Easy short hiking trails and a farm with all the animals, good for kids
Visit this iconic modern architectural masterpiece by Philip Johnson. Tours offer insight into mid-century modern design and art.
Really pretty beach to walk along if it’s not too cold
A stunning cultural and community center with walking trails, art installations, and serene spaces for reflection.
The best deep dish pizza! Started in Brooklyn
The best bakery around!
Dine at one of New Canaan’s top restaurants, known for its farm-to-table cuisine and elegant setting.
Great coffee
Great coffee on the Main Street with cute shops
Locali is a modern Italian-American restaurant located in New Canaan, CT, known for its vibrant atmosphere and innovative menu. The restaurant combines classic Italian flavors with contemporary twists, offering a variety of handmade pastas, wood-fired pizzas, and seasonal dishes made from locally sourced ingredients. With its chic, yet cozy setting, Locali is a favorite spot for both casual dining and special occasions.
Our favorite pasta
Our favorite east-coast style pizza joint in the area. Be sure to try the cookies!
Enjoy a luxurious dining experience with waterfront views at this popular steakhouse and seafood restaurant.
Dine on fresh seafood at this waterside restaurant offering beautiful views and a quintessential New England experience.
Nice easy hike through the trees and along the river. One of Violets favorite!
A waterfront park offering walking trails, a beach, and picnic areas with views of Long Island Sound.
Engage in a variety of indoor sports, fitness, and recreational activities, including an ice rink, rock climbing, and a trampoline park.
While technically in Norwalk, it’s a short drive from Darien and offers interactive exhibits, an IMAX theater, and fascinating marine life displays.
Visit this museum showcasing art, science, and natural history exhibits. It’s a cultural gem in Greenwich.
A scenic park offering beaches, walking trails, and views of the Manhattan skyline. It’s great for outdoor activities.
Enjoy a performance at this historic theater known for its high-quality productions and connection to Broadway.
A family-friendly celebration of the fall season with hayrides, apple pressing, pumpkin decorating, live music, and a variety of seasonal foods and beverages. The festival takes place in the scenic New Canaan Nature Center, offering a perfect autumnal atmosphere for all ages.
This weekend-long event features a pumpkin patch, hayrides, farm animals, and activities for both children and adults. Visitors can enjoy live music, food trucks, and seasonal crafts, making it a lively and festive celebration of fall.
This annual event features historic reenactments, apple cider pressing, pumpkin decorating, and live music. Set in the picturesque grounds of the Greenwich Historical Society, HarvestFest offers a charming blend of history, culture, and seasonal fun.
A popular craft beer festival held in downtown Westport, featuring regional breweries, live music, local food vendors, and family-friendly activities. The event also includes a small farmers’ market, making it a great outing for visitors of all ages.