Guidebook for Gloucester
Food Scene
Just a mile from The Old Schoolhouse, Willow Rest is a gourmet produce market that stocks the best quality pantry basics like milk, cheese, organic meats and cheeses. It also has a tiny diner-style counter and a handful of tables and chairs inside, and picnic tables outside if you prefer to eat breakfast or lunch there. Turn left onto Washington Street and Willow Rest will be on your left. It is open from 7 am until 7 pm. It's best to call ahead if you want to have sandwiches or focaccia prepared for carry out. (978) 283 2417
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Willow Rest station
Just a mile from The Old Schoolhouse, Willow Rest is a gourmet produce market that stocks the best quality pantry basics like milk, cheese, organic meats and cheeses. It also has a tiny diner-style counter and a handful of tables and chairs inside, and picnic tables outside if you prefer to eat breakfast or lunch there. Turn left onto Washington Street and Willow Rest will be on your left. It is open from 7 am until 7 pm. It's best to call ahead if you want to have sandwiches or focaccia prepared for carry out. (978) 283 2417
From 5 pm - 6 pm, every evening except Tuesdays, Short & Main serves up fresh oysters on the half shell for $1 each. The drinks menu is creative and fun and the pizza is fabulous. They also do Sunday brunch. Located on Main Street in downtown Gloucester, at the corner of Short.
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Short & Main
36 Main StFrom 5 pm - 6 pm, every evening except Tuesdays, Short & Main serves up fresh oysters on the half shell for $1 each. The drinks menu is creative and fun and the pizza is fabulous. They also do Sunday brunch. Located on Main Street in downtown Gloucester, at the corner of Short.
On Gloucester's working waterfront, Steve Connolly's Seafood Company has a tiny retail shop where, with cash only until 3 pm Monday through Saturday you can purchase the local catch of the day and some of the local prepared seafood specialties like stuffed clams and smoked bluefish.
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Steve Connolly Seafood Inc
431 E Main StOn Gloucester's working waterfront, Steve Connolly's Seafood Company has a tiny retail shop where, with cash only until 3 pm Monday through Saturday you can purchase the local catch of the day and some of the local prepared seafood specialties like stuffed clams and smoked bluefish.
Parks & Nature
Follow Revere St until it dead ends and you can enter Dogtown Common through the Norton Tree Farm. The Common is vast, with a maze of trails, but since you are on an island, you can't get too lost!
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Dogtown
Follow Revere St until it dead ends and you can enter Dogtown Common through the Norton Tree Farm. The Common is vast, with a maze of trails, but since you are on an island, you can't get too lost!
Easy-to-follow hiking trails lead you past old granite quarries and out to the stunning rocky point. Parking available at the entrance to the park.
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Halibut Point State Park
Gott AvenueEasy-to-follow hiking trails lead you past old granite quarries and out to the stunning rocky point. Parking available at the entrance to the park.
A beautiful mile-long walk from the Old Schoolhouse is the iconic Annisquam Harbor Station Lighthouse on Wigwam Point. Walk up Squam Rock Road and cut through the stone wall at the enormous Squam Rock. Descend through the pasture to Lighthouse Beach for stunning views.
Wigwam Point
A beautiful mile-long walk from the Old Schoolhouse is the iconic Annisquam Harbor Station Lighthouse on Wigwam Point. Walk up Squam Rock Road and cut through the stone wall at the enormous Squam Rock. Descend through the pasture to Lighthouse Beach for stunning views.
Essentials
Open from 7 am until 9 pm everyday except Sunday, when it closes at 7 pm. There is also a liquor store in Gloucester Crossing.
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Market Basket
400 Somerville AveOpen from 7 am until 9 pm everyday except Sunday, when it closes at 7 pm. There is also a liquor store in Gloucester Crossing.
Getting Around
The CATA bus stops at the Annisquam Church and you can ride it to Dock Square in Rockport or to Rogers Street (or the train station) in Gloucester. Check the website for the schedule. http://www.canntran.com/BlueLineLanesville.cfm
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Cape Ann Transportation Authority
3 Pond RdThe CATA bus stops at the Annisquam Church and you can ride it to Dock Square in Rockport or to Rogers Street (or the train station) in Gloucester. Check the website for the schedule. http://www.canntran.com/BlueLineLanesville.cfm
Sightseeing
Tiny art galleries, lobster shacks and ice cream parlors line this pedestrian-friendly penisula that protects the picturesque Rockport Harbor.
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Bearskin Neck
Bearskin NeckTiny art galleries, lobster shacks and ice cream parlors line this pedestrian-friendly penisula that protects the picturesque Rockport Harbor.
If you saw The Perfect Storm, you'll recognize this iconic statue commemorating the thousands of Gloucester fishermen who have been lost at sea.
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Gloucester Fishermen's Wives Memorial
107 Western AveIf you saw The Perfect Storm, you'll recognize this iconic statue commemorating the thousands of Gloucester fishermen who have been lost at sea.
Hop on Capt Bill's whale watching boat and spend the day on the water looking for whales. The boat ride through Gloucester Harbor and past Twin Lights alone is worth the price of the ticket. Seeing the whales so close is awesome. It is a rare day that Capt Bill doesn't find whales to watch, but should it happen you'll receive a voucher to go out with him again another day for free.
Capt Bill & Sons Whale Watch
24 Harbor LoopHop on Capt Bill's whale watching boat and spend the day on the water looking for whales. The boat ride through Gloucester Harbor and past Twin Lights alone is worth the price of the ticket. Seeing the whales so close is awesome. It is a rare day that Capt Bill doesn't find whales to watch, but should it happen you'll receive a voucher to go out with him again another day for free.