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Guilford combines a historic townscape with extensive hiking areas, coastal parks and tidal wetlands. The Historic Town Center District is centered around Guilford Green; more than 250 commercial and residential buildings line the surrounding streets. Culture lovers can also visit historic houses and museums or join guided walking tours. Those who prefer spending time outdoors can choose from trail networks of varying lengths, a short loop trail and activities along Long Island Sound.

History around Guilford Green

The Henry Whitfield House dates to 1639, is a National Historic Landmark and is associated with the founding of the community. It is considered the oldest house in Connecticut and the oldest stone house in New England. The house is closed for restoration work. The Henry Whitfield State Museum Visitor Center, with its gift shop and archaeology exhibit, is open Monday through Friday from 10 a.m. to 4 p.m.

The Dudley Farm Museum (1844) also offers a glimpse into Guilford’s agricultural heritage, representing the era of westward expansion and reform. On the volunteer-led Guilford Walking Tours, visitors explore 375 years of the community’s history. The Historic Town Center District adds to these points of interest with its larger collection of commercial and residential buildings around the Green.

Events throughout the year

The Guilford Fair is an agricultural fair founded in 1859 and considered Connecticut’s second-oldest agricultural fair. It takes place every year on the third full weekend in September at the Fairgrounds in historic Guilford. The Craft Expo offers another seasonal event: held every July on Guilford Green, it showcases the work of more than 180 of the country’s most renowned artisans. The two events bring different highlights to the calendar: September for the agricultural fair, July for crafts.

Trails and protected landscapes

The published trail lengths offer a clear comparison among several areas. Westwoods encompasses 1,200 acres of forest and 39 miles of trails; its land is owned by the Guilford Land Conservation Trust and the State of Connecticut. The 583-acre East River Preserve, owned and managed by the Town of Guilford, has 7.6 miles of trails. Part of the preserve is on the Menunkatuck Trail, a section of the New England Trail.

Bluff Head & Northwoods covers 630 acres and is managed by the Guilford Land Conservation Trust. The area borders land owned by the Regional Water Company and offers 14 miles of trails, including a section of the Mattabesett Trail (New England Trail). An overlook offers views of Hartford and Long Island Sound. With 39 miles in Westwoods, 14 miles at Bluff Head & Northwoods and 7.6 miles at the East River Preserve, trail lengths vary considerably. The 111-acre Salt Meadow Sanctuary adds a one-mile loop trail to these areas; it is owned and managed by Audubon Connecticut.

The Guilford Salt Meadows Sanctuary lies along the East River, a tidal river that drains into Long Island Sound. Its wetlands are remnants of the once nearly continuous salt and brackish marshes along the Atlantic coast from Maine to Georgia. They support specialized salt-marsh vegetation and wildlife. The sanctuary therefore combines a short loop trail with a landscape whose ecological distinctiveness also reflects its former extent.

Coastal parks and other activities

Chittenden Park is a 14-acre coastal park with sports fields, bocce courts and a boardwalk to Long Island Sound. It is also the southern gateway to the National New England Trail. Jacobs Beach is a 25-acre coastal park with a beach, bathhouse, picnic shelter, half basketball courts, playground, volleyball court and kayak racks for rentals. Admission is charged.

Lake Quonnipaug is a 41-acre park with restrooms, canoeing, kayaking, pedal boats, fishing, hiking, a picnic area and swimming; admission is charged here as well. Those looking to compare a coastal landscape with trails and wetlands to a park offering a wide range of recreational activities will find different features at these locations.

Food and seasonal pick-your-own

On the Connecticut coast, Bishop’s Farm Market is open year-round. Its offerings include local products, everyday groceries, farm products, wine and cider, prepared foods and baked goods. Seasonal products and services may vary. At Bishop’s Pick-Your-Own, visitors can pick their own fruit and flowers at picturesque orchards in Guilford; availability and hours vary by season.

Discover more destinations: Cheshire, Milford, Waterbury, Naugatuck, Branford, Southbury, Wallingford, Hamden.

For the main travel overview: New Haven.

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