Things to Do in Old Saybrook, CT: A Riverside Fort Site, The Kate, and Ten Miles of Preserve Trails

Old Saybrook's first market page on things to do covers what is actually documented here: Fort Saybrook Monument Park, an 18-acre riverside park centered on a 1930 bronze statue of Lion Gardiner; The Katharine Hepburn Cultural Arts Center, known locally as The Kate, a real cultural venue housed in the town's former 1908 Town Hall; Cypress Cemetery, a walkable historic burial ground carrying a marker to Yale's earliest Saybrook origins; Lynde Point Light and Saybrook Breakwater Light, two lighthouses at the mouth of the Connecticut River that are viewable landmarks rather than public-entry sites; the North Cove and Old Saybrook South Green historic districts as walkable areas; Saybrook Point Resort & Marina; The Preserve, a 963-acre conservation area with roughly ten miles of hiking trails; and downtown Main Street. This page does not have current hours, admission prices, tour-operator names, or event-calendar dates for any venue below, and none of that is invented here - confirm those details directly with each organization before visiting.

Fort Saybrook Monument Park: An 18-Acre Riverside Park and the Lion Gardiner Statue

Fort Saybrook Monument Park is an 18-acre riverside park that traces directly back to the site of the original 1636 Fort Saybrook. The land was transferred from the state to the Town of Old Saybrook and developed as a park starting in 1981. Its centerpiece is a 1930 bronze statue of Lion Gardiner, the English military engineer who built and commanded the fort, sculpted by William Ordway Partridge and inscribed "In memory of Lion Gardiner, builder and commander of Saybrook Fort, 1635-1639."

The park also includes a small fence marking the original fort site, wayside markers covering fort, settlement, railroad, and ecology history, preserved Connecticut Valley Railroad roundhouse track and wheel artifacts, and elevated boardwalks carrying visitors through riverside marsh at the mouth of the Connecticut River. This page does not have current park hours or parking details, and none is invented here - confirm those directly with the Town of Old Saybrook before visiting.

The Katharine Hepburn Cultural Arts Center (The Kate): A Real Venue in a Former 1908 Town Hall

The Katharine Hepburn Cultural Arts Center, known locally as The Kate, opened to the public on September 11, 2009, inside the town's former 1908 Town Hall. The building itself was constructed by the Old Saybrook Musical and Dramatic Club, incorporated in 1906, at a reported cost of $20,000, and it has carried several lives since: a performance venue, an early movie theater, a school basketball court, and a wartime venue for the Ivoryton Players, before being converted to town offices by the mid-1950s. It was renamed for Katharine Hepburn in 2005, two years after her 2003 death.

That layered history - civic hall, theater, gymnasium, wartime stage, town offices, and now a named cultural arts center - makes The Kate a genuinely real, multi-era venue rather than a generic "local theater" claim. This page does not have current show schedules, ticket prices, or box-office hours, and none is invented here - check The Kate's own event calendar directly before planning a visit.

Cypress Cemetery: A Walkable Historic Burial Ground and Yale's Earliest Marker

Cypress Cemetery covers roughly 6 acres at 100 College Street on Saybrook Point and is the town's oldest burial ground, with its oldest documented burial dated to 1679. The oldest 3.5-acre portion of the cemetery was listed on the National Register of Historic Places in 2018, making this a genuine historic-tourism site suited to a slow, walkable visit rather than a quick drive-by.

The cemetery carries a marker reading "The First Site of Yale College, Founded 1701, Removed 1716," tying the grounds directly to the town's brief role as the seat of the Collegiate School that later became Yale. Notable interments include Lady Alice Fenwick, wife of colonial governor George Fenwick, and Anna Louise James, the first African American woman licensed as a pharmacist in Connecticut. This page does not have current cemetery visiting hours or guided-tour information, and none is invented here.

Two NRHP-Listed Lighthouses: Viewable Landmarks at the Connecticut River's Mouth

Lynde Point Light stands at the mouth of the Connecticut River; its current octagonal tower was built in 1838 and first lit in 1839, stands 65 feet tall, and was listed on the National Register of Historic Places in 1990. Saybrook Breakwater Light sits at the end of the breakwater built between 1874 and 1877, was automated in 1959, was also listed on the National Register of Historic Places in September 1990, and was featured on a 2020 Connecticut commemorative quarter.

Both lighthouses remain active aids to navigation and are not open for public entry - they are best experienced as viewable landmarks from shore, from the water, or from Fort Saybrook Monument Park and the Saybrook Point area nearby. This page does not have current boat-tour operator names or viewing-access details beyond what is stated here, and none is invented here.

North Cove and Old Saybrook South Green: Two Walkable Historic Districts

The Old Saybrook South Green Historic District covers about 20 acres around the town's historic green and was listed on the National Register of Historic Places in 1976. Notable buildings within it include the Gen. William Hart House (built around 1767), the Humphrey Pratt Tavern (around 1785), the James Pharmacy building, Grace Episcopal Church (1872), and the Masonic Hall (around 1830) - a genuine walking-tour cluster of dated, named structures rather than a single isolated landmark.

The North Cove Historic District covers about 37 acres along the waterfront on Saybrook Point and was listed on the National Register of Historic Places in 1994. The cove itself converted from a shipbuilding port to its present residential and summer-home character after an 1870 railroad crossing altered the waterway. Together, these two districts give visitors two distinct, walkable historic areas within a short distance of each other. This page does not have current walking-tour schedules or historical-society hours, and none is invented here.

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina is a real marina and hospitality anchor at Saybrook Point, sitting at the literal mouth of the Connecticut River near the historic districts, the lighthouses, and Fort Saybrook Monument Park covered above. This page does not have current resort rates, marina slip availability, or restaurant hours, and none is invented here - confirm those directly with Saybrook Point Resort & Marina before visiting.

The Preserve: 963 Acres of Coastal Forest and Roughly Ten Miles of Hiking Trails

The Preserve is a 963-acre coastal-forest conservation area spanning Old Saybrook, Essex, and Westbrook. A purchase agreement to protect the land was reached in 2013, and the conservation purchase was completed in 2015, with the property now jointly owned by the State of Connecticut, the Town of Old Saybrook, and the Essex Land Trust - a fully resolved conservation success rather than an ongoing dispute.

The Preserve is open today for passive recreation via roughly ten miles of hiking trails, giving Old Saybrook a genuine outdoor-recreation draw distinct from its beaches and waterfront. This page does not have current trailhead locations, parking details, or trail-map downloads, and none is invented here - confirm those directly with the Town of Old Saybrook or the Essex Land Trust before visiting.

Downtown Main Street

Downtown Main Street is Old Saybrook's retail-and-dining district, and it carries the town's "Married on Main" wedding-tourism identity alongside its everyday shops and restaurants. It sits within easy reach of Saybrook Point, the historic districts, and Fort Saybrook Monument Park, making it a natural anchor for a day spent on foot in town. This page does not have a current business directory or event-calendar listings for Main Street, and none is invented here.

What This Page Doesn't Cover

This page covers what is documented: Fort Saybrook Monument Park's 18 acres, its 1981 park development, and its 1930 Lion Gardiner statue; The Kate's real 2009 reopening in the town's former 1908 Town Hall; Cypress Cemetery as a walkable historic site with its 1679 oldest burial and its Yale marker; Lynde Point Light and Saybrook Breakwater Light as viewable, NRHP-listed landmarks; the North Cove and Old Saybrook South Green historic districts as walkable areas; Saybrook Point Resort & Marina; The Preserve's 963 acres and roughly ten miles of hiking trails; and downtown Main Street.

It does not have, and does not invent, current hours, admission prices, tour-operator names, or event-calendar dates for any venue named above. Confirm current details directly with the Town of Old Saybrook, The Kate, and each individual site before planning a visit.

Ready to talk to a local Old Saybrook agent?

Tell us what you're looking for and we'll connect you with someone who knows this market.

Get a Free Agent Referral →
Independent research — no cost to you, no obligation.

Independent research. No ads. No sponsored listings. Fort Saybrook Monument Park's 18-acre footprint, its transfer from the state to the Town of Old Saybrook, its development as a park starting in 1981, its 1930 bronze Lion Gardiner statue by sculptor William Ordway Partridge, its fort-site fence, wayside markers, preserved Connecticut Valley Railroad roundhouse artifacts, and its riverside marsh boardwalks are documented independently. The Katharine Hepburn Cultural Arts Center's September 11, 2009 public opening in the town's former 1908 Town Hall - built by the Old Saybrook Musical and Dramatic Club, incorporated 1906, at a reported cost of $20,000, and used over the decades as a performance venue, an early movie theater, a school basketball court, and a wartime venue for the Ivoryton Players before conversion to town offices by the mid-1950s and renaming for Hepburn in 2005 - is documented independently. Cypress Cemetery's roughly 6-acre footprint at 100 College Street, its 1679 oldest documented burial, its oldest 3.5-acre portion's 2018 NRHP listing, its "First Site of Yale College, Founded 1701, Removed 1716" marker, and the interments of Lady Alice Fenwick and Anna Louise James are documented independently. Lynde Point Light's 1838 tower construction, 1839 first lighting, 65-foot height, and 1990 NRHP listing, and Saybrook Breakwater Light's 1874-1877 breakwater construction, 1959 automation, September 1990 NRHP listing, and appearance on a 2020 Connecticut commemorative quarter, are documented independently; both remain active aids to navigation not open to the public. The Old Saybrook South Green Historic District's approximately 20-acre footprint, its 1976 NRHP listing, and its notable buildings (the Gen. William Hart House, Humphrey Pratt Tavern, James Pharmacy building, Grace Episcopal Church, and Masonic Hall) are documented independently, as is the North Cove Historic District's approximately 37-acre footprint, its 1994 NRHP listing, and its conversion from a shipbuilding port after an 1870 railroad crossing. Saybrook Point Resort & Marina's status as a real marina and hospitality anchor at Saybrook Point is documented independently. The Preserve's 963-acre footprint spanning Old Saybrook, Essex, and Westbrook, its 2013 purchase agreement, its 2015 completed conservation purchase, its joint ownership by the State of Connecticut, the Town of Old Saybrook, and the Essex Land Trust, and its roughly ten miles of hiking trails open for passive recreation are documented independently as a resolved conservation outcome. Downtown Main Street's retail-and-dining character and the "Married on Main" wedding-tourism identity are documented independently. This page does not state, and does not invent, current hours, admission prices, tour-operator names, or specific event-calendar dates for any venue named above. Confirm current, date- and price-specific detail directly with the Town of Old Saybrook, The Kate, and each individual site before visiting. Nothing on this page is legal, tax, or financial advice.

Find a Local Specialist →