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Baby, It’s Cold Outside! 6 Enchanting Winter Getaways in New England

January 9, 2025

winter-getaways

While I am no fan of the cold, even I will admit that winter in New England is a magical time. Think cozy fireplaces, snow-dusted landscapes, and charming towns welcoming skiers and tourists. If you’re dreaming of a winter escape with your family, look no further than these six enchanting destinations:

winter-destination

1. Portsmouth, New Hampshire: Historic Charm and Holiday Magic

Portsmouth, with its brick sidewalks and historic architecture, is straight out of a holiday card. Stroll through Market Square, adorned with twinkling lights, and explore the unique shops and boutiques. Don’t miss the Strawbery Banke Museum, a living history museum that transports you back in time with costumed interpreters. For a cozy and delicious meal, head to The Friendly Toast for their quirky atmosphere and over-the-top pancakes.

portland-maine

2. Portland, Maine: Coastal Beauty and Festive Delights

Portland offers a vibrant mix of urban excitement and coastal charm. Wander through the Old Port district, with its cobblestone streets and waterfront views. Indulge in fresh seafood at a cozy restaurant, browse the unique shops, and catch a performance at the Portland Stage Company. 

mystic-ct

3. Mystic, Connecticut: Maritime History and Winter Wonderland

Mystic is a charming seaside town that’s even more enchanting during the winter. Explore the Mystic Seaport Museum, a living history museum that brings the maritime past to life. Then get up close with marine life at the Mystic Aquarium. For a cozy and delicious meal, head to Mystic Pizza – especially fun if you’re a film buff!

4. Boston, Massachusetts: Urban Adventures and Cheer

Boston comes alive during the winter with ice skating rinks and seasonal events. Stroll through the Boston Common, admire the twinkling lights on the Commonwealth Avenue Mall, and enjoy a performance at the Boston Ballet or Broadway in Boston.

5. North Conway, New Hampshire: Winter Wonderland in the White Mountains

Nestled in the heart of the White Mountains, North Conway is a winter wonderland for outdoor enthusiasts and families seeking adventure. Hit the slopes at Cranmore Mountain Resort, go snow tubing at King Pine, or enjoy a scenic ride on the Conway Scenic Railroad. For a cozy après-ski experience, warm up by the fire at the Red Jacket Mountain View Resort.

newport-mansions

6. Newport, Rhode Island: Old World Elegance in the Ocean State

Newport, Rhode Island, exudes elegance and charm, especially during the winter months. Stroll along the Cliff Walk for breathtaking ocean views. And for a cozy and delicious meal, warm up with a bowl of clam chowder or The Snowball in Hell dessert (which is one my favorite desserts of all time!) at The Clarke Cooke House.

newport

Tips for Planning Your Winter Getaway:

  • Book your accommodations in advance, as popular destinations fill up quickly.
  • Pack for all types of weather, as New England winters can be unpredictable.
  • Embrace the spirit: Attend events, explore local markets, and enjoy seasonal treats.
  • Don’t forget your camera: Capture the beauty of snow-covered landscapes.
  • Most importantly, relax and enjoy the magic of the season!

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Kate Andrews

Travel, Fashion & Lifestyle Blogger

Hi, I'm Kate, the founder and editor of Fashionably Kate & Co., a website that encompasses fashion, travel and how to live life to the fullest.

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Date night perfection in Boston! 🌃✨ Kicked Date night perfection in Boston! 🌃✨ 

Kicked off our evening with delicious Tacos Gobernador & innovative “Socktails” (genius!) at the new @democracybrewingboston 🌮🍹 before being completely swept away by the breathtaking Spring Experience at @bostonballet.

Three distinct ballets graced the stage, from the pure classical magic of Raymonda to the thought-provoking modernity of 27’52” and the striking elegance of Petite Mort. 

What an absolutely unforgettable immersion in art and beauty! Such a perfect way to spend an evening. ✨

Make sure to use my code, FASHIONKATE45 to get your tickets. Spring Experience is on stage until May 25!

Thank you, @bostonballet, for the magic!

Fashionably Yours, 
Kate 🩷

#KatesTake #BostonBallet #DemocracyBrewing #BostonDateNight #SpringExperience #BalletLover #BostonArts #CitizensOperaHouse #FashionablyYours #BostonMA #theater #balletislife #bbspringexperience #bostonblogger
✨ An evening of pure Gloucester gourmet delights ✨ An evening of pure Gloucester gourmet delights at the one and only @tonnogloucester! ✨ 

Kicking off our @discovergloucester staycation here was an absolute dream come true.

From the most COLOSSAL shrimp cocktail I’ve ever laid eyes on 🍤 to dreamy grilled swordfish, Alex’s heavenly Sunday Sauce that tasted like a hug from an Italian nonna, and even kid-approved spaghetti that got a ‘best ever’ rating from my little Arielle – every single dish was a showstopper! And that Tiramisu Martini? A perfect nightcap for this happy mama! 🍸

But beyond the incredible food (and trust me, darlings, it’s out-of-this-world!), the heart of Tonno’s truly shines with its warm, impeccable service. A huge, heartfelt shoutout to our server Tayia who was an absolute angel with our girls and made our dinner truly extra special! 💖 She even sent them home with coloring goodies for our hotel stay – how thoughtful is that?!

Mamas, you know how we search high and low for those special spots that feel like a sophisticated treat for us but also welcome our little adventurers with open arms? Tonno’s is IT! Perfectly upscale yet wonderfully kid-friendly – it’s our kind of paradise, and so hard to find! 🌟

If Gloucester is on your travel itinerary (or even if you’re a local looking for an exceptional meal!), Tonno’s is a MUST-DINE. Trust me on this one, and be sure to book that table in advance – this gem is popular for a reason!

A massive thank you to GM Joe and the entire team at @tonnogloucester for such a memorable evening, and especially to the lovely Tayia for making us feel like royalty!

➡️ What’s your go-to dish when you find a fantastic Italian spot? Let me know below! 👇

Fashionably Yours, 
Kate ❤️

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Darlings, Gloucester is an absolute GEM for family Darlings, Gloucester is an absolute GEM for family adventures, and I’m spilling all the tea on our top 5 must-dos!

1️⃣ Stage Fort Park: Let your little pirates conquer the amazing playground! 🏴‍☠️ 
2️⃣ Maritime Gloucester: Dive into wonder with fascinating touch tanks! 🐠🦀 
3️⃣ Hammond Castle: Explore a real-life fairytale (stroller tip in the Reel/blog!). 🏰 
4️⃣ Cape Ann Lanes: Strike up some fun with candlepin bowling – so kid-friendly! 🎳🦖 
5️⃣ Good Harbor Beach: Dream of sandy toes and seaside bliss! 🏖️☀️

We had the most divine weekend exploring all that this charming New England town has to offer! A huge, heartfelt thank you to the incredible @DiscoverGloucester for hosting us on this unforgettable adventure.

And massive kisses to our wonderful partners who made our trip so special:
* @MaritimeGloucester for the educational fun!
* @HammondCastleMuseum for the magical moments!
* @CapeAnnLanes for the strikes, spares, and sips!
* @VisitNorthofBoston for the lovely afternoon
* And to the beautiful Gloucester beaches for their timeless allure!

A special thank you to the ever-so-lovely @AtlanticVacationHomes for providing us with the most perfect home base at the Cape Hedge House – it was pure bliss! ❤️🏡

For all the divine details, more tips, and our full Gloucester itinerary, check out my link in bio! Don’t forget to hit that follow button for more stylish family adventures!

Fashionably Yours, 
Kate 💋

#KatesTake #GloucesterMA #GloucesterWithKids #FamilyActivitiesGloucesterMA #DiscoverGloucester #AtlanticVacationHomes #StageFortPark #MaritimeGloucester #HammondCastle #CapeAnnLanes #GoodHarborBeach #NewEnglandFamilyTravel #TravelBlogger #MomBlogger #FamilyFun #MassachusettsTravel #newengland #newenglandtravel #newenglandigers
Darlings, today I am whisking you away to the drea Darlings, today I am whisking you away to the dreamy Cape Hedge House by @AtlanticVacationHomes – our stunning home during our magical @DiscoverGloucester adventure! 🏡💖

Think breathtaking water views, chic interiors, & all the family-friendly comforts (hello, 3 full baths & a Disney+ Smart TV! 🙌). Pure New England coastal heaven near Good Harbor Beach & the charms of downtown Gloucester & Rockport.

Want the full tour & deets on this ultimate family getaway? Blog link in bio! 😉

Huge thanks to @AtlanticVacationHomes & @DiscoverGloucester for hosting our unforgettable stay! 🙏

Hit follow for more stylish adventures! Until next time... 

Fashionably Yours, 
Kate 💋

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☀️ Gloucester in May was pure magic, darlings! ☀️ Gloucester in May was pure magic, darlings! ✨ 

We packed for typical New England spring but were blessed with the most glorious sunshine for our little staycation. 🌊

Wondering what to pack for Gloucester when the weather can be a surprise? 😉 

Head to the blog (link in bio, of course!) for all our chic family outfits that took us from exploring historic streets to divine dinners and even cosmic bowling! 🎳👗🍦

You can also head to my LTK or visit https://liketk.it/5dw5j.  For those adorable matching dresses on my littles you must check out @pixielane!

So much fun collaborating with the wonderful @DiscoverGloucester and @AtlanticVacationHomes on this trip – more details on our adventures with them coming soon!

Get ready for a whirlwind of seaside style, adorable twinning moments, and all the Gloucester charm! You might just find your next New England getaway inspo! 💖

#GloucesterMA #NewEnglandStaycation #MayTravel #WhatToPackGloucester #SpringOutfits #FamilyTravel #TravelStyle #CoastalMassachusetts #DiscoverGloucester #AtlanticVacationHomes #bostonblogger #familytravelblogger #newenglandigers #MomBlogger #TravelBlogger #ChicTravel #GloucesterStyle
Today, my heart is overflowing 💖, and while the Today, my heart is overflowing 💖, and while the world celebrates mothers, I find myself wanting to turn the spotlight onto the tiny, extraordinary humans who gave me that precious title: my daughters.

To my funny, smart, incredibly intelligent, and oh-so-beautiful babies, Arielle and Aurora: you two are the architects of a love I never knew could exist. You’ve painted my world in hues of joy I couldn’t have imagined and taught me what love, in its purest, most profound sense, truly means.

My sweet Arielle, my fellow empath – with your gentle soul, you’ve shown me the incredible power of true kindness. For years, life’s sharper edges had made me build walls, a little hardened, a little mad from past hurts. But watching you navigate the world with such inherent compassion, you taught me that closing off my heart only ever really hurt myself. You reminded me how to soften, how to open up again, and for that, I am eternally grateful. You are a beacon.

And to my little Aurora, not even two years old, yet you are a tiny titan of strength! You, my darling, have already taught this mama so much about standing her ground, about finding her voice and using it. Your fierce spirit is a daily lesson in self-assuredness, and I am in awe of you.

Of course, on a day like today, I am also celebrating my own incredible Mom, @cja8690, Thank you for every lesson, every sacrifice, every piece of wisdom you’ve poured into me, and for continuing to shower my girls with that same love and guidance. Watching you with them is one of my greatest joys.

And to my wonderful sister,Anna @whovian11forlife, their amazing Godmother – what a blessing you are. To have such a positive, inspiring role model for my girls, someone so wonderfully different from me in some ways, yet so deeply similar in all the ways that count, is a gift beyond measure.

Today, my heart doesn’t just celebrate being a mother; it celebrates the village of incredible women around me and the little souls who made it all possible. So much love to all. ✨

#MothersDay #MyGirls #MadeMeAMom #Motherhood #Daughters #Love #Gratitude #Family #girlmom #happymothersday #girlmama #mama

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