Boston Hollow

The Yale-Myers Forest is a 7,840-acre (32 km2) forest in Northeastern Connecticut owned by Yale University and administered by the Yale School of the Environment. Located in the towns of Union, Ashford, Eastford, and Woodstock, the forest is reputed to be the largest private landholding in the state.The Yale-Myers Forest is managed according to a philosophy of multiple uses, with scientific research and teaching balanced with commercial timber production. The forest is traversed by the hiking path known as the Nipmuck Trail; this route is the only public access allowed except for permitted hunting in season.The Yale-Myers Forest is a component of the Yale Forests system, which also includes the 1,100-acre (4.5 km2) Yale-Toumey Forest in the towns of Swanzey and Keene in New Hampshire, and the 462-acre (1.9 km2) Bowen Forest in Mount Holly, Vermont.Boston Hollow is part of the Yale-Myers Forest.

Lake Chaffee is a small, shallow, man-made lake located approximately 2 miles (3.2 km) northwest of the hamlet of Westford in the town of Ashford in Windham County, northeastern Connecticut. The lake has an area of 54 acres (22 ha) and a maximum depth of 11 feet (3.4 m). Its average surface elevation is 856 feet (261 m) above sea level.

Lake Chaffee is a census-designated place (CDP) in the northwest part of the town of Ashford, Windham County, Connecticut, United States. It is a residential community surrounding Lake Chaffee, a small water body formed in the early 20th century by damming an area of wetlands. Connecticut Route 89 (Ference Road) forms the eastern edge of the CDP, leading north 1.5 miles (2.4 km) to Interstate 84 and south 6 miles (10 km) to U.S. Route 44 at Warrenville. Lake Chaffee was first listed as a CDP prior to the 2020 census.

Ashford is a town in Windham County, Connecticut, United States. The town is part of the Northeastern Connecticut Planning Region. The population was 4,191 at the 2020 census. It was founded in 1714. Eastford was a part of Ashford until 1847, when the former split off to organize its own town. For this reason North Ashford is located in northeast Eastford. Ashford is home to the largest boy scout camp in Connecticut, the June Norcross Webster Scout Reservation; to Paul Newman's Hole in the Wall Gang Camp for children with cancer and other serious illness; to the Salvation Army CONNRI Lodge and Conference Center; and to the Evangelical Christian Center, a retreat, camp and conference center.

Basset Brook is a stream formed at a shallow pond located approximately 1.4 miles northwest of Warrenville, Connecticut, United States,. The brook flows south and east from this pond and eventually to its mouth at the Mount Hope River, with a length of approximately 1.4 miles.

Snow Hill is a 1210' hill located in the NW corner of Ashford, Connecticut and is the highest point in Windham County Connecticut. It is in the Nipmuck State Forest and adjacent to the Connecticut Mountain Laurel Sanctuary. There is an FCC RCO located near the top of the hill.

Natchaug State Forest is a Connecticut state forest located in six towns including Ashford, Chaplin, and Eastford. The Natchaug River runs from north to south along (and in a few cases through) the western border of the main forest parcel. James L. Goodwin State Forest abuts Natchaug State Forest to the south. One of the forest units abuts Mashamoquet Brook State Park in Pomfret.

The Mixer Tavern is a historic tavern, now a private residence, at 14 Westford Road in Ashford, Connecticut. Portions of the building date to 1710, making it one of Ashford's oldest buildings. It is also distinctive for its well-preserved tavern features, and its long history (into the 20th century) as a traveler's accommodation and local meeting point. The building was listed on the National Register of Historic Places in 1994.

Union is a town located in the northeastern part of Tolland County, Connecticut, United States and is part of the Northeastern Connecticut Planning Region and Last Green Valley National Heritage Corridor. The population was 785 at the 2020 census, making it the least populous town and municipality in Connecticut. Union includes the village of Mashapaug located in the Eastern Uplands at the Massachusetts state line. Union is located 33 miles (53 kilometers) northeast of the state capital, Hartford and 67 mi (108 km) southwest of Boston as well as 153 mi (246 km) northeast of New York City.

Knowlton Memorial Hall, also known as Ashford Town Hall, is located at 5 Town Hall Road in Ashford, Connecticut. It was built in 1924 to house town offices and the public library. Construction was made possible by a gift from Charles Knowlton, whose family had lived in the area since the 18th century. When built, it featured a number of modern innovations, including electrical service (generated on site), and steam heat. In addition to town offices and the library, the building also has an auditorium which is used for town meetings. The building was listed on the National Register of Historic Places in 1994.

The Union Green is the town green of the New England town of Union, Connecticut. The Green is a small town-owned wedge at the north end of a triangle park area (known as Union Grove) formed by Town Hall Road, Buckley Highway and Kinney Hollow Road. The Green, Union Grove, and properties to the north along Route 190 are listed on the National Register of Historic Places as the Union Green Historic District. The historic district contains 16 buildings, 3 sites, and 2 objects over an area of 300 acres (1.2 km2).The Old Town Hall (now a historical society museum) is the dominant feature on the Green. Several town buildings, specifically the former town hall, library, Congregational Church, the Union School and former district school, and cemetery, are located around the Green. There are only two houses located around the immediate perimeter of Union Green. The oldest is the one built by Ezra Horton in 1759. The other is a newer house constructed in 1956.Although the larger Union Grove to the west of the green is privately owned, it is used for public celebrations. Also in the Grove near the intersection of Kinney Hollow and Town Hall Roads is a rough-hewn granite slab with a bronze commemorative plaque honoring the site of the first meetinghouse.In addition to serving a commemorative function, the green is used as a meeting place for parades and other town events. An Old Home Day celebration is held at the pavilion on the third weekend of August when there is a barbecue and an evening dance.The green and surrounding buildings are significant as a historic district for their evoking "the location's historic role as the town's political, religious, educational and social center", for preserving examples of architecture, and for 18th century stonecarved funerary art included in the cemetery.: 9 

The Hole in the Wall Gang Camp, based in Ashford, Connecticut, is a nonprofit 501(c)(3) organization, residential summer camp, and year-round center serving children and their families coping with chronic illnesses such as cancer, sickle cell disease and many others.