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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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Checked out the pumpkin trails at Halloween on the Checked out the pumpkin trails at Halloween on the Hill last week. 🎃 
Thank you to the team at Long Hill for hosting us!

A very important heads-up for my fellow mamas before you go: carriages and strollers are not allowed on the trails this year. Definitely plan to babywear or make sure your little ones have on their best walking shoes for the trek. 👟👻

#halloweenonthehill #longhillbeverly #massachusettsmoms #bostonmoms #bostonfamilytravel
Obligatory picture at the pumpkin wall at Wilson’s Obligatory picture at the pumpkin wall at Wilson’s Farm, because honestly... would I even be a New England content creator if we didn’t stop for a snap in front of this gorgeous autumnal masterpiece? 🎃🍂✨

Just taking in the view with my favorite little feline. We may have our backs to the camera, but I promise looking down at Aurora in her little October cat dress is the only view I really need anyway. Equal parts festive magic and everyday motherhood, wrapped up in the ultimate New England tradition.

Tell me—what is your absolute, non-negotiable fall photo op? 👇🥂

#WilsonsFarm #NewEnglandFall #HalloweenStyle #PumpkinWall #OctoberMagic
Even locals have rules about Salem in October—most Even locals have rules about Salem in October—mostly, stay far away and let the visitors have their moment. 

But when @DisneyAnimation invites you to check out their Hexed booth on the Salem Common? Well, even the most dedicated homebodies make an exception. And honestly? I am so glad we did.

There is nothing quite like an early Saturday morning stroll through this city when the crisp autumn air hits just right. We loved checking out the festive storefronts (shoutout to the spooky Dunks, though a little reminder to please support our incredible local indie cafes too—we have so many fabulous small businesses serving up life-changing pastries and local roast right here!).

We popped over to the Salem Common to experience the Hexed booth celebrating the upcoming release of this bewitching new Disney film, and it brought all the cozy, cinematic magic to our weekend.

Sometimes breaking your own rules pays off in gold (and a little bit of cinematic sparkle).

 #SalemMass #Halloweekend #SalemMA #DisneyHexed #SpookySeason
Plot twist: The most enchanting spooky season hidd Plot twist: The most enchanting spooky season hidden gem on the North Shore isn’t where you think. 🥀✨

Welcome back to another edition of Kate’s Take! Tucked right inside the charming galleries of the @wenhammuseum lives this permanent, three-foot-tall gothic masterpiece—and it is pure magic.

Lovingly handcrafted over eight years by the late Mrs. Mary Hinckley, this miniature Victorian mansion is an homage to Charles Addams’ iconic cartoons and the beloved 1960s TV series. Every parlor and winding hallway is dripping with macabre details—from Morticia and Gomez lounging in velvet chairs to Uncle Fester, Wednesday, and yes… even Thing lending a helping hand. 🖐️🖤

Skip the madness of crowded tourist streets and step into vintage, spooky nostalgia that’s perfect for both collectors and little dreamers alike.

Have you spotted this North Shore secret yet? Let me know in the comments, and don’t forget to save this for your October weekend itinerary!

Until next time, I am Fashionably Yours,

Kate 

#spookyseason #wednesdayaddamsvibes #newenglandtravel #northshorema #travelwithkids
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🖤 The Ropes Mansion (Allison’s House) // 318 Essex St.
Still waiting on my invitation to the party at the chicest house in town. A girl can dream, can’t she? This colonial mansion is pure Salem glam.

💃 Old Town Hall (The Town Hall Party) // 32 Derby Sq.
You can practically hear Bette Midler casting a spell on the entire town. The site of the most legendary Halloween party in cinematic history. No contest.

🌳 Salem Common (Outdoor Scenes) // North Washington Sq.
The perfect spot for a crisp autumn stroll, plotting how to steal a spellbook from a trio of 17th-century witches. You know, a totally normal Tuesday.

🏫 Phillips Elementary School (Max & Allison’s School) // 84 Essex St.
Where it all began… and where Max learned the hard way not to mess with local legends. We’ve all had those high school moments. (Minus the witches, hopefully).

🏠 Max & Dani’s House // Ocean Avenue
The holy grail! That iconic witchy house with the turret is a private residence, so be a kind human and admire from a distance, darlings. Let’s not bother the current residents, no matter how badly you want to see the talking cat.

🍂 Pioneer Village (Thackery Binx’s Village) // 98 West Ave.
A step back to 1693 where our favorite immortal black cat’s story began. It’s charming, rustic, and just a little bit cursed.

Have you done a Hocus Pocus tour of Salem? It’s the ultimate way to get into the spooky spirit!

#SalemMA #HocusPocusFilmingLocations #HalloweeninSalem #destsalem #ItsJustABunchOfHocusPocus
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My first thought: “It’s… real?”

Darlings, it is. And it’s iconic.

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It was a total New York first for me—even after living there!—and it was 100% my daughter’s idea.

Honestly, playing tourist in a city you thought you knew, all led by your kids? That’s its own kind of magic. ✨

Who you gonna call? 📞👻

What iconic movie spot should we hit next?

🚒 Hook & Ladder Company 8 in Tribeca
📍14 N Moore St.
🗽New York NY 10013

@officialghostbustershq @ghostcorps  #NYCWithKids #HookAndLadder8 #ghostbustersheadquarters #ghostbustersfirehouse #nyc

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