North Hillsdale Methodist Church

Pine View Farm is a historic home located at Hillsdale in Columbia County, New York. It was built in 1845 and is a 1+1⁄2-story rectangular frame dwelling with a moderately pitched gable roof. The interior features elements of Greek Revival–style details. Also on the property is a former carriage house.It was added to the National Register of Historic Places in 2002.

Dr. Joseph P. Dorr House is a historic home located at Hillsdale in Columbia County, New York. It was built in the early 19th century and is a red brick dwelling with a 2-story main block and 1+1⁄2-story kitchen ell. It features a fully pedimented gable with an elliptically shaped fanlight.It was added to the National Register of Historic Places in 2007.

Hillsdale Hamlet Historic District is a national historic district located at Hillsdale in Columbia County, New York. The district includes 128 contributing buildings, five contributing sites, and two contributing objects. It encompasses the historic core of the hamlet of Hillsdale.It was listed on the National Register of Historic Places in 2010.

Hillsdale is a town in Columbia County, New York, near Hudson, New York and Great Barrington, Massachusetts. State routes 22 and 23 intersect near the town center, which is listed on the National Register of Historic Places. The town has several restaurants and a general store, among other businesses. Hillsdale is known for its hilly landscape and is near Bash Bish Falls, Taconic State Park, and the Catamount Ski Area. The Harlem Valley Rail Trail, a 26-mile bike path in two sections, is located not far from the intersection of routes 22 and 23.

The Hillsdale station was a former New York Central Railroad Harlem Division station that served the residents of Hillsdale, New York.

Catamount Ski Area is a ski resort located on Mount Fray of the Taconic Mountains in Hillsdale, New York and South Egremont, Massachusetts. Catamount is one of three ski areas in the southern Berkshires; the others are Butternut in Great Barrington, and Otis Ridge in Otis. It is one of the few remaining family-owned ski areas in New England. In addition, Catamount is home to one of the largest youth ski race programs in the Northeast.

The North Egremont Historic District is a historic district in Egremont, Massachusetts. It encompasses a crossroads village in the northern part of the town, where the north-south road, now Massachusetts Route 71, connects Kinderhook, New York to points further south, and the east-west road runs from Hillsdale, New York, toward Housatonic, Massachusetts. The district encompasses some 236 acres (96 ha) along these and other roadways near their junction. It was listed on the National Register of Historic Places in 1989.

Emmanuel Lutheran Church of Harlemville and Cemetery is a historic Lutheran church and cemetery at County 21 and Pheasant Lane, Harlemville Road at Ten Broeck Road in Harlemville, Columbia County, New York. The church was built 1871–1873 and is a one-story, rectangular wood-frame building with clapboard siding and a gable roof. It features a square bell tower and is set on a fieldstone foundation. The cemetery holds about 200 burials and is still in use.It was listed on the National Register of Historic Places in 2002.

Mount Fray, 1,893 feet (577 m), also known as Catamount because of the Catamount Ski Area located on its north slope, is a prominent peak of the south Taconic Mountains, located in southwest Massachusetts and adjacent New York. The summit is open and covered in scrub oak; it offers views west over the Hudson River Valley. The sides of the mountain are wooded with northern hardwood tree species. The 15.7 mi (25.3 km) South Taconic Trail passes over the summit of Mount Fray.

The Daniel and Clarissa Baldwin House is a historic house located at 1018 Dugway Road in Spencertown, Columbia County, New York, United States.

Hawthorne Valley Waldorf School (HVWS) is an independent co-educational Waldorf day school set in the foothills of the Taconic Mountains in Ghent, Columbia County, New York, USA. The school offers classes from pre-kindergarten to grade 12. It is accredited by the New York State Association of Independent Schools and by the Association of Waldorf Schools of North America. Founded in 1973, the school is one of the oldest and largest of the approximately 170 independent Waldorf Education schools in North America. The first high school class graduated in 1983. The high school has a boarding program for students from other schools. It has enrolled students from Afghanistan, Canada, China, several European nations and Mexico.

The former Spencertown Academy is located along the NY 203 state highway in Spencertown, New York, United States. It is a mid-19th century building in the Greek Revival architectural style. Founded as a private school for teacher training, it eventually became a public school. It continued to be used in that capacity until 1970. Three years later it was listed on the National Register of Historic Places. It is currently used as an arts center.