Pleasant Street Inn ~ Rockport, MA
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Antiques

Cogswell's Grant
60 Spring Street, Essex, MA 01929

Housed in this 18th century farmhouse overlooking the Essex River is one of the ... more >>

Arts

Rockport Music
35 Main Street, Rockport, MA 01966

A summer concert series featuring internationally-recognized soloists and ensemb... more >>

Rocky Neck Art Colony
77 Rocky Neck Avenue, Gloucester, MA 01930

No trip to Cape Ann is complete without a trip to Rocky Neck Art Colony. Just on... more >>

Bearskin Neck
1 Dock Square, Rockport, MA 01066

Bearskin Neck was named by fishermen who saw the bearskin John Babson had left t... more >>

Cape Ann Artisans
428 Washington Street, Gloucester, MA 01930

On the Cape Ann Artisans Open Studio Tour you will visit 19 studios and meet t... more >>

Cape Ann Museum
27 Pleasant St., Gloucester, MA 01930

The permanent collection of the Cape Ann Museum includes works by renowned 19th ... more >>

Cogswell's Grant
60 Spring Street, Essex, MA 01929

Housed in this 18th century farmhouse overlooking the Essex River is one of the ... more >>

Fitz Hugh Lane House
25 Harbor Loop, Gloucester, MA 01930

Former home of the famous American painter. Stroll onto the grounds for a view o... more >>

Gloucester Stage Company
267 East Main Street, Gloucester, MA 01930

Plays developed at the GSC have gone on to critical and popular acclaim on Broad... more >>

Granite Shore Gallery
20 Main Street, Rockport, MA 01966

Several Major Cape Ann Artists. Nautical and fishing antiques. Framing. Open Yea... more >>

Local Colors Artists Cooperative
142 Main St., Gloucester, MA 01930

Local colors presents fine art, fine crafts, and unique gifts. You will find stu... more >>

North Shore Arts Association
197 East Main St., Gloucester, MA 01930

The North Shore Arts Association was established in 1923 and is now featuring ... more >>

Robert C. Gruppe Gallery
32 Rocky Neck Avenue, Gloucester, MA 01930

For 75 Years the Gruppe Gallery has served as a studio and gallery as well as ... more >>

Rockport Art Association
12 Main Street, Rockport, MA 01966

A private, charitable, non-profit, cultural organization, the Rockport Art Assoc... more >>

S. Ohrvel Carlson Gallery
43 Broadway, Rockport, MA 01966

Carlson's work is in collections throughout the world including the Vatican Con... more >>

Sargent House Museum
49 Middle Street, Gloucester, MA 01930

A Boston Globe “Top Ten North Shore Attractions” “One of the 1000 Top Places... more >>

Sindoni Gallery/Studio
15 Rocky Neck Avenue, Gloucester, MA 01930

Portraits by Armand Sindoni. Please contact the gallery to arrange a visit.... more >>

Beaches

Back Beach
75 Beach Street, Rockport, MA 01966

Back Beach is just north of Front Beach on Beach Street. The surface is a combi... more >>

Front Beach - Downtown Rockport
11 Beach Street, Rockport, MA 01930

Front Beach is a nice, beach on Sandy Bay, pointing toward the east. If you are ... more >>

Good Harbor Beach
77 Thatcher Road, Gloucester, MA 01930

Located on Thatcher Road, Rte. 127A - This is a beautiful beach with lovely, whi... more >>

Half Moon Beach
80 Western Avenue, Gloucester, MA 01930

There are two beaches here as well as a large wonderful park. This is a great fa... more >>

Long Beach - Gloucester and Rockport
33 Rockport Road, Gloucester, MA 01930

Long Beach: Gloucester and Rockport Located off Route 127A and running across ... more >>

Old Garden Beach
Old Garden Road, Rockport, MA 01966

This intimate, very small beach is more secluded. The small parking area is for ... more >>

Pavilion Beach
60 Western Avenue, Gloucester, MA 01930

Located just off of Stacy Boulevard (Western Avenue, just west of downtown Glouc... more >>

Singing Beach
295 Beach Street, Manchester, MA 01944

A wonderful beach, known for the unique fact that the sand "sings" (actually it&... more >>

Wingaersheek Beach
Atlantic Avenue, Gloucester, MA 01930

Situated in the western part of Gloucester on Atlantic Street off Rte. 133 and C... more >>

Boat Tours & Transport

7 Seas Whale Watch
63 Rogers Street, Gloucester, MA 01930

One of the first whale watch companies in the area, established in 1983, we writ... more >>

Charlie's Fishing Charters
415 Main Street, Gloucester, MA 01930

Come on an exciting adventure with Capt Scotty! We are an expert, premier fishin... more >>

Coastal Fishing Charters - Striper Specialists
415 Main Street, Gloucester, MA 01930

Fishing in Massachusetts is the Best! Join us for a great fishing adventure! Str... more >>

Essex River Cruises & Charters
35 Dodge Street, Essex, MA 01929

ADRIEL IS HACKING EVIL C0RP <3... more >>

Agawam Boat Charters
21 Pickering Street, Essex, MA 01929

Our private captained boats will accommodate one to ten passengers; sightseeing ... more >>

Defiance Sail Charters
211 East Main Street, Gloucester, MA 01930

Come Sailing For A Day Or Stay Overnight! Join us on the ketch, Windfall<... more >>

Essex River Basin Adventures
1 Main Street, Essex, MA 01929

A Sea Kayak outfitting company featuring guided tours, lessons, and sales. Sport... more >>

Harbor Tours Inc.
Harbor Loop, Gloucester, MA 01930

Tour Gloucester Harbor, the beautiful Annisquam River, area lighthouses, or ta... more >>

Kayman Charters
75 Essex Avenue, Gloucester, MA 01930

Kayman Charters is a full time professional charterboat that has been going out ... more >>

Schooner Thomas E. Lannon
63 Rogers Street,, Gloucester, MA 01930

Join us for a two-hour sail on our beautiful 65 foot schooner. Help the crew rai... more >>

Bowling

Cape Ann Bowling Lanes
53 Gloucester Avenue, Gloucester, MA 01930

Welcome to the newest, hippest place in town, where you can bowl, play the arcad... more >>

Brewery

Ryan & Wood Distilleries
15 Great Republic Drive, Gloucester, MA 01930

Take a fascinating tour of the Ryan and Wood Distillery, right here in Glouceste... more >>

Canoe/Kayak/Rafting

Discovery Adventures
1077 Washington Street, Gloucester, MA 01930

Discovery Adventures offers guided sea kayaking tours and snorkeling on Ipswich ... more >>

Essex River Basin Adventures
1 Main Street, Essex, MA 01929

A Sea Kayak outfitting company featuring guided tours, lessons, and sales. Sport... more >>

North Shore Kayak Outdoor Center
9 Tuna Wharf, Rockport, MA 01966

Kayaking, paddling, biking, hiking, and kiting equipment Guided sea kayak trip... more >>

Children Attractions

Cape Ann Bowling Lanes
53 Gloucester Avenue, Gloucester, MA 01930

Welcome to the newest, hippest place in town, where you can bowl, play the arcad... more >>

Essex River Basin Adventures
1 Main Street, Essex, MA 01929

A Sea Kayak outfitting company featuring guided tours, lessons, and sales. Sport... more >>

Gloucester Maritime Heritage Center
23 Harbor Loop, Gloucester, MA 01930

The Heritage Center is the only working historic waterfront in the Northeastt... more >>

Dining - Casual

Lobsta land
10 Causeway Street, Gloucester, MA 01930
View Our Menus

Well known for many years in these parts, a popular seafood restaurant, as well ... more >>

Lone Gull Coffee House
146 Main Street, Gloucester, MA 01930

Great coffee shop with brilliant artwork showcases.... more >>

Madfish Grille
77 Rocky Neck Avenue, Gloucester, MA 01930

The Madfish Grille is a fun, entertaining place, right on the water on Rocky Nec... more >>

Woodman's of Essex
121 Main Street, Essex, MA 01929
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Since 1914 the Woodman family has served up hearty portions of seafood and memor... more >>

Brackett's Oceanview Restaurant
27 Main Street, Rockport, MA 01966

Casual oceanfront dining. Serving sandwiches, salads and New England Favorites. ... more >>

Caffe Dolce
3 Main Street, Gloucester, MA 01930

Caffe Dolce is a wonder. Real Italian coffee, just as in Italy, a delectable ass... more >>

Captain Carlo's Restaurant
27 Harbor Loop, Gloucester, MA 01930
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Capt Carlo’s Restaurant is located on Gloucester’s working waterfront, the oldes... more >>

Essex Seafood Restaurant & Fish Market
143 Eastern Ave., Essex, MA 01929

Enjoy fresh seafood in our dining area or take out. Visit our fish market and ... more >>

Fish Shack
21 Dock Square, Rockport, MA 01966

Spectacular oceanfront dining with views of the ocean and Rockport Harbor. Daily... more >>

Fortune Palace II
99 Main Street, Essex, MA 01929

Authentic Chinese Cuisine and we serve only the freshest seafood. Our chef is an... more >>

Halibut Point Restaurant
289 Main Street, Gloucester, MA 01930

For 18 or more years Halibut Point has been a popular gathering place for those ... more >>

Horizon Chinese Restaurant
4 Rogers Street, Gloucester, MA 01930

Horizon is the best Chinese restaurant in Gloucester by far. Their food is fresh... more >>

J.T Farnham's Seafood & Grill
88 Eastern Avenue, Essex, MA 01929

A great location by the salt marsh and great clams and seafood. ... more >>

Lobster Pool
329 Granite Street, Rockport, MA 01966

Lobster Pool Restaurant
329 Granite Street, Rockport, MA 01966

Seafood that is ocean fresh and cooked the way you like it. Dine in an authent... more >>

Passports
110 Main Street, Gloucester, MA 01930

Very delicious dishes, well known for the popovers.... more >>

Periwinkles Restaurant
74 Main Street, Essex, MA 01929
View Our Menus

Welcome to Periwinkles! Our menu is now up on our website with our chefs ... more >>

Pleasant Street Tea & Organic Coffees
7 Pleasant Street, Gloucester, MA 01930

Enjoy creative coffees, teas, panini sandwiches and other delicacies in this bea... more >>

Sugar Magnolias Breakfast & Lunch Cafe
112 Main Street, Gloucester, MA 01930

A great breakfast and lunch restaurant in the middle of downtown Gloucester. A f... more >>

Thai Choice
272 Main Street, Gloucester, MA 01930

Thai Choice is a wonderful place with excellent food, beautiful decor, and a fri... more >>

The Greenery Restaurant
1 Dock Square, Rockport, MA 01966

Our excellent staff will treat you to one of the best meals around when you dine... more >>

Village Restaurant
55 Main Street, Essex, MA 01929

"My favorite is Essex's Village Restaurant ... No clam lover should pass thr... more >>

Dining - Desserts

Last Stop Variety Store
273 East Main Street, Gloucester, MA 01930

... more >>

Lone Gull Coffee House
146 Main Street, Gloucester, MA 01930

Great coffee shop with brilliant artwork showcases.... more >>

Caffe Dolce
3 Main Street, Gloucester, MA 01930

Caffe Dolce is a wonder. Real Italian coffee, just as in Italy, a delectable ass... more >>

Nantucket Chocolatier
6 School St., Manchester, MA 01944

Sweet Inspirations~Artisians Chocolates~Limited Editions~Gift Baskets~Corpora... more >>

Nichols Candies Inc.
1 Crafts Road, Gloucester, MA 01930

Nichols Candies has been in business for almost 75 years and the candy is mad... more >>

Pleasant Street Tea & Organic Coffees
7 Pleasant Street, Gloucester, MA 01930

Enjoy creative coffees, teas, panini sandwiches and other delicacies in this bea... more >>

Rockport Fudgery
4 Tuna Wharf, Rockport, MA 01966

Our pure and creamy hand-whipped fudge may be gift wrapped and shipped Prior... more >>

Tuck Candy
15 Main Street, Rockport, MA 01966

Fine candy makers since 1929. The finest ingredients we use in our products r... more >>

Turtle Alley Chocolates
91 Washington St., Gloucester, MA 01930

Personal service and the finest grades of chocolate. We offer a vast array of... more >>