Explore the most popular trails near Westport with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

Westport, Connecticut Map
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Very nice day trip from the city! Variety is the spice of life and this park embodies this saying perfectly (with a beach, park, trails, 911 memorial, animal watching (prairie dogs, army of geese, lots of birds and pink seashells). Will visit again next year.

hiking
3 months ago

Flat. Lots of interesting things to see. Short. VERY kid friendly with a very cool playground/mini ropes course. Really a walking path with houses and roads in sight at all times. NO DOGS!

Pretty views of the sound, but this trail is not really dog friendly. Maybe I didn’t go to the right spots, but I am very disappointed that it was rated as dog friendly on the app.

walking
9 months ago

This is a lovely and relatively short walk ideal for younger (and old) walkers. We were the only ones here and then just one person showed up! It is a pleasant ramble through the woods and besides a vigorous river. A little muddy when we went and we benefitted from wearing hiking boots. No tricky footwork required.

walking
10 months ago

Had a wonderful time walking the beach & the grounds of Sherwood Isl. State park. With Bruce Toole & Lynne Stevison Toole. Thank you both for celebrating my birthday in a special way @ a special place.

mountain biking
Sunday, April 15, 2018

Nice views of The Sound.

hiking
Wednesday, December 28, 2016

Nature sanctuary - marked "No Pets" at the entrance :(

walking
Tuesday, June 24, 2014

Its been a long time since I've been to Sherwood Island State Park, but as I remember it... it was fun. Typical state park; picnic areas, restrooms, softball diamonds, but this one has a beach too.

hiking
21 days ago

hiking
1 month ago

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2 months ago

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3 months ago

hiking
5 months ago

hiking
9 months ago

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10 months ago

hiking
11 months ago

hiking
11 months ago

hiking
Monday, June 11, 2018

hiking
Saturday, March 10, 2018

trail running
Friday, June 30, 2017

Friday, June 02, 2017

Thursday, March 09, 2017

Sunday, February 19, 2017

walking
Monday, January 16, 2017

Monday, January 16, 2017

Sunday, December 11, 2016

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