Located just an hour outside of New York City, Westport is a charming town offering visitors and residents a host of fun, family-friendly attractions that last year-round. Travel with us as we walk through the best things to do in Westport the next time you come to visit.
Relax on Compo Beach
Visit Westport and enjoy all Compo Beach has to offer including its basketball courts, skate park, softball fields, volleyball areas, and more. A daily parking fee for non residents is charged May 1 to Sept 30 of $45 weekdays and $70 on weekends and holidays. From October 1 through March 30 dogs are allowed in designated areas but must be kept on leash. The Compo Beach area is also perfect for sightseeing some of the premier Westport homes in the area.
Get artsy at the Museum of Contemporary Art (MOCA)
The Museum of Contemporary Art (MoCA) in Westport has drawn some of the nation’s top talents for generations. It’s no wonder since the town is centrally located between many of the East Coast’s leading performance venues. This non-profit visual and performing arts center, recently moved to the Newtown Turnpike, offers a wealth of cultural nourishment for all.
Whether you’re a fan of sculpture, live plays and chamber music, painting, or movies, MoCA has a little something for everyone. The museum is especially inviting for the younger members of the family. It boasts a circulating schedule of lectures, art classes, and artist talks throughout the year that will captivate anyone with a flair for art.
Do some shopping Downtown
After you’ve taken in some local art and culture, it might be time to unwind with a bit of shopping in Westport’s historic downtown shopping district. Because Westport is a relatively small town with fewer than 30,000 residents, it’s easy to traverse the entire shopping area. Westport’s red-bricked walkways host many of the world’s top fashion brands, like Lululemon, Tiffany & Co., Vineyard Vines, and Anthropologie and small boutiques like Fred and Great Stuff. For a quick break between stores, check out GG & Joe, Rye Ridge Deli, or Mrs London’s Bakery & Cafe. Parking is plentiful for all visitors downtown.
Sample local fare
The Granola Bar of Westport, with its popular breakfast and lunch menus
Rainbow Thai, a local dining spot with a large variety of options
bartaco, a popular riverside restaurant where it’s best to make reservations
NÔMADE offers global cuisine in a bohemian setting with natural wood decor
Casa Me specializes in elevated Italian fare. Try their pasta made in house.
Don Memo, with its focus on Oaxacan flavors with creative flare
Spotted Horse Tavern, affectionately called the “jammin' little hideaway”. Great for families.
Pink Sumo, a world-class dining experience for sushi and sashimi lovers
The Cottage, an elegant setting for New American plates
Rive Bistro, a Sunday brunch staple serving casual French fare by the river
Gabriele’s an upscale Italian Steakhouse
Get a little dirty at Earthplace
The Swamp Loop Trail offers an accessible entryway to enjoying this spacious area — be sure to bring your own meals and snacks because it can take upwards of an hour to navigate the entire length. Don’t forget your binoculars since Earthplace has been known as a haven for some of the East Coast’s most spectacular fauna, including owls, wild turkeys, and much more.
Visit Connecticut’s first state park at Sherwood Island
Sherwood Island, which opened in the early 20th century, isn’t only Connecticut’s first state park — it’s also a must-see for anyone stopping by Westport. Covering over 325 acres of explorable land, Sherwood Island is one of the state’s most treasured attractions. It offers dozens of activities to enjoy along the Long Island Sound.
Pack a picnic lunch and venture inside to walk among some of the state’s oldest preserved areas. Please remember to leave pets at home, since management doesn’t currently allow them within the park perimeter.
Have fun on the water
Any trip to Westport wouldn't be complete without a day on the water. The town provides a wealth of options when it comes to renting or purchasing watersports goods like paddleboards, canoes, kayaks, and surfboards.
Also, the beloved Longshore Golf Course located within Westport Longshore Club Park, is a perfect spot to play a round of golf, rent a sailboat or play tennis overlooking the water.
See a show
Contact a local real estate agent today
*Header photo courtesy of Shutterstock