Featuring a vibrant downtown dotted with antique stores, restaurants and a picturesque harbor that beckons sunbathers in the summer, Mamaroneck draws visitors looking for shopping and relaxation. One of the oldest communities in Westchester County, the town was settled in the late 1600s. Its first census, taken in 1698, counted 77 residents. Today, the town is a popular home for young commuting professionals, who can arrive in Manhattan in less than 40 minutes via Metro-North.
Your Beyond-Perfect Day in Mamaroneck:
Begin with breakfast: Mamaroneck Diner & Pizza opens at 6 a.m. for those who want an early start.
A morning on the water: Head to Harbor Island Park for a stand-up paddle board or kayak lesson on the Long Island Sound through the Village of Mamaroneck’s Parks and Recreation Department.
Break for lunch: No Mamaroneck visit is complete without a visit to Walter’s Hot Dogs, a neighborhood institution since 1919. Or choose another local favorite, Sal’s Pizza, known for its Sicilian-style pies.
Stop to shop: Right across the street from Sal’s Pizza is yet another Mamaroneck classic, Miller’s Toys, stocked with top-quality toys and children’s clothing.
Take a hike: Spend the afternoon exploring the woodlands and wetlands of the Hommocks Conservation Area or hike the 2.5-mile Leatherstocking Trail to the Colonial Greenway, a 15-mile system of trails wending through areas once associated with historical figures like James Fenimore Cooper, Anne Hutchinson and Thomas Paine.
End with dinner: For the perfect end to a beyond-perfect day, dine on the outdoor patio at Modern on the Rails. The restaurant is located at the Mamaroneck Train Station—a bonus if you’re traveling home on Metro-North Railroad’s New Haven Line.
Stay longer: Extend your getaway with a hotel stay.
- Hommocks Conservation Area: A 10.6-acre parcel comprised of woodlands, a salt marsh and meadow areas.
- Leatherstocking Trail: A 2.5-mile trail that runs from Pinebrook Boulevard in New Rochelle through the center of Mamaroneck to Rock Ridge Road in Mamaroneck Village. The Leatherstocking Trail is also the southern end of the Colonial Greenway, a 15-mile trail system that connects local and county parks in Mamaroneck, Mamaroneck Village, Scarsdale, Eastchester and New Rochelle.
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