6 Best Sights in The Litchfield Hills, Connecticut

Dr. Frederick Shepard Dennis, the former owner of these 240 acres and a noted New York surgeon, lavishly entertained his guests—among them President William Howard Taft and several Connecticut governors—in the stone pavilion at the summit of the estate. From its 1,627-foot height, you have a panoramic view of Haystack Mountain and parts of New Hampshire to the north and, on a clear day, New Haven Harbor about 60 miles south. Picnic on the park's grounds or hike one of its many trails. Autumn foliage here is spectacular!

One of the most spectacular views in the state can be seen from the 34-foot high stone tower atop Haystack Mountain (1,716 feet). You can see the Berkshires in Connecticut and Massachusetts, as well as peaks in New York and the Green Mountains of Vermont. A winding road will get you halfway there; then hike the rugged, half-mile trail to the top.

The park is marked by its tall pine trees near the Housatonic River and has terrific riverside campsites (seasonal). Fly-fishers consider this 2-mile stretch of the river among the best places in New England to test their skills catching trout and bass (license required).

This is a family-friendly park: no alcohol allowed.

Heading north from Kent toward Cornwall, you'll pass the entrance to 295-acre Kent Falls State Park, where you can walk across a covered bridge, hike a short way to one of the prettiest waterfalls in the state, and picnic in the green meadows at the base of the falls.

The 95-acre parkland surrounding idyllic Lake Waramaug, one of Connecticut's largest and most picturesque natural lakes, is a great place for swimming, boating, fishing, and picnicking. The park has 76 campsites in wooded and open settings (with bathrooms and showers available) that are available from Memorial Day through Labor Day; canoes and kayaks can be rented on-site in summer, too.

Early-season trout fishing (license required) is superb at 2,300-acre Macedonia Brook State Park, where you can also hike and cross-country ski. The Blue Trail crosses several peaks, and you can see as far as the Catskills and Taconics in neighboring New York State. The expansive mountain views are amazing year-round; the leaves are magnificent in the fall.