Winter in Gloucester, MA

Winter in Gloucester brings the magic of the season to life with festive lights, coastal charm, and plenty of local cheer. Stroll through the beautifully decorated local businesses during Winter Lights on Cape Ann, where you can discover unique holiday gifts while enjoying the glow of festive displays. With holiday shopping, special seasonal events, and cozy coastal vibes, Gloucester is the perfect place to embrace the warmth and wonder of winter by the sea.

christmas fairy lights on a wooden table,studio shot.

Winter Lights on Cape Ann

Celebrate the spirit of the season with spectacular light displays in Gloucester, Essex, Ipswich, Manchester-by-the-Sea, and Rockport.

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One of the many beautifully decorated shop windows participating in the Downtown Gloucester Holiday Window Contest

Holiday Gift Guide

Shop small this holiday season and find the perfect gift for everyone on your list here in Gloucester, MA.

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Melody Phaneuf-Winter Docks-800px

5 Things to do in the Winter

Here are just five ideas to inspire your next wintery visit to Gloucester and Cape Ann.

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Winter Events

Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

November 9, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

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Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

November 10, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

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Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

November 15, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

Learn More

Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

November 16, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

Learn More

Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

November 17, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

Learn More

Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

November 22, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

Learn More

Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

November 23, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

Learn More

Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

November 24, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

Learn More

Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

November 29, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

Learn More

Winter Lights on Cape Ann

November 30, 2024

You’re invited to experience the festive charm of our coastal…

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Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

November 30, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

Learn More

Cape Ann Symphony Holiday Pops

November 30, 2024

A musical celebration of the season featuring the Cape Ann…

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Cape Ann Symphony Holiday Pops

November 30, 2024

A musical celebration of the season featuring the Cape Ann…

Learn More

Winter Lights on Cape Ann

December 1, 2024

You’re invited to experience the festive charm of our coastal…

Learn More

Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

December 1, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

Learn More

Cape Ann Symphony Holiday Pops

December 1, 2024

A musical celebration of the season featuring the Cape Ann…

Learn More

Winter Lights on Cape Ann

December 2, 2024

You’re invited to experience the festive charm of our coastal…

Learn More

Winter Lights on Cape Ann

December 3, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 4, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 5, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 6, 2024

You’re invited to experience the festive charm of our coastal…

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Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

December 6, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

Learn More

Winter Lights on Cape Ann

December 7, 2024

You’re invited to experience the festive charm of our coastal…

Learn More

Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

December 7, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

Learn More

Winter Lights on Cape Ann

December 8, 2024

You’re invited to experience the festive charm of our coastal…

Learn More

Two Photographers | Two Solo Shows : Paul Cary Goldberg and Antony Ohman

December 8, 2024

Jane Deering Gallery presents 'Two Photographers | Two Solo Shows…

Learn More

Winter Lights on Cape Ann

December 9, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 10, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 11, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 12, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 13, 2024

You’re invited to experience the festive charm of our coastal…

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Middle Street Walk

December 14, 2024

Join us for the 26th Annual Middle Street Walk with…

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Winter Lights on Cape Ann

December 14, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 15, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 16, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 17, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 18, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 19, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 20, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 21, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 22, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 23, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 24, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 25, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 26, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 27, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 28, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 29, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 30, 2024

You’re invited to experience the festive charm of our coastal…

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Winter Lights on Cape Ann

December 31, 2024

You’re invited to experience the festive charm of our coastal…

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Soul Rebel Project New Year's Eve Party

December 31, 2024

12/31/24 Reserved Rails and G.A. Standing 8:00pm doors / 9:00pm…

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Winter Lights on Cape Ann

January 1, 2025

You’re invited to experience the festive charm of our coastal…

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This Season’s Must-Do’s:

Great Shearwater

Photo credit: Matthew Sheehan

Winter Birdwatching on Cape Ann

Cape Ann, renowned for its stunning coastline and charming towns, isn’t just a haven for summer vacationers. In fact, it holds a well-kept secret for bird enthusiasts: its exceptional winter birdwatching experiences.

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Gloucester's So Salty winter festival

Photo credit: Aram Boghosian

Save the Date! Gloucester’s So Salty: January 25-26, 2025

Celebrate the fish city’s recognizably salty character with local cultural institutions and businesses during Gloucester’s So Salty! Share your salty pride while enjoying free ice sculptures and activities around Downtown Gloucester.

2025 event details coming soon!

 

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Plan Your Visit

Plan your perfect winter getaway and find seasonable things to do in Gloucester with our guide to the best places to shop, stay, dine, and explore this season!

Design of Mine Maggie Barger

Shop

Shop for unique holiday gifts at Gloucester’s local stores, where you’ll find handcrafted treasures and coastal-inspired items, perfect for the season.

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harborview inn

Stay

Stay in one of Gloucester’s charming inns, hotels, or B&Bs, offering cozy accommodations by the sea or in the heart of downtown.

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Clam Chowder on Beauport Cruiselines

Dine

Dine at Gloucester’s local restaurants, serving fresh seafood and seasonal dishes to warm you up after a day of exploring.

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Live music at The Cut

Things to Do

From festive events to winter adventures, there’s plenty to experience during your visit to Gloucester.

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