New Canaan , CT —
48 Hours in New Canaan, CT

Just over an hour’s ride from New York City by car or by Metro North, New Canaan offers a terrific escape from the city. Two days will offer you ample opportunities to take advantage of New Canaan’s many offerings. New Canaan offers a bounty of opportunities to unwind with its culinary, cultural and recreational treasures.

Located in Fairfield County, New Canaan is bordered by Darien, Stamford, Wilton and Pound Ridge, New York.
A one-hour drive from Manhattan or 65-minute direct train ride from Grand Central station.
Getting Here
Drive along the Merritt Parkway from Manhattan or hop aboard the New Haven line of the Metro-North.

"Book a tour to visit Phillip Johnson’s Glass House"


The town of New Canaan was home to some of the most iconic mid-century modern architects, the Harvard Five, so book a tour to visit Phillip Johnson’s Glass House and tour the property and his collection of furniture designed by architect Mies van der Rohe. The tour begins at the visitor center, right across from New Canaan’s Train Station on Elm Street. However, a tour of New Canaan’s acclaimed architecture is not complete without an exploration of Grace Farms. Take a guided tour of the internationally renowned River building, designed by Prizker prize-winning architectural firm SANAA, enjoy a tea service at the Pavilion, or lunch in the Commons.

"Save a little room for dessert, and visit Gelatissimo for some of the best gelato outside of Italy"

You will need some exercise to work off your meals, and the New Canaan Land Trust on Earth Day 2018 opened a GreenLink connecting New Canaan’s Irwin Park with the New Canaan Nature Center. Start at the Nature Center Parking Lot and walk or jog towards town to Elm Street and then take Elm Street to Weed. Follow signs to the Greenlink walking trails that traverse land trust properties and allow visitors to enjoy the beauty and serenity of wetlands and woodlands protected by the Land Trust. The full loop is approximately 2.5 miles, but you can add additional trails in Irwin Park of 1.2 miles and the Nature Center of 1.5 miles. If you want to experience more of the outdoors, an additional 3 miles of cross-country walking trails are also available in Waveny Park. Part of the former Lapham Estate, the property was donated to New Canaan in 1967 and is home to the Town Pool, Summer Theater, Carriage Barn Center for the Arts, Powerhouse Theater, Paddle Courts and the Dog Park.

The small-town charms of this suburban community are most evident at one of the many annual traditions such as the Spring Fish Derby at Mead Park, Easter Egg Hunt at Waveny Park, May Fair Carnival, Memorial Day Parade along Main Street, Fourth of July Fireworks Celebration at Waveny Park, Nature Center Fall Fair, Holiday Stroll and Caroling at God’s Acre on Christmas Eve. After experiencing the town and its vibrant community, visitors understand why its residents happily call New Canaan their home.

Featured Listings

113 Brushy Ridge Road, New Canaan, CT

Beautiful Classic Colonial, near heart of downtown New Canaan. This stunning 5800+ sqft home is a perfect retreat with abundant space for comfortable living & entertaining. Renovated to the studs & expanded in 2000, the home provides luxury conveniences of 4 ensuite bedrooms, high-end custom finishes throughout, an elevator to all floors, pool w. spa, generator & 3-car garage. The village of New Canaan with exceptional amenities (shopping, dining, library & train to NYC) is just minutes away. The centrally located kitchen with custom cabinetry, high-end appliances, kitchen island, 2 subzero refrigerated drawers, 2 dishwashers, warming drawer, pantry, laundry chute and spacious eat-in dining area provides convenient access to the backyard, living room, butler's pantry with wine refrigerator, dining room with gas fireplace and the bright and airy family room with cathedral ceiling and wood burning fireplace with a gas starter. The sunroom with a full bath conveniently leads to the beautifully landscaped backyard and stone patio, with pool and spa. The expansive wood paneled library completes the first floor with custom built-in bookcases and desk, wood burning fireplace with gas starter and wet bar. The library's French Doors lead to a stone patio overlooking the koi pond and mature landscaping that provides seasonal interest and privacy. The property offers both a flat yard for outdoor games as well as a famous sledding hill in the backyard. On the second floor... window seating and French Doors lead to the "Martini Sunset Porch" over the main entrance of the home to watch colorful sunsets over downtown New Canaan. The lavish primary suite features a gas fireplace, an expansive walk-in closet, second laundry & chute to the basement laundry, private sitting area, and a spa-like master bathroom with jetted tub and stall shower. The second floor offers 3 additional bedrooms, all ensuite - one features a Juliette Balcony and another has built in book storage and a ladder to climb to a loft play area. The lower level includes a rec room for a home gym or playroom, cedar closet storage, full bath, laundry room with 2 laundry chutes from the upper floors as well as a large storage area with high ceilings, that could be finished into a media room or playroom.
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