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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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