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5. Castle Hill
Castle Hill is a grand seaside estate in Ipswich. Once known as Agawam to the Native Americans, the area was farmed by settlers as early as the 1600’s, over hundreds of years it transformed from a working farm to a gentleman’s estate, culminating with the 1910 purchase by Robert Crane. Today, the site is occupied by a 59-room mansion built in 1928 in the Stuart-style, also known as restoration architecture for it’s draw from earlier periods. Enjoy a stroll along the grounds of the Crane Wildlife Preserve and the formally landscaped gardens, or tour the first floor of the main house, decorated with period furnishings. Tours include a trip back to 
1929, a look at the home from a servant’s perspective, golf-cart tours of the grounds, and a tour to the cupola on the estate’s roof.
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Boston’s Castle Island Park offers a combination of outdoor recreation and history. No longer a true island, Castle Island has been connected to the mainland since 1928. Visit Fort Independence, constructed in 1833 to replace the original fort from the 1600’s. The fort feel out of use after the Civil War and is now listed on the National Register of Historic Places. Additional activities at the park include swimming at any of the area’s beaches, walking or running along the Pleasure Bay Loop or fishing. There are restroom facilities with showers, playgrounds and picnic areas with grilling stations.
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7. Glendale Falls
The Glendale Falls are among the tallest waterfalls in Massachusetts, found where the smaller Glendale Brook tumbles into the Westfield River. A moderate to strenuous quarter mile hike leads from the trailhead to the base of the falls. Surrounding forests are canopied by beech, birch and hemlock trees with maple, mountain laurel and witch hazel beneath. Cross Clark Wright Road to follow a slightly longer trail through a natural wet meadow that parallels Glendale Brook. While open year round, the spring is the best time to visit the falls. Westfield River is a federally designated Wild and Scenic River, which preserves its free-flowing condition to protect wildlife.
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