A scenic spot along the Long Island Sound, Compo Beach offers sandy shores, a boardwalk, and beautiful sunset views—perfect for a relaxing afternoon by the water.
Connecticut’s first state park, Sherwood Island features beaches, picnic areas, and walking trails surrounded by natural beauty. Great for a quiet escape or a peaceful stroll.
Charming and walkable, Main Street in downtown Westport is home to a mix of local boutiques, popular retailers, and inviting cafés—ideal for shopping or grabbing a bite between events.
A picturesque downtown lined with upscale boutiques, specialty shops, and charming cafés—Elm Street is perfect for a leisurely stroll and a little retail therapy.
A chic, globally inspired restaurant with a coastal vibe, Nômade serves up inventive dishes and craft cocktails in a beautifully designed space—perfect for a stylish night out.
Located in a historic Westport building, this cozy and lively tavern offers comfort food favorites with a modern twist, alongside a great selection of beer, wine, and cocktails.
With roots in Manhattan, Hudson Malone brings classic New York steakhouse charm to Westport. Expect hearty fare, vintage ambiance, and a menu full of elevated pub favorites.
A laid-back spot with beachy vibes, Bartaco serves up creative tacos and fresh Latin-inspired bites alongside refreshing cocktails—great for a fun, casual meal.
This contemporary New American restaurant delivers refined, locally sourced cuisine in a sleek and stylish setting—ideal for a memorable dining experience.
Tucked away in downtown New Canaan, SE Uncorked is a cozy wine bar with creative small plates, a curated wine list, and an intimate vibe that feels like a hidden gem.
Located inside The Watershed Hotel, Siena blends rustic Italian charm with a modern edge. Enjoy elevated Italian classics in a stylish and welcoming atmosphere—perfect for a special evening out.
Just steps from the Delamar Hotel, The Gray Goose is a cozy and stylish spot offering refined comfort food in a charming, cottage-like setting. Perfect for brunch, cocktails, or a relaxed dinner near the harbor.
A casual staple in the area, Sammy’s serves up classic pizzas, pastas, and hearty favorites in a laid-back setting—great for an easy and delicious bite.
