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Travel

Where to Travel in New England this Winter

January 10, 2024

winter-destinations

New England in winter: visions of cozy fireplaces, steaming mugs of cocoa, and maybe a rogue snowball fight or two. But beyond the charming clichés, this region explodes with vibrant life and unique experiences even when the mercury dips. So, ditch the “stay-indoors” blues and explore this winter wonderland through three delightful destinations: Salem, Portsmouth, and Portland. Here is where to travel in New England this Winter.

salem-ma-travel

Salem, MA

Witchcraft & Beyond

Salem isn’t just about pointy hats and broomsticks. While the Salem Witch Museum offers a fascinating glimpse into history, wander beyond the cobbled streets for a taste of winter magic. Hike the snowy trails of the Salem Willows Park for breathtaking ocean views, or sip a locally brewed coffee at the cozy Gulu Gulu Cafe. 

salem-so-sweet-festival

If you are looking for something delicious to do, visit the city during Salem’s So Sweet Chocolate and Ice Sculpture Festival. Now in its 22nd year, this decadent event is taking place February 9 through 11, 2024. As you stroll past elaborate and elegant ice sculptures, you’ll find sweet treats and deals at many of the city’s local shops and eateries. For more on one of my favorite destinations, you can check out my Salem Travel Guide as well as my choices for the best of the best in Salem.

Where to Stay: The Coach House (read my review here), The Hawthorne Hotel, or The Hampton Inn Salem
Where to Eat: Jolie Tea, Turner’s Seafood, Gulu Gulu Cafe, Salem’s Retreat, Counter at The Salem Hotel, The Tavern at the Hawthorne Hotel, Lulu’s Bakery & Pantry
Where to Shop: The Chocolate Pantry, Jenni Stuart, Kakawa Chocolates, Hauswitch Home & Healing, Pamplemousse, Modern Millie’s, The Trolley Depot

portsmouth-nh-travel

Portsmouth, NH

Maritime Charm & Cozy Corners

Portsmouth’s historic waterfront comes alive in winter. Stroll along the snow-dusted Prescott Park, catch a glimpse of harbor seals basking on the rocks, or take a carriage ride through the charming downtown. Warm up with a bowl of chowder at the Portsmouth Gaslight Co., or go for a skate at Strawberry Banke. In the evening, catch a festive performance at The Music Hall. One of my favorite things to do in this seaside city is take pictures of the beautiful old homes covered in sparkling snow and decorated for the holidays. 

Where to Stay: The Residence Inn Portsmouth (read my review here)
Where to Eat: The GOAT, Portsmouth Gaslight Co., Elephantine Bakery, The Friendly Toast, Rooftop at the Envio, Fezziwig’s Food & Fountain, Book & Bar, River House
Where to Shop: Kilwin’s, Gus & Ruby, Off Piste, Nahcotta, Wearhouse, G. Willikers!, Pretty Little Things  

portland-maine-travel

Portland, ME

Urban Arts & Culinary Delights:

Portland’s vibrant arts scene takes center stage in winter. Discover contemporary masterpieces at the Portland Museum of Art, or if you’re looking for something fun to do with your littles, you must check out the Children’s Museum + Theatre of Maine. Indulge your taste buds with hearty comfort food at Brickyard Hollow Brewing Co., or sample craft brews at the Bissell Brother’s Brewery. Portland is a city the whole family can enjoy all year round. 

Where to Stay: The Cambria Portland Downtown (check out our stay here) or Portland Harbor Hotel (review here)
Where to Eat: ALTO Terrace & Bar, Harbor Bistro + Terrace, Becky’s Diner, Brickyard Hollow Brewing Co., Gritty McDuff’s, Bissell Brother’s Brewery
Where to Shop: Lisa Marie’s Made in Maine, Life is Good, Sea Bags Maine Flagship Store, Tree House Toys, Zane

winter-travel

New England winter isn’t just about surviving the cold; it’s about embracing the magic it brings. From historical walks to cozy cafes and festive events, these three destinations offer a delightful winter escape. So, pack your warmest wool socks, grab a steaming mug of cider, and embark on your own New England winter adventure. You might just be surprised by what you discover!

Where are some of your favorite winter destinations? Share with me in the comments!

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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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They actually called me “Queen Barbie” while we we They actually called me “Queen Barbie” while we were here, and honestly? I’m never giving the title back. 👑✨

Raising two girly-girl mini-mes means I get to relive all the best parts of my childhood, but this time with a much better wardrobe and a fabulous pink cocktail in hand. 🍸

We finally made our way to the Malibu Barbie Cafe in Boston, and it was everything my inner child (and my two actual children) could have dreamed of. From lounging on the Malibu beach and answering calls in the retro phone booth, to splitting the most epic Barbie Cupcake Boat after a surprisingly delicious dinner—the vibes were immaculate. It’s part nostalgic wonderland, part downtown chic, and entirely unforgettable.

If you want to step into the Dreamhouse, you have to move fast. The Barbie Cafe is packing up its convertible and leaving Boston on July 19th!

Here is your Queen Barbie itinerary:

📸 Snap a photo by the giant boom box & inside the iconic Barbie Box

🧁 Order the Cupcake Boat (trust me, the kids’ faces are worth it)

🥂 Treat yourself to a pink cocktail, because Mama Barbie deserves it

Tag your favorite girl mom or your own Barbie squad—you have until July 19th to make it happen! 💖✈️

Boston family activities, Malibu Barbie Cafe Boston, things to do in Boston with kids, summer pop-ups Boston, chic girl mom aesthetic, matching outfits mom and daughter, Boston travel blogger, trendy Boston restaurants, last-minute Boston weekend plans, instagrammable Boston, mommy and me dates 

#BarbieCafeBoston #MalibuBarbieCafe #ThingsToDoInBoston #MamaBarbie #GirlMomLife
Don’t get me wrong, I will always have a soft spot Don’t get me wrong, I will always have a soft spot for a classic Disney romance and a sweeping ballgown. But there is something incredibly refreshing about Moana—a story that trades the glass slippers for an outrigger canoe and focuses entirely on self-discovery. 🌺

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Why the Live-Action Hits Different:
🐚 Growing Up with the Magic: The new live-action film has a slightly more serious, grounded edge to it. It’s been amazing watching Arielle transition from the animated classic to this version—it feels like the story has grown up right alongside her, offering a beautiful new perspective for the girls who have loved it for years.
🐚 The Fun Factor: Yes, seeing The Rock belting out a tune and hitting choreo in real life is exactly as iconic as you’d hope.
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Do I want my girls dodging lava monsters or navigating treacherous oceans alone? Hard pass (getting everyone through a chaotic airport in one piece is adventure enough for me 🥂). But do I want them absorbing every ounce of that fierce, boundary-pushing spirit? Absolutely. 

Here’s to raising girls who build their own boats, chart their own courses, and never let anyone dictate what they can or cannot do. 🖤🌺

Moana opens in theaters on Friday - a big thanks to @alliedglobalmarketing for giving us a sneak preview last night!

Also, can I please get a little love for my Moana #disneybounding? If you want to grab my look for when you head to the theater, head to my LTK (link in bio or the link below!

https://liketk.it/6hYT5

#moana #disneymoana #disneyoutfit disney style disney creator disney princess #disneylifestyle 
@disney @lin_manuel @therock @catherinelagaaia @disneystudios
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✨ What: 9-Hole Revolutionary Mini Golf
📍 Where: USS Constitution Museum, Charlestown Navy Yard
⏰ When: Daily from 11:00 am - 4:30 pm (through October!)
💸 Cost: Absolutely FREE. No registration required.

Aurora may or may not have taken the “defiance” part of the course a little too seriously, but they had a blast.

Save this post for your next free weekend, and tag your favorite competitive co-captain below! 👇

#BostonMoms #BostonFamilyFun #CharlestownNavyYard #USSConstitution #BostonOnABudget @uss_constitution
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Sneakers on, iced coffee in hand, let’s go. ✨⛵️

Save this post to keep your itinerary handy, and tag your co-captain in the comments! 👇

#SailBoston2026 #BostonMoms #BostonFamilyFun #TallShipsBoston #MeetBoston
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Today, I’m raising a glass to liberty, justice, and the unapologetic belief that true freedom must include:
✨ Equal rights for all 
✨ Uncompromising women’s rights 
✨ Unrestricted access to healthcare 
✨ Fully funded boards of education 
✨ And absolutely, unequivocally, no kings. 👑🚫

We like our tiaras with attitude and our democracy without a monarchy. Here’s to fighting for what matters, raising good humans, and wearing the good heels while we do it. If you’re with me, grab a champagne coupe and let’s watch the fireworks. 🥂🎇

For anyone else? Feel free to keep on scrolling, darling. 💋✌️

#4thOfJuly #IndependenceDay #WomensRights #EqualRights #NoKings
Proof that you don’t need a passport to find your Proof that you don’t need a passport to find your happily ever after. ✨🥂

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🌿 Ropes Mansion Gardens (Salem): Immaculate colonial revival elegance tucked away in the heart of the witch city.

Which of these spots are you packing your bags for first? Tell me below! 👇

#LiveBeautifully #RomanticizeYourLife #EverydayGlamour #FairytaleAesthetic #MassachusettsTravel

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