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    Annisquam Harbor Lighthouse

    3.3 (3 reviews)

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    Eastern Point Lighthouse - Gorgeous views of the water

    Eastern Point Lighthouse

    (10 reviews)

    If you're in Gloucester and looking for something non-beachy to do, I recommend checking out…read moreEastern Point Lighthouse and walking across the breakwater to Dog Bar Lighthouse. First, you have to turn onto a private street lined with ridiculously beautiful mansions that you will never be able to afford in your lifetime and possibly your children's, staffed by a security guard (tell him you're here to see the lighthouse). After you drive past the private beach and the yacht club, all bedecked with No Trespassing and Private Entry Only signs to make you feel as unwelcome and plebian as possible by the 1% of Gloucester, you'll see the parking turn-off for the lighthouse. There, we met a very kind lady from Mass Audubon who explained the various migrational birds roaming around the area. You can't actually see or tour the lighthouse because it's fenced around and, from a distance, looks a little worse for wear. But looping around the side across some rocks, you can hop onto the jetty and stroll around and take in the sights. Great spot for photographers. It was beating down with zero shade and we forgot to put on sunscreen before heading out so we did a quick out-and-back but otherwise, it'd be a neat area to sit. $10 fee per vehicle (cash or QR code). No fee if you walk in. Definitely wear close-toed shoes; sandals or flip-flops on slippery rocks are a recipe for disaster. Also, watch out for poison ivy along the path to the jetty.

    Beware: This is not a polished tourist destination. Only visit if you're looking for a bit of…read moreadventure. To get to the Eastern Point Lighthouse, you have to turn down a road marked as private. (Apparently it isn't, really?) Then, you pass some other unwelcoming signs. Then you finally get to a small gravel parking lot with a sign that says "All are welcome!" The lighthouse isn't operational or open for tours. It's surrounded by fencing that makes it look condemned. But, if you walk through some sand and rocks along the water and then do a small bit of rock climbing, you can get a good view of an iconic lighthouse. When I visited, it was freezing rain and very windy. When I climbed up on the rocks to take a picture, the winds up there were so strong I was worried they'd blow my phone out of my hand. Combined with the sense that I was almost trespassing, it was oddly thrilling. There's not enough going on to warrant a long trip, but if you're in the area, want a fun diversion, and are fine driving down narrow, possibly private roads to a small gravel parking lot before navigating sandy, rocky, seaweedy tidewaters to see something iconic, it's a worthwhile diversion.

    Hammond Castle Museum - Inside the castle

    Hammond Castle Museum

    (125 reviews)

    I finally made to Hammond Castle after having it on my list of places to see for years…read more I made a reservation for a self-guided tour with a flexible entrance time of 11-45 AM -2:30 PM for their "Deck the Halls" holiday celebration. Cost was $25 per person. When we arrived there were cars waiting for a parking spot as they are limited. We did not have to wait too long for a space since there was a constant flow of people coming and going. I am unsure how it would be for parking in the summer as people may take longer to enjoy the outside area so I am glad we went during a cold morning. I totally enjoyed my visit as it was much more than a castle as it incorporated some interactive exhibits and information about its former owner John Jay Hammond Jr. I'll admit that I knew very little about him but left the place more informed about him - including that he held over 400 patents. You learn more about his work as you explore the house. Don't miss watching a short introductory video where the coat check area is located. It is a medieval castle built in the 1920s and it is not handicapped accessible. It is also not the best place for someone with mobility issues as it has many staircases to get around the entire place.

    I love going to check out castles because I find them so cool and interesting. This seemed like a…read morepopular one so we decided to drive up from Boston to spend the day around Gloucester. The pictures made the castle seem bigger than it is. We saw everything pretty quickly which I didn't expect. Parking was also full and you have to wait for a spot to open up. Overall decent museum but not that impressive

    Annisquam Harbor Lighthouse - landmarks - Updated May 2026

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