Westport is a Fairfield County town in Connecticut’s Gold Coast. The town has a vibrant downtown and easy access to New York City. Here’s is your guide to Westport.
History
Westport has a rich history dating back to the 17th century. In 1648 English colonists known as the “Bankside Farmers” settled on land in the Greens Farms area of town and built Westport into a prosperous farming community.
In the 1840s immigrants from around the world found themselves in Westport building the railroad that now connects the town to New York City, making it a sought after suburban community. Westport has also been home to notable artists, writers, and actors including The Great Gatsby author F. Scott Fitzgerald, actor and philanthropist Paul Newman, and entrepreneur and television personality, Martha Stewart.
What to Expect
Westport’s public beaches, state parks, and impeccable downtown eateries are major draws for both residents and out-of-towners.
In the heart of Westport downtown you’ll find narrow roads lined with smaller, historic homes. Farther out, lie larger, stately residences on multiple acres of land. Closer to the Long Island Sound are small beach communities, all within walking distance to Westport’s public beaches.
Interesting Facts
- Westport is only a 50 minute train ride from Grand Cental Station in NYC.
- The Town Seal depicts Westport as it existed in 1835, looking west over the State Street Bridge (currently known as the Ruth Steinkraus Cohen Memorial Bridge).
- Westport was the location of the fictional residence (1164 Morning Glory Circle) of Darrin and Samantha Stephens on the television series Bewitched.
- Compo Beach, also known to residents as “Compo” was originally named Compaug, and can be traced back to the early Paugussett tribe and means the bear’s fishing ground.
The Lifestyle
Westport’s proximity to NYC has made it a sought after suburban town that offers New England charm and urban conveniences. The town has a rich cultural scene and a multitude of upscale shopping and dining options.
What to Do
Visit the largest herb plant grower on the East Coast
Stroll the theme gardens and greenhouses at Gilbertie’s Herb Garden. While there, you can enjoy demonstrations and workshops, along with other seasonal events.
Kayak around town
Rent a kayak or paddle board at Westport Paddle Club and enjoy some sun and views while you paddle down the Saugatuck river.
Enjoy the Long Island Sound Beaches
Westport is known for its local, public beaches. You have multiple options including Compo Beach, Burying Hill Beach, and Sherwood Island State Park.
Connect with the Cosmos
On Wednesday evenings, Westport Astronomical Society volunteers at the Rolnick Observatory will show you the heavens up close through Connecticut’s largest public telescope.
* Please note: Due to COVID the Rolnick Observatory may have adjusted hours.
Jam out to some live music
Catch live music at The Levitt Pavilion for the Performing Arts, which hosts 50 Free Nights Under the Stars each summer.
Where to Eat
Black Duck
The Black Duck is a converted barge that is somewhat of a celebrity in Westport. Enjoy one of their stuffed burgers while taking in the scenic Saugatuck River, or join locals for happy hour and Karaoke on Tuesday Nights.
The Cottage
If you’re looking for an elegant yet cozy meal, The Cottage is the place to go. With it’s seasonal New American plates and signature cocktails, you won’t be disappointed.
OKO
OKO, by celebrated chef Brian Lewis, presents an innovative take on traditional Japanese food and sushi in a lively and charming atmosphere.
Coffee An’ Donuts
Coffee An’ Donuts is an easygoing local spot with an array of pastries and unpretentious breakfast and lunch options.
Stew Leonard’s
Although not a restaurant, Stew Leonard’s is certainly a must if you’ve never visited “the world’s largest dairy”. Snake through the maze of aisles and you’ll be able to sample some of their in-store baked cookies, locally sourced cheeses, and other delicious goodies. Don’t forget to say “hi” to Clover.
Interested in more neighborhood tips like this guide to Westport? Check out all of I Know Connecticut guides here.
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