Find local love in Pittsfield

First date ideas in Pittsfield

Whether you're looking for a date across the street or across the pond, Couple's got you covered with our online events and AI matching capabilities. Couple AI completes your compatibility vector to find your most meaningful matches from Pittsfield—or anywhere else you choose.

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Join us for fun games, live entertainment, and laid-back speed dates at our in-person or virtual get-togethers. If you'd prefer to venture just outside Pittsfield, explore the nearby towns below.

Valatie, Buckland, Williamsburg, Albany, Watervliet, Southampton, Oakdale, Waterford, Winsted, Bernardston, Pine Plains, Stillwater, Schenectady, Tivoli, Rotterdam, West Torrington, Erving, Saugerties, Saugerties South, Red Hook, Glasco, Weatogue, Chesterfield, Rhinebeck, Lake Katrine, Clinton Corners, Milton, Millbrook, Saratoga Springs, Dover Plains, Kingston, Woodstock, Port Ewen, West Hurley, West Hartford, Terryville, Hurley, Hartford, Bristol, East Hartford