January 14, 2026

Winter Events on the North Shore

There are plenty of ways to enjoy the season without ever leaving the Inn. But, whether you’re here for dining, wellness, or a relaxing getaway, winter brings a full lineup of reasons to stay, linger, and enjoy all that the North Shore has to offer.

When you’re ready to head out, the North Shore is right at your doorstep. Explore nearby beaches, coastal trails, and charming town centers, then return to the warmth and comfort of the inn. However you choose to spend your stay, winter is the perfect time to slow down, try something new, and experience the season like a local. Here are some events we've gathered for you to check out.

Salem Restaurant Weeks
JANUARY 18TH - 22ND & JANUARY 25TH - 29TH  (SALEM)


Two weeks of special dining experiences, featuring prix-fixe menus at participating restaurants. Guests can enjoy either a two-course dinner for $35, or a three-course dinner for $45, excluding drinks, tax, and gratuity. This year’s lineup is a diverse mix of local favorites. Discover the flavors of Salem during your stay!

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5th Annual “Gloucester’s So Salty”
JANUARY 24TH - JANUARY 25TH  (GLOUCESTER)


Organized by the Cape Ann Museum, in collaboration with Discover Gloucester & local businesses, this two-day festival features ice sculptures, live music, salty treats, and engaging cultural activities scattered throughout Downtown Gloucester.

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Salem So Sweet Chocolate & Ice Sculpture Festival
FEBRUARY 6TH  -  FEBRUARY 8TH  (SALEM)


Salem Main Streets and the Salem Chamber of Commerce invite you to participate in this decadent tradition of delectable chocolate, sparkling ice sculptures, and Valentine’s Day shopping! Enjoy sweet treats, deals, and games from some amazing local shops and eateries all weekend long. 

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Winter Walks & Workshops with The Trustees
WEEKLY,  JANUARY THROUGH MARCH  (IPSWICH)


There’s something for everyone, whether you’re looking for a casual stroll on the beach, a sourdough baking class, arts and crafts, birdwatching, floral workshops, and SO much more. Beat the winter blues with our neighbors in Ipswich!

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Winter Wonderland at Lynch Park
JANUARY 17TH  (BEVERLY)


Travelling with the kiddos? Here’s a day of family friendly fun at Lynch Park, to kick off the year long celebration for Beverly’s 400th birthday this year. Ice skating, bounce houses, winter crafts, and live alpacas are just a few treats that the hosts from the Greater Beverly YMCA have in store for your little ones.

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First Fridays with The Energy Barre
EVERY FRIDAY IN JANUARY (BEVERLY) 

 

We’re big on unwinding at Briar Barn Inn. Find your zen and start the year right with some connection, community, and fun. This is a breath workshop to help you reconnect with yourself and others. Bring a journal and come cozy. Snacks, kombucha, and tea while you mingle after class!

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Galentine’s Bingo Party
FEBRUARY 11TH  (ROWLEY)

Don’t want to go off-site during your stay? We hear you, so we brought the entertainment to you! Grove at Briar Barn Inn is excited to present “A Galentine’s Bingo Party” hosted by Boston drag bingo royalty, Mizery! Our first Galentine’s event at our sister property, Willowdale Estate was SO MUCH fun! This year, we’re bringing it back with a larger room, more food, and a special drink menu! Tickets available for purchase now.

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Veuve “Clicquot in the Snow” 2026
FEBRUARY 21ST (GLOUCESTER)


A Veuve Clicquot pop-up champagne lounge at Beauport Hotel! Come with friends for a stylish apres-ski themed evening with champagne and gourmet light bites available for purchase. Enjoy live DJ entertainment by the 617 Group. Dress to impress here, there will be so many opportunties for photos!

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