Tree-lined street in Westport
Vehicles travel along a tree-lined street in Westport, Connecticut.
Westport, CT
51 pictures
Westport in the 2026-09
Back to Westport
Downtown Westport streetscape
Cars pass storefronts and string lights in downtown Westport, Connecticut.
Main Street in Westport
This is the top of Main Street in Westport
Westport Museum for History and Culture
The Westport Museum for History and Culture in Westport, Connecticut.
Westport Town Hall
A yellow building stands behind trees and a lawn bordered by a stone wall.
Eyeglasses.com storefront
The Eyeglasses.com storefront in Westport, Connecticut.
Westport street scene
Parked cars line a street beside a building under construction in Westport, Connecticut.
Westport Museum for History & Culture
The Westport Museum for History & Culture in Westport, Connecticut.
Eyeglasses.com storefront
The Eyeglasses.com storefront in Westport, Connecticut, with a pickup truck parked outside.
Modern residential building
A modern multi-unit residential building stands behind a field of tall vegetation and reeds.
Westport Town Hall
Westport Town Hall.
Main Street Westport
A wet downtown street lined with utility poles, storefronts and older homes under an overcast sky.
Waterfront buildings on the Saugatuck River
A waterfront view shows buildings along the opposite shore beneath an overcast sky.
Main Street westport looking north
Main Street westport looking north
eyeglasses.com storefront
The eyeglasses.com storefront is shown beside a parking area.
Post Road
Looking up the post road at the corner of main street. A rainy downtown intersection with brick sidewalks, historic storefronts, and pedestrians.
Westport ct main street
A downtown commercial street lined with shops and parked cars.
Waterfront view of the Saugatuck River
A waterfront view shows calm water, shoreline buildings and wooded hills beneath an overcast sky.
Main street westport
A decorated downtown street lined with shops, restaurants and historic buildings on an overcast day.
Main street westport
A brick-lined downtown street with storefronts, parked cars and decorative streetlights.
Saugatuck River and the Parker Harding Esplanade
A bridge crosses a canal beside red-brick industrial buildings under a cloudy sky.
Saugutuck River and the Post Road Bridge
A waterfront walkway and bridge overlook the water and brick buildings under an overcast sky.
Waterside reeds
Reeds grow along the edge of a body of water, with a modern building and wooded shoreline in the background.
Wooden footbridge closed to pedestrians
A wooden footbridge crosses a stream through tall grasses, with a warning sign restricting access.
Main Street Westport
A brick-paved downtown sidewalk features decorative streetlamps, hanging flower baskets and string lights alongside a tree-lined street.
Waterfront buildings on the Saugatuck River
Waterfront buildings line the opposite shore under an overcast sky.
Joe’s Pizza storefront construction
Construction work is underway outside Joe’s Pizza and neighboring storefronts.
Westport Library
A parking lot and brick building of the Library are shown on a rainy day.
Waterfront walkway
A waterfront walkway follows the edge of a tree-lined body of water beside a road on an overcast day.
Waterfront buildings on the Saugatuck
A waterfront view of commercial and residential buildings across the water under an overcast sky.
Saugatuck river and the Post Road Bridge
A waterfront view shows calm water and a row of commercial and residential buildings beneath an overcast sky.
Lobster cooking and cracking equipment
Setup before the Westport Rotary Lobsterfest event, gear for cooking and cracking lobsters
Lobsterfest volunteers prepare for the event
Westport Rotary 250 volunteers get ready for the Lobsterfest event