Guidebook for Gloucester
Food Scene
Very fun place in heart of downtown Gloucester. Farm to table. Fresh oysters and amazing brick oven pizza.
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Short & Main
36 Main StVery fun place in heart of downtown Gloucester. Farm to table. Fresh oysters and amazing brick oven pizza.
The North Ender sandwich. Good for takeout sandwiches and Italian cannolis.
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Virgilio's Italian Bakery
29 Main StThe North Ender sandwich. Good for takeout sandwiches and Italian cannolis.
J.T. Farnham's
88 Eastern Avegreat roadside fried clams and lobster rolls with a view!
Caffe Sicilia
40 Main Stthe best capuccino in town. Italian bakery items
Close to the house, good food, nice screened deck with views of the Essex Bay.
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CK Pearl
112 Main StClose to the house, good food, nice screened deck with views of the Essex Bay.
Close to the house, easy parking, Nice location overlooking the marsh. Good all-American New England food.
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Shea's Riverside Restaurant & Bar
122 Main StClose to the house, easy parking, Nice location overlooking the marsh. Good all-American New England food.
Big family friendly restaurant. Good local traditional New England food. Nothing exotic or out of the ordinary here.
Village Restaurant
55 Main StBig family friendly restaurant. Good local traditional New England food. Nothing exotic or out of the ordinary here.
Very good Italian food, fun bar in the Blackburn Tavern. Great central location.
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Tonno Restaurant
2 Main StVery good Italian food, fun bar in the Blackburn Tavern. Great central location.
Turtle Alley Chocolates
42 Rogers StAbsolutely delicious handmade chocolates
Special occasion place. Casual, set in gorgeous Lobster Cove in Annisquam.
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Talise
33 River RdSpecial occasion place. Casual, set in gorgeous Lobster Cove in Annisquam.
DownRiver Ice Cream
241 John Wise AveBest homemade ice cream in the area!!
The Cove Cafe
1064 Washington StGreat place to pick up sandwiches and coffee!
Alexandra's Bread
265 Main StBest fresh baked bread on Cape Ann! Fun vintage gift items
Cake Ann
63 Rogers StreetAmazing cupcakes and made to order cakes. Right next to the harbor
Oak to Ember
Stylish fun setting, lively bar, good food!
Arts & Culture
Lovely small local museum worth a visit. Historic and modern with maritime history, Folly Cove Designers, and nice gift shop.
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Cape Ann Museum
27 Pleasant StLovely small local museum worth a visit. Historic and modern with maritime history, Folly Cove Designers, and nice gift shop.
Historic house located in gorgeous East Gloucester.
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Historic New England Beauport Sleeper--McCann House
75 Eastern Point BlvdHistoric house located in gorgeous East Gloucester.
Hammond Castle Museum
80 Hesperus AveBeautiful historic home
Parks & Nature
Reserve parking at Gloucester.blinkay.app
The closest beach to our house. Low tide is best for wading in the calm water. Great for young children as there are no waves. Feels more like a calm lake. Climbing rocks, and tide pools. $30 weekdays, $35 weekends. Snack bar, bathrooms, lifeguard
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Wingaersheek Beach
Reserve parking at Gloucester.blinkay.app
The closest beach to our house. Low tide is best for wading in the calm water. Great for young children as there are no waves. Feels more like a calm lake. Climbing rocks, and tide pools. $30 weekdays, $35 weekends. Snack bar, bathrooms, lifeguard
Reserve parking at Gloucester.blinkay.app
Great big white sandy beach. Fun people watching and boogie boarding. One of the only beaches with waves in Gloucester! $30 weekdays, $35 weekends. Snack bar, bathrooms, lifeguards
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Good Harbor Beach
Reserve parking at Gloucester.blinkay.app
Great big white sandy beach. Fun people watching and boogie boarding. One of the only beaches with waves in Gloucester! $30 weekdays, $35 weekends. Snack bar, bathrooms, lifeguards
old stone quarry with northern water views. A great family friendly walk in the woods and rocky coastline.
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Halibut Point State Park
Gott Avenueold stone quarry with northern water views. A great family friendly walk in the woods and rocky coastline.
if you don't want the hassle of crowds or don't want to pay for beach parking... park roadside here and enjoy this quiet beach. Pick up sandwiches at Willow Rest on your way for a picnic. Go at LOW TIDE
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Plum Cove Beach
1000 Washington Stif you don't want the hassle of crowds or don't want to pay for beach parking... park roadside here and enjoy this quiet beach. Pick up sandwiches at Willow Rest on your way for a picnic. Go at LOW TIDE
Easy parking, not a paid lot.
It is for residents only so you might get a parking ticket. Not more than $25 if you think it's worth it.
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Niles Beach
Easy parking, not a paid lot.
It is for residents only so you might get a parking ticket. Not more than $25 if you think it's worth it.
Essentials
For a big grocery shop, get the staples here as it's much cheaper.
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Market Basket
400 Somerville AveFor a big grocery shop, get the staples here as it's much cheaper.
Addison Gilbert Hospital station
298 Washington Street, Gloucester
closest hospital. Emergency room
Great little farm stand - not a full grocery. Just 2 miles down the road, great for grabbing basics or on your way home from Wingaersheek Beach. It's on the same road to the beach.
Marshall's Farm Stand
144 Concord StGreat little farm stand - not a full grocery. Just 2 miles down the road, great for grabbing basics or on your way home from Wingaersheek Beach. It's on the same road to the beach.
Convenient small grocery store with all the essentials. If you want easy parking, and avoid the huge Market Basket, this is a good option. Located south of here if you are coming home from Beverly or surrounding areas.
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Crosby's Marketplace
62 Central StConvenient small grocery store with all the essentials. If you want easy parking, and avoid the huge Market Basket, this is a good option. Located south of here if you are coming home from Beverly or surrounding areas.
Common Crow Natural Market
200 Eastern Aveorganic grocery, like a mini-Whole Foods
another good fresh fish shop. They are open more often than Steve Connolly so we go there if Connolly's is closed.
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Turner's Seafood Market & Fish n Chips Shoppe
4 Smith Stanother good fresh fish shop. They are open more often than Steve Connolly so we go there if Connolly's is closed.
Fantastic wine selection. Knowledgeable owner. They offer tastings and fun wine events.
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Savour Wine & Cheese
76 Prospect StFantastic wine selection. Knowledgeable owner. They offer tastings and fun wine events.
Sightseeing
Beautiful stone pier leads you to this lighthouse. Gorgeous spot!
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Eastern Point Lighthouse
Beautiful stone pier leads you to this lighthouse. Gorgeous spot!
Drinks & Nightlife
Minglewood Tavern
25 Rogers Stfun pub with live music and better than average pub menu
Beautiful deck set in the Rocky Neck art colony. Food and service very mediocre. Worth it for a drink and the scenery
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The Studio
51 Rocky Neck AveBeautiful deck set in the Rocky Neck art colony. Food and service very mediocre. Worth it for a drink and the scenery
Entertainment & Activities
Rent stand up paddle boards or sign up for a surf lesson. Fantastic friendly instructors. Highly recommend!
Cape Ann SUP
2 Southern AveRent stand up paddle boards or sign up for a surf lesson. Fantastic friendly instructors. Highly recommend!
North Shore Kayak Outdoor Center
9 Tuna WharfRent bikes, kayaks, adventure tours…
Happy E-bikes Cape Ann
You can rent e-bikes by the hour, day or weekend!