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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: Beauport Cruiselines
Discover Gloucester Spotlight
Cruise historic Gloucester harbor in style! Beauport Cruiselines is the perfect venue for your celebration, corporate meeting or wedding rehearsal dinner.
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Happy first day of spring from Gloucester, MA! 🌷
Still a little chilly, but longer days and brighter skies are officially here. ☀️
#GloucesterMA #GoodHarborBeach #NewEngland #Spring
March in America’s oldest seaport. 🌊
Quiet harbor views, crisp coastal air, and signs of spring on the way. Summer will be here before we know it… who’s ready?☀️ ⛵
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#GloucesterMA #NewEngland #CapeAnn
If you haven’t stopped by the newly refreshed space at Castaways Vintage Cafe yet, consider this your sign.
Browse the new merchandise designs and don’t miss their lineup of coffees, smoothies, and açaí bowls—perfect for a cozy coastal café spot in Gloucester, MA. 🌊☕
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#GloucesterMA #NewEngland #CoffeeShop #VisitNorthofBoston
It`s always a good time to get outside and explore Gloucester’s great outdoors!
Head to Dogtown Common to wander scenic trails and discover the historic Babson Boulders hidden among the woods. 🪨
#DiscoverGloucester #VisitMA #VisitNorthofBoston #GloucesterMA #CapeAnn #NewEngland #Outdoors
🍫Limited-time chocolate menu at @holycowicecreamcafe! 🍫
Some of our favorites include:
Lunch Lady, with chocolate peanut butter ice cream, “Lunch Lady bars” made in-house with graham cracker, peanut butter, and fudge. (Best served in a waffle bowl topped with more peanut butter! 😍)
Chocolate Covered Strawberry, with strawberry-infused chocolate ice cream, with strawberry jam swirls and chocolate pieces.
Double Chocolate Cheesecake, with chocolate cheesecake ice cream and house-made chocolate cheesecake.
& Thicc Mint, with mint chocolate ice cream and house-made mint chocolate cookie pieces.
Available in scoops and pints at all Holy Cow locations for a limited time. Be sure to stock up after this week’s blizzard! ❄️🍨
#gloucesterma #newengland #holycowicecream #capeann #icecream
There`s so much to do this School Vacation Week! Swipe for ideas for the whole family to do this week in Gloucester, or grab our list below:
· Pizza, bowling, and arcade games at @capeannlanes (📸: @theprettypostcard)
· Explore exhibits and touch tanks at @maritimegloucester
· Start the day with breakfast at @georges_restaurant_and_bar
· Kids` Free week at @hammondcastlemuseum
· Stop for something sweet at @holycowicecreamcafe
· Go swimming (or stay over!) at @thehotelgloucesterma
· Shop for new toys and games at @toodeloostoys
#GloucesterMA #SchoolVacation #NewEngland #CapeAnn #FamilyFun
Bundle up and cozy into igloo dining on the deck at Mile Marker One ❄️
Sip an espresso martini flight and dig into fresh seafood and pasta with harbor views all winter long. Book your igloo at capeannmarina.com/dining or at the link in our bio.
#gloucesterma #capeann #newengland #winter #waterfrontdining
Our hearts are with the families, loved ones, and the entire Gloucester community following the loss of the Lily Jean and her crew.
We are thinking of their families, the first responders, and everyone who is grieving during this incredibly difficult time.
Cold winter days call for cozy lunch spots in Gloucester ❄️🍽️
Warm up with seasonal flavors and harbor views this season at @1606restaurantandoysterbar inside the @beauport_hotel! Menu and reservations at 1606restaurant.com or the link in our bio.
#beauporthotel #gloucesterma #newengland #capeann #lunch
Gloucester’s So Salty is this weekend! Head downtown to check out this year’s ice sculptures and pop into shops and galleries for weekend specials and events. Grab an ice sculpture map and find events happening at capeannmuseum.org. ❄️
#Gloucesterma #newengland #icesculptures #capeann #winter
Gloucester’s So Salty is happening this weekend! ❄️🧂 Ice sculptures, local shopping, and winter fun are on the way!
Complete event details can be found at capeannmuseum.org or on our events calendar at discovergloucester.com.
See you downtown! ❄️
Photo Credits:
1. Joey Phoenix
2. Aram Boghosian
#GloucesterMA #GloucestersSoSalty #CapeAnn #NewEngland #Winter
Winter in Gloucester just got sweeter with seasonal hot cocoa specials at Cape Ann Lanes! ☕️❄️
Cozy up to a fire pit in their winter beer garden, or stop by the bar to grab one after candlepin bowling this month.
We tried the Salted Caramel with caramel syrup, whipped cream, and chocolate sauce and sprinkles, and the Snow Day Sprinkle with whipped cream, vanilla snowman marshmallows, and sprinkles. ☃️
#GloucesterMA #winter #NewEngland #capeannlanes #hotcocoa
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