Old Saybrook, CT

Where the Connecticut River meets Long Island Sound

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About Old Saybrook

Old Saybrook sits where the Connecticut River meets Long Island Sound, about 30 miles east of New Haven. It’s known for its walkable Main Street, Saybrook Point, and as the lifelong home of Katharine Hepburn.

Quick Facts

  • Population: 10,481 (2020 U.S. Census)

  • County: Middlesex

  • School district: Old Saybrook Public Schools

  • Getting around: I-95 and Route 9, with an Amtrak and Shore Line East train station

  • Setting: beaches, marinas and a historic Main Street

Restaurants

  • Liv’s Oyster Bar: raw bar and seafood that draws diners from across the region

  • Fresh Salt at Saybrook Point: waterfront dining where the river meets the Sound

  • Rosemary & Sage: French-inspired cuisine

  • Penny Lane Pub: cozy English-style pub on Main Street

Coffee

  • Fromage Fine Foods & Coffees: coffee, cheese and gourmet foods on Main Street

Shops

  • Boutiques, galleries and specialty shops along Main Street, one of the most walkable downtowns on the shoreline

Things To Do

  • The Kate (Katharine Hepburn Cultural Arts Center): concerts, films and shows, plus a Hepburn museum

  • Saybrook Point: waterfront walks and marina views

  • Sunsets over the Saybrook lighthouses

  • Beaches along Long Island Sound

Thinking about buying or selling in Old Saybrook? Let’s talk.

For more town data, see the U.S. Census Bureau’s QuickFacts and EdSight, the state’s school data site. Local business listings are my personal recommendations, not paid endorsements; please check hours before visiting.