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Gloucester, Massachusetts
Your coastal escape, just 45 minutes from Boston.
Plan the perfect trip, any time of the year.
No matter when you visit, Gloucester offers something special in every season. From sun-soaked beach days to cozy coastal escapes, let this guide help you plan your ideal getaway year-round.
The 2025-2026 Discover Gloucester Visitor Guide is now available in print and digitally!
Featured Business: Minglewood Harborside
Discover Gloucester Spotlight
Minglewood Harborside is open 7 nights a week plus lunch Friday, Saturday, Sunday and Monday for outdoor and indoor dining and takeout. Waterfront dining with a heated, enclosed oversized deck and retractable glass walls that create an al fresco experience both inside and out.
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We are just about 1 month away from having this view back! 😍 🎄 Save the dates for some of Gloucester`s upcoming holiday festivities below, and find everything happening in America`s Oldest Seaport on the calendar at discovergloucester.com.
11/21-1/4: Deck the Halls at Hammond Castle Museum
11/29: Small Business Saturday
11/29-30: Fishtown Horribles Parade of Trees
11/30: Marketplace at Minglewood
12/4: Ladies` Day
12/11: Men`s Day
12/13: Lobster Trap Tree Lighting
12/13: Rocky Neck Holiday Art Trek
12/13: Middle Street Walk
12/14: Beauport Cruiselines Santa at Sea
#GloucesterMA #CapeAnn #VisitNorthofBoston #VisitMA #NewEngland #Holidays
Bowling, arcade games, and seriously good eats...Cape Ann Lanes has it all! 🎳🍕 From crispy mozzarella sticks to fresh pizza and craft brews, there’s always something happening at Laneside Pub & Brewery. Plan your next visit at capeannlanes.com or the link in our bio!
📸: @theprettypostcard
#CapeAnnLanes #GloucesterMA #CapeAnn #NewEngland #CandlepinBowling
Igloo dining is back for the season at Mile Marker One!
Cozy up with their delicious menu of fresh seafood, creative appetizers, specialty cocktails, and so much more, all with waterfront views from the deck or dining room.
View menus and book your igloo at capeannmarina.com/dining or the link in our bio.
📸: @magba__
#GloucesterMA #VisitNorthofBoston #MileMarkerOne #CapeAnn #NewEngland #Igloos
Need weekend dinner plans? 🍴 Try a lobster roll, pizza, or the ultimate seafood tower at 1606 Restaurant & Oyster Bar inside the Beauport Hotel.
Make reservations and check out the full menu at 1606restaurant.com
#DiscoverGloucester #BeauportHotel #Seafood #GloucesterMA #CapeAnn #NewEngland
Happy November from America`s Oldest Seaport! This month`s event lineup is filled with live music, art and history talks, local shopping events, and so much more. Grab the full calendar at discovergloucester.com or the link in our bio. 🍂
#GloucesterMA #VisitNorthofBoston #VisitMA #CapeAnn #NewEngland #Fall
Cape Ann Motor Inn is open year-round! Located right on Long Beach, the inn is perfect for fall and winter getaways on Cape Ann right along with summer vacations.
Learn more and book your stay at capeannmotorinn.com or the link in our bio.
#GloucesterMA #LongBeach #CapeAnn #NewEngland #FallTravel #BeachVacation
Did you know you can order fresh seafood from Turner`s right here in #GloucesterMA from anywhere in the continental US? 🦐
Turner`s Seafood`s Dock to Door program makes it easy to order locally caught seafood like lobster, oysters, haddock, scallops, halibut, and more, plus a variety of prepared items like fish cakes, lobster bisque, clam chowder, and so much more!
Place your order at turnersseafooddocktodoor.com. 🦞
📸: @newenglandwithjulia
#TurnersSeafood #SalemMA #SupportLocal #NewEngland #Seafood #CapeAnn #VisitNorthofBoston
Find your next fall read with these #GloucesterMA recommendations from Sawyer Free Library! 📚
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Memoir & Local History:
The Fruit You’ll Never See by Gail Brenner Natasia
Encounters with Inscriptions by Kristin Czarnecki
Gloucester’s Own: Stories from America’s First Fishing Village by Andrew Joyce
Gloucester’s Sea Serpent by Wayne Soini
The Nature of Oaks: The Rich Ecology of our Most Essential Native Trees by Douglas W. Tallamy
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Fiction:
The Murder Inn by James Patterson
Ed and Jo: Love, Art, and Gloucester in the Summer of 1923 by Wayne Soini
Broken Trip by Peter Anastas
A Finely Knit Murder by Sally Goldenbaum
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Children`s Books:
The Seagull and the Sea Captain by Sy Montgomery
A Day in Gloucester by S.D. Kelly
Nonna, What Is St. Peter’s Fiesta? by Laura M. Ventimiglia
I Love You as Big as Massachusetts by Rose Rossner
The Little House by Virginia Lee Burton
#SawyerFreeLibrary #Libraries #Gloucester #VisitNorthofBoston #NewEngland #SupportLocal #LocalAuthors
We love a fall stay at Gloucester`s Harborview Inn. 🍂
The inn offers beautiful accommodations right by the harbor and the Gloucester Fisherman`s memorial, in close walking distance to downtown shops and restaurants.
Check availability and book at harborviewinn.com or the link in our bio.
📸: @newenglandwithjulia
#GloucesterMA #VisitNorthofBoston #CapeAnn #NewEngland #Fall
Weekly specials are back for the season at Woodman`s!
Monday - Lobster Roll with Fries, $26.99
Tuesday - Fish Fry (All You Can Eat), $17.99
Wednesday - Fish Chowder Bowl, $8.99
Thursday - Fried Clam Boat with Fries, $18.99
Friday - Fish Sandwich with Fries, $12.99
#Woodmans #EssexMA #CapeAnn #NewEngland #Seafood #VisitNorthofBoston
Don`t miss your opportunity to join Haunted Harborwalk, Gloucester`s own seasonal ghost tour! 👻
Tours run this month, Thursday-Sunday at 7 pm and 9 pm, and cover everything from ghost stories at sea to local myths and legends downtown, the witches of Dogtown, and so much more.
Book online at haunted-harborwalk-gloucester.squarespace.com or the link in our bio.
#HauntedHarborwalk #GloucesterMA #GhostTour #VisitNorthofBoston #NewEngland #Fall #GhostStories #NewEnglandFall
Step inside a seaside castle steeped in mystery while exploring #SalemMA this month! Hammond Castle Museum located just north of Salem in Gloucester has a spellbinding lineup of fall events—from immersive performances to candlelit tours and Halloween fun for all ages.
✨ Upcoming Events ✨
The Madness Within the Abbadia Mare – Oct. 20–22
Silent Movie Nights: The Phantom of the Opera & Metropolis – Oct. 26–27
Costumes & Candlelight: Hammond Castle After Dark – Oct. 28–29
Trick-or-Treat at the Castle – Oct. 30
Find all the details on the blog at hauntedhappenings.org or the link in our bio.
#GloucesterMA #HauntedHappenings #Salem #Halloween #HammondCastleMuseum #NewEngland #CapeAnn
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