Buttonball Tree

Sunderland is a town in Franklin County, Massachusetts, United States, part of the Pioneer Valley. The population was 3,663 at the 2020 census. It is part of the Springfield, Massachusetts Metropolitan Statistical Area. Sunderland was first settled in 1713 and was officially incorporated in 1718. It was first known as Swampfield, a name which is now honored by Swampfield Road, but the name was changed to attract more residents. It was renamed in honor of Charles Spencer, the Earl of Sunderland. Historically, the land was largely used for farming. Before the incorporation of Leverett in 1774, that town was a part of Sunderland's territory.

North Star Self-Directed Learning for Teens is a self-directed learning center in Sunderland, Massachusetts, founded in 1996. The mission of North Star is to help teenagers find ways to learn and excel outside of traditional middle school and high school. It offers a non-coercive learning environment without required classes, grades or tests. Members range in age from 11 to 19 years old. Both previously-schooled teens and long-time homeschoolers attend the center. As of 2015, North Star has over 60 members and over 500 alumni from all over the Pioneer Valley and beyond. North Star was founded by two Massachusetts middle school teachers who were frustrated with a system that forced students to attend their classes. In contrast, North Star supports teenagers to self-direct their education, offering a program of optional classes, tutoring, trips and community events, taught and organized by North Star's professional staff and an extensive network of volunteers. Each North Star member is paired with an advisor who supports and encourages the teen as they transition to self-directed learning. The center is funded through sliding-scale tuition and donations.

The Sunderland Center Historic District encompasses the historic center of the farming town of Sunderland, Massachusetts, on the plains of the Connecticut River. The multi-acre district runs along North and South Main Street (Massachusetts Route 47), roughly from Old Amherst Road to North Silver Lane, and includes Bridge Street and the Sunderland Bridge across the river. The properties in the district largely still follow the plan of the town when it was first laid out in 1714. The predominant architectural style in the district is Greek Revival, but there are fine examples of Georgian and Federalist architecture, as well as a number of late 19th and early 20th century architectural styles. The district was listed on the National Register of Historic Places in 2002.The area that became Sunderland was occupied by Native Americans until the 1670s, when it was purchased from them by English settlers; the single largest purchased traded much of the land for 80 fathoms of wampum. The settlement, known as Swampfield, was abandoned during King Philip's War (1675–78), and was not reestablished until 1714. At that time, Main Street was laid out along what had been a Native American trail, with a width of eight rods, and land parcels with frontage of fourteen rods were allotted to settlers. Land for the town cemetery was set aside, as was common land and a parcel for a minister. This basic plan is still visible in the lot divisions of the town center, although most of the lots have been divided, halving their frontage.

The Sunderland Bridge is a crossing over the Connecticut River in western Massachusetts, connecting the towns of South Deerfield and Sunderland, carrying Massachusetts Route 116.

Mount Sugarloaf State Reservation is a state-owned, public recreation area managed by the Massachusetts Department of Conservation and Recreation located in South Deerfield, just west of the Connecticut River. The state park includes the summits of North Sugarloaf Mountain and South Sugarloaf Mountain, as well as 1.75 miles of frontage on the Connecticut River and two river islands. The park is part of a larger park designation called the Connecticut River Greenway State Park. Portions of the park property along the river are used by the University of Massachusetts Amherst for agricultural research.

Sugarloaf Mountain or Mount Sugarloaf, is a butte-like mountain located in South Deerfield, Massachusetts, United States, with two summits, North Sugarloaf Mountain 791 ft (241 m) and its more popular knee, South Sugarloaf Mountain 652 ft (199 m). Its cliffs, made of arkose sandstone, are a very prominent landscape feature visible for miles. Despite low elevations relative to the Berkshire Mountains to the west, dramatic cliff faces and a rise of 500 feet (150 m) to 600 feet (180 m) from the nearby Connecticut River make the mountain a popular tourist and hiking destination. Sugarloaf Mountain is the southern terminus of the Pocumtuck Range.

South Deerfield is a census-designated place (CDP) in Deerfield, Franklin County, Massachusetts, United States. It is home to the Yankee Candle Company. At the 2010 census, the population of South Deerfield was 1,880.South Deerfield is part of the Springfield, Massachusetts Metropolitan Statistical Area.

St. Stanislaus Bishop & Martyr's Church is a church designated for Polish immigrants in South Deerfield, Massachusetts, United States. Founded 1908, it is one of the Polish-American Roman Catholic parishes in New England in the Diocese of Springfield in Massachusetts. The Parish name was changed in 2009 to Holy Family Parish, to accommodate the pastoral planning project of the Bishop of Springfield, Timothy McDonnell.

Union 38 is a school district that serves Franklin County, Massachusetts. It operates 5 schools, 4 of which are elementary schools, and one regional high school.

Mount Toby, 1,269 feet (387 m), is the highest summit of a sprawling collection of mostly wooded hills and knolls that rise from a distinct plateau-like upland in the towns of Sunderland and Leverett, Massachusetts, just east of the Connecticut River. This mountain mass, part of the Metacomet Ridge geology, is oval shaped and roughly three miles by two miles wide. Although three of the subordinate peaks have names of their own (Roaring Mountain, Ox Hill, Bull Hill), none of them are noteworthy on their own, and the designation “Mount Toby” is most often used (locally and formally) to describe the entire geologic mass. This article, therefore, describes the entire Mount Toby upland. Mount Toby is notable for its high biodiversity, attractive woodlands, waterfalls, and its glacial kettle ponds (most notably Cranberry Pond). Although the summit is wooded, there is a fire tower, open to the public, which provides 360-degree views of Amherst and the Holyoke Range in the south; the Connecticut River and Mount Sugarloaf to the west; Mount Snow, Mount Ascutney, and Mount Monadnock in the north; and the nearby Peace Pagoda in Leverett to the east. Additionally, there are several cliffs located on the lower south and southwest facing slopes overlooking the Connecticut River Valley and the town of Sunderland.

The Robert Frost Trail is a 47-mile (76 km) long footpath that passes through the eastern Connecticut River Valley of Massachusetts. The trail runs from the Connecticut River in South Hadley, Massachusetts to Ruggles Pond in Wendell State Forest, through both Hampshire and Franklin County and includes a number of scenic features such as the Holyoke Range, Mount Orient, Puffer's Pond, and Mount Toby. The trail is named after the poet Robert Frost, who lived and taught in the area from 1916 to 1938.