completely honest, these photos were hard to take. My hair was getting soaked, Adam was trying to hide the camera lens underneath an umbrella while also dodging cars in the middle of the street and we were both freezing after a couple of minutes. But even though we only got a few good shots, I love that we’ll look back on these photos and remember that day. Laughing and slipping our way through the streets and taking cover in our favorite neighborhood restaurant afterwards to share a drink while the snow blanketed the city outside. While this blog hopefully serves as inspiration for all of you, for us – it reads like a diary. Thanks for reading.

Talbots Après Ski Sweater | Lands’ End Down Jacket | Red Beret | Plaid Skirt – similar | Marc Fisher Boots

The Steele Maiden: Snow Day Style - Apres Ski Sweater, Red Beret and Plaid Skirt The Steele Maiden: Snow Day Style - Apres Ski Sweater, Red Beret and Plaid Skirt The Steele Maiden: Snow Day Style - Apres Ski Sweater, Red Beret and Plaid Skirt The Steele Maiden: Snow Day Style - Apres Ski Sweater, Red Beret and Plaid Skirt The Steele Maiden: Snow Day Style - Apres Ski Sweater, Red Beret and Plaid Skirt

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4 CASUAL HOLIDAY OUTFIT IDEAS

The Steele Maiden: Casual Holiday Outfit Ideas - denim, sweaters, blazers and vests

If it’s any indication what November was like at work for me – know that I shot all of these looks over the past month and am only now getting the chance to find time to post them (I’m ready for you Christmas break!). In any case, now that I’m ready I figured I’d compile them since they all have a bit of a common theme – festive yet comfortable. Below, a closer look at these casual holiday outfit ideas:

The Steele Maiden: Casual Holiday Outfit Ideas - red sweater and boyfriend jeans

I picked up this oversized red sweater during Black Friday sales and honestly can’t stop wearing it. I’ve dressed it up with heels and a skirt for work, but I like it with boyfriend jeans, fancy flats and a fisherman’s cap too for holiday shopping or weekend errands this month.

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The Steele Maiden: Casual Holiday Outfit Ideas - red sweater and boyfriend jeans The Steele Maiden: Casual Holiday Outfit Ideas - red sweater and boyfriend jeans The Steele Maiden: Casual Holiday Outfit Ideas - overalls and metallic sweater

It’s been awhile since I last pulled out my overalls but I quickly remembered why they’re my favorites (spoiler: SO comfy). Dressed them up a bit with this metallic striped sweater and metallic kitten heels and this outfit made going to the grocery store for cookie baking supplies all the more merry.

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The Steele Maiden: Casual Holiday Outfit Ideas - overalls and metallic sweater The Steele Maiden: Casual Holiday Outfit Ideas - plaid puffer vest and sneakers

I’m calling this my tree-trimming outfit. I love a good puffer vest in the winter – and all the better if it’s in tartan plaid – and I’ve been wearing these sneakers non-stop lately. I spend a lot of time in heels, but sometimes you just can’t beat a pair of comfy kicks. The olive green feels a little Christmas-y too which I love.

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The Steele Maiden: Casual Holiday Outfit Ideas - plaid puffer vest and sneakers The Steele Maiden: Casual Holiday Outfit Ideas - plaid puffer vest and sneakers The Steele Maiden: Casual Holiday Outfit Ideas - velvet blazer and plaid heels

This one is a little bit unexpected, but no less festive in my opinion. I like mixing in colors like bright gold or deep navy blue to holiday style and this velvet blazer and plaid heels are just the ticket. Mixed with fun socks just because.. more is more this time of year, right?

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The Steele Maiden: Casual Holiday Outfit Ideas - velvet blazer and plaid heels

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HOLIDAY BEAUTY FAVORITES

The Steele Maiden: Holiday Beauty Favorites for a Night Out

From the lipstick that will stay put even after a glass or two of champagne to the hair product that rids me of winter static – here are my holiday beauty favorites:

P.S. these would make great stocking stuffers too!

SHOP HAIR + SKIN FAVORITES:

SHOP MAKE-UP FAVORITES

Also – can we talk about how luxurious it is to get ready in a large bathroom? If you have one at home I hope you don’t take it for granted for a single second. This particular one is in a suite at the Omni Berkshire – if you’re in to that sort of thing you should enter my giveaway to win a one-night stay here.

The Steele Maiden: Holiday Beauty Favorites for a Night Out

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HIS AND HERS HOLIDAY STYLE: FOR A SPECIAL OCCASION AT OMNI BERKSHIRE PLACE HOTEL

The Steele Maiden: His and Hers Special Occasion Holiday Style - Red Wrap dress and navy blue suit

For the past three years, Adam and I have gotten into the habit of taking holiday pictures (in 2015 we searched for Christmas trees and in 2016 we took a ride in a very special ’54 Chevy) – but this year we thought it might be fun to get all dressed up. So we put on our finest – outfits that would be perfect for any holiday special occasion like a night at the theater, New Year’s Eve party or formal wedding – and headed straight for the rooftop of the Omni Berkshire Place hotel.

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This past Summer we had the most amazing staycation at the hotel and ever since then have thought of the Omni Berkshire so fondly. But with the place all dressed up for the holidays? We were floored. So we danced on the rooftop balcony overlooking St. Patrick’s Cathedral, surrounded by skyscrapers. We drank champagne and ran around a fancy suite with our own personal Christmas tree. And we laughed about how two kids from the country ever ended up here, with this crazy life. It was pure holiday magic.

And – because we always want to inspire you all to have stylish adventures of your own – I’m giving one lucky reader the chance to win a one-night stay at the Omni Berkshire (enter via my Instagram – giveaway launching at 9AM today 11/28). Whether you’re a New Yorker looking for a chic staycation or an out of towner dreaming of your own getaway in the big apple, this is your place. Good luck!

 

The Steele Maiden: His and Hers Special Occasion Holiday Style - Red Wrap dress and navy blue suit

Adam wore a classic slim fit navy blue suit and I wore this (under $100!) slinky red satin wrap dress and fun starry night statement earrings. Also – can we take a moment to talk about these shoes? They’re Tamara Mellon (one of the founders of Jimmy Choo who started her own line) and are in the running for the most amazing heels I think I’ve ever worn. If you’re looking for a luxurious splurge for the holidays – I can’t recommend them enough.

On Jess: Express Satin Wrap Dress | J.Crew Star Statement Earrings | Gigi New York Clutch c/o | Tamara Mellon Pistol 105 Pumps c/o 

On Adam: Topman Navy Suit | Ben Sherman Oxfords

The Steele Maiden: Omni Berkshire Place Hotel - NYC at the Holidays The Steele Maiden: His and Hers Special Occasion Holiday Style - Red Wrap dress and navy blue suit The Steele Maiden: His and Hers Special Occasion Holiday Style - Red Wrap dress and navy blue suit The Steele Maiden: Special Occasion Holiday Style - Red Wrap dress and Tamara Mellon Pistol Pumps The Steele Maiden: His and Hers Special Occasion Holiday Style - Red Wrap dress and navy blue suit The Steele Maiden: His and Hers Special Occasion Holiday Style - Red Wrap dress and navy blue suit The Steele Maiden: His and Hers Special Occasion Holiday Style - Red Wrap dress and navy blue suit

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PLAID MINI DRESS AND BOW TIGHTS

The Steele Maiden: Cute Holiday Style - Plaid Mini Dress, Bow Tights and OTK Boots

I mentioned on Instagram, but there’s a good chance that this outfit – all 90’s inspired plaid mini dress and sheer bow tights – is too young for me. But there’s an even better chance that I really don’t care. I just can’t resist a few bows at the holidays and my love for plaid mini skirts/dresses is at this point well-documented (latest example here). So who cares right? Life is short.. and in this case – so is my dress.

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These cute bow tights are from Tabbi Socks (I’ve got a fun project coming up with them I’ll be sharing soon) and the velvet bow in my hair is like the cherry on top. It’s an easy way to make this otherwise simple turtleneck and plaid mini dress feel festive and fun for a holiday brunch or tree-trimming party (for the record I’d really like to be invited to one of these – they seem like a good time). And if you’re looking for another simple way to elevate your holiday looks – I shared this twisted half up hairstyle along with 2 other ideas here.

Cotton Turtleneck | Urban Outfitters Plaid Mini Dress | Tabbi Socks Bow Tights | OTK Boots | Velvet Hair Bow

The Steele Maiden: Cute Holiday Style - Plaid Mini Dress, Bow Tights and OTK Boots The Steele Maiden: Cute Holiday Style - Plaid Mini Dress, Bow Tights and OTK Boots The Steele Maiden: Cute Holiday Style - Plaid Mini Dress, Bow Tights and OTK Boots The Steele Maiden: Cute Holiday Style - Plaid Mini Dress, Bow Tights and OTK Boots The Steele Maiden: Cute Holiday Style - Plaid Mini Dress, Bow Tights and OTK BootsThe Steele Maiden: Cute Holiday Style - Plaid Mini Dress, Bow Tights and OTK Boots

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Fashion, Travel & Lifestyle. Based in NYC.