Walking in Westport, Connecticut, can be a mixed experience depending on the area. The downtown area offers a pedestrian-friendly environment with sidewalks and access to shops, restaurants, and cultural spots, making it relatively easy to explore on foot. However, much of the town is more suburban and spread out, with limited sidewalks in some neighborhoods, which can make walking less practical for reaching certain destinations. Weather conditions, typical of New England, may also influence the comfort of walking, especially during colder months or inclement weather. For short distances in central areas, walking can be a convenient option.

Jízda na kole ve Westportu je kvůli omezené cyklistické infrastruktuře úskalí. Uspořádání města a minimum cyklostezek můžou představovat komplikace pro bezpečnou a efektivní jízdu. Některé oblasti jsou sice přístupné na kole, ale kvůli nedostatku vyhrazených cyklopruhů nebo rozsáhlých stezek můžou být určité trasy méně praktické. Vzdálenosti mezi klíčovými cíli taky můžou vyžadovat pečlivé plánování pro cyklisty.

Public transportation in Westport includes buses and an on-demand shuttle service. The Coastal Link bus operates along the Route 1 corridor, connecting Westport to nearby towns. Additionally, the Wheels2U shuttle provides flexible, on-demand rides within the area, including access to train stations. While public transit can be a convenient way to travel locally, the town’s suburban layout may require some planning to ensure stops align with destinations. The infrastructure supports these services, but distances between stops and destinations might make walking less practical in some areas.