Quick Trips: Gloucester & the Cape Ann Coastline

The Fisherman’s Memorial Statue, 1925.

Gloucester is a small, coastal town that I immediately felt a connection with the first time I visited. It is one of our favorite “quick trips” within New England, and we make sure we stop there every time we are in the Boston area. Located about a 40 minute drive north of Boston, Gloucester has both sandy, pristine beaches and rocky, wavy beaches. In and around Gloucester, you can also explore six different lighthouses and hang out at one of my favorite brew pubs.

Although part of the fun of visiting coastal Massachusetts is finding different beaches on your own, one of my favorite beaches is Wingaersheek Beach. I only recommend it in the off season, however, as it gets extremely crowded and can cost a pretty penny for parking. My favorite time to visit is in the off season, when it is freely open to everyone, and most of the visitors are locals and dogs. It can be too cold for swimming at this time, but you have the whole beach to play on, including exploring every little nook and cranny. You can’t beat the views from this beach, also, including one of Gloucester’s many lighthouses.

All over town you are likely to see the town’s logo, a captain steering a boat.

My favorite lighthouses to visit are the  Twin Lighthouses located on Thacher Island. They are also referred to as Cape Ann Light Station which is where Cape Ann Brewing (mentioned below) gets its name and logo from. Not only are these two lighthouses among some of America’s oldest (erected in 1789), but they point true North when a ship sites on both towers.

Cape Ann Brewing is the local brewpub right in town. They actually grow some of their hops on Thacher Island where the Twin Lighthouses reside. They offer a relaxing atmosphere complete with shuffle board and a deck right on the water. They also always have at least 6 beers on tap. If they happen to have their Tea Party beer on tap, make sure to check it out. It incorporates all of the teas from the Boston Tea Party that were destroyed. I’ll also personally recommend both the fish sandwich and fish tacos, but only after a game of shuffle board and a beer.

Wingaersheek Beach with a lighthouse in the distance.

Lastly, Gloucester is well known for its lobster and fishing history. If you are only able to visit Gloucester once, make sure to do you research the area so that you can experience both the history of the town and the seafood. I’d recommend this site to make sure you don’t miss out on anything. If you are lucky enough to live in New England (like me!), Gloucester is the perfect reoccurring quick trip.

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3 thoughts on “Quick Trips: Gloucester & the Cape Ann Coastline

  1. I grew up going to Wingaersheek and Good Harbor and exploring the Cape Ann towns. Beautiful area- thanks for bringing me back!

  2. I haven’t visited Gloucester in a long time…thanks for reminding me of a nice place to visit on a sunny day and I’ll check out Cape Ann Brewing while I’m there.

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