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    Shady Beach

    2.7 (3 reviews)

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    Pear Tree Point Beach - Beautiful day at Pear Tree Point Beach!!

    Pear Tree Point Beach

    4.3(4 reviews)
    5.3 mi

    Where Darien Beachgoing Gets Practical…read more Pear Tree Point is the more, shall we say, functional, of the two Darien public beaches. Weed Beach, located across a bay from Stamford, has something of a mystical quality to it. It is where high schoolers go in the summertime to smoke out (yes, the name is a coincidence), where the passionate but slightly off-tune sounds of local bands fill humid night air. Weed Beach has woodlands to wander through, a hidden playground through a clearing of trees, paddle tennis courts that I think only ghosts use, and lots and lots of weeds, making every step into the water squishy and unsure. But Pear Tree Point is the beach where you get things done. It's got boat docks attached, so it's the starting point for many a "booze cruise", a favorite pasttime of the Darienite. Families love Pear Tree Point, probably because it's shaped in such a way that it's easy for the kids to stay in view; there's nowhere to disappear to. So children go about producing their childlike things: sandcastles, trenches for the water to flow through, holes to bury themselves in. Pear Tree Point has a gazebo at its center, perched on top of rocks. It's perfect for eating a hamburger and fries from the concession stand during the day, and for making out at night. Pear Tree Point is situated along Long Neck Point, location of some of the fanciest houses in this very, very fancy part of the world. If you're the kind of person who likes to gawk at luxurious homes a la Newport, Rhode Island, then it's worth a slow drive down Long Neck Point road until you get to the end, which is a former girls' school now converted, I think, into residences. The atmosphere is rarefied, elegant, and oh-so-preppy. Pear Tree Point, like all the beaches in southern Fairfield County, has a kind of rough sand, and the water's generally cold. Tahiti it is not. The sun, like so many phenomena in the New York area, is either too dim or too scorching. It takes a certain toughness to enjoy beachgoing in the northeastern part of the United States. But after a day being there, you feel as if you have accompilshed something, and accomplishment, after all, is the highest personal value among most Darienites who bring the never-stop-achieving ethos of New York City back to their town.

    Pear tree point is lovely. A beautiful beach to go to during the sunset. Large amount of parking…read moreand can either be quiet or busy depending on when you go. The snack bar "uncles by the shore" is owned by uncles deli which is situated on the post road in Darien and closes around 3pm I believe which is pretty annoying. One star off for their gross bathrooms. This beach is smaller than weed beach and does not have a pavilion like weed beach but has a cute gazebo and plenty of space. If you're lucky enough to even get in.

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    Pear Tree Point Beach - Beautiful sky

    Beautiful sky

    Pear Tree Point Beach - Wonderful night at Pear Tree Point Beach!!

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    Wonderful night at Pear Tree Point Beach!!

    Sherwood Island State Park

    Sherwood Island State Park

    3.4(45 reviews)
    3.7 mi

    Quiet, alcohol and pet free bay beach and park. Lots of parking, clean and close beach from parking…read morelot. No boardwalk nor eateries but they do have restrooms. Rocky beach and no waves because it's on the bay. Parking is $22 for non residents. Wish the water was clearer but it's natural. Brought water shoes but didn't really need them if you're careful. They have an East beach and West beach within park. West allows bbqs, larger fields and nice views. East beach is more like a beach due to lifeguard staff. Nature center located on east beach as well. My photos are from west beach only.

    I've come here a handful of times and it's always great. This time around, I came to the beach with…read moremy family for the 4th of July. I arrived at 11ish, paid $22 (non-Connecticut residents have to pay) and found parking immediately. Around 12:30 the parking lots were at capacity and closed. I love how there's so much to do at the park. You can grill, go to the beach, go for a walk and even ride your bike. It's a great time. The beach is small and full of rocks and pebbles. The water was freezing even in the hot weather. The walk towards the water is even worse. There's rocks everywhere you step and can be extremely painful. My sister and I both cut our feet trying to get in and out of the water so I HIGHLY recommend getting some water shoes! My favorite parking lot is the west side only because there's a bathhouse where you can change, use the bathroom and take a shower. Highly recommend to come here for a fun beach day or picnic or grilling. Love love this place!

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    Sherwood Island State Park
    Sherwood Island State Park
    Sherwood Island State Park

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    Shady Beach - beaches - Updated May 2026

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