Westport trip planner
Create a fully customized
day-by-day itinerary for free
Westport is a town located in Connecticut, along Long Island Sound within Connecticut's Gold Coast in Fairfield County, Connecticut. It is 47mi northeast of New York City. The town had a population of 26,391 according to the 2010 U.S. Census, and is ranked 22nd among America’s 100 Richest Places as well as second in Connecticut, with populations between 20,000 and 65,000.HistoryThe earliest known inhabitants of the Westport area as identified through archaeological finds date back 7,500 years. Records from the first white settlers report the Pequot Indians living in the area which they called Machamux translated by the colonialists as beautiful land. Settlement by colonialists dates back to the five Bankside Farmers; whose families grew and prospered into a community that continued expanding. The community had its own ecclesiastical society, supported by independent civil and religious elements, enabling it to be independent from the Town of Fairfield. The settlers arrived in 1693, having followed cattle to the isolated area known to the Pequot as the "beautiful land". As the settlement expanded its name changed: it was briefly known as "Bankside" in 1693, officially named Green's Farm in 1732 in honor of Bankside Farmer John Green and in 1835 incorporated as the Town of Westport. During the revolutionary war—on April 25, 1777, a 1,850 strong British force under the command of the Royal Governor of the Province of New York, Major General William Tryon landed on Compo Beach to destroy the Continental Army’s military supplies in Danbury. Minutemen from Westport and the surrounding areas crouched hiding whilst Tryon's troops passed and then launched an offensive from their rear. A statue on Compo beach commemorates this plan of attack with a crouching Minuteman facing away from the beach; looking onto what would have been the rear of the troops.Westport is in Connecticut (CT). Explore the family-friendly attractions of Westport and add them to your vacation plans using our United States holiday builder site .
Create a full itinerary — for free!
Plan your trip to Westport
Get a personalized planA complete day-by-day itinerary
based on your preferences
Customize itRefine your plan. We'll find the
best routes and schedules
Manage itEverything in one place.
Everyone on the same page.
Popular things to do in Westport
Places to visit with Westport
Recently planned trips to Westport
8 days in Westport BY A USER FROM UNITED STATES June, popular & hidden gems PREFERENCES: June ATTRACTION STYLE: Popular & hidden gems PACE: Medium 3 days in Connecticut's Fairfield County BY A USER FROM FINLAND April, relaxing, beaches, wildlife, popular sights PREFERENCES: April, relaxing, beaches, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 10 days in Westport BY A USER FROM UNITED STATES January, wildlife, popular sights PREFERENCES: January, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 1 day in Westport BY A USER FROM UNITED STATES January, relaxing, beaches, slow & easy, hidden gems PREFERENCES: January, relaxing, beaches ATTRACTION STYLE: Hidden gems PACE: Slow & easy 5 days in Westport BY A USER FROM UNITED STATES January, popular sights PREFERENCES: January ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Westport BY A USER FROM UNITED STATES December, culture, relaxing, wildlife, popular sights PREFERENCES: December, culture, relaxing, wildlife ATTRACTION STYLE: Popular sights PACE: Medium