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Apartments Near Wooster Square & Downtown New Haven

Experience New Haven from Twenty Fair, ideally located at 20 Fair Street between historic Wooster Square and Downtown New Haven. From neighborhood restaurants and parks to Yale, major healthcare destinations and convenient rail connections, Twenty Fair places many of New Haven’s best-known destinations within easy reach. Explore the interactive map below to discover restaurants, entertainment, parks, transportation and everyday destinations around our New Haven apartment community, or enter your address to get personalized directions to Twenty Fair.

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Live Near Historic Wooster Square

Twenty Fair puts the character of Wooster Square just outside your door. Known for its tree-lined streets, historic architecture, and celebrated New Haven dining scene, the neighborhood offers a distinctive setting within minutes of Downtown New Haven.

Wooster Square Park provides nearby green space for walking, relaxing, and enjoying seasonal neighborhood events, including the area’s well-known spring cherry blossoms. Along nearby Wooster Street, residents can explore some of New Haven’s most recognized restaurants and local businesses, including Frank Pepe Pizzeria Napoletana, Sally’s Apizza, Consiglio’s and Libby’s Italian Pastry Shop.

 

Close to Yale & Yale New Haven Hospital

Twenty Fair offers convenient access to several of New Haven’s major educational, medical and employment destinations. Yale University, Yale School of Medicine and Yale New Haven Hospital are all located nearby, making it easy to connect with destinations throughout the Yale and Downtown New Haven area.

Yale New Haven Hospital’s York Street Campus is located at 20 York Street, approximately 0.9 miles from Twenty Fair. Downtown Yale destinations and additional university facilities are also accessible from the neighborhood by foot, bicycle, transit, or a short drive, depending on the destination.

 

Convenient Access to New Haven Train Stations

Getting around New Haven and beyond is convenient from Twenty Fair. State Street Station is about 0.3 miles away, and New Haven Union Station is about 0.6 miles from the property.

Union Station connects New Haven with Metro-North, Amtrak, and regional transit service, providing rail access toward New York City, Boston, and other Northeast destinations. Drivers also have convenient access to I-91 and I-95 for travel throughout Connecticut and the surrounding region.