Old Connecticut Path

Reeves Tavern is a historic colonial tavern (now a private residence) in Wayland, Massachusetts. Built in 1762–63, it is one of the town's best preserved examples of an early tavern. It was listed on the National Register of Historic Places in 2016.

The Vokes Theatre, also known as Beatrice Herford's Vokes Theatre, is a 1904 miniature of a London theatre in Wayland, Massachusetts built by and named for Beatrice Herford. The theatre is located on the estate of Herford and her husband, Sidney Hayward.

Broomstones Curling Club is the largest curling club in the Boston area, with a membership of over 400 active curlers, four sheets, and curling leagues every day of the week during the winter curling season. Broomstones is affiliated with the Grand National Curling Club. A unique feature of the club is its origin by and separate maintenance of three separate curling clubs in the area that combined to share resources, but maintain individual identity for national competition purposes.

The Wayland Center Historic District encompasses the predominantly 19th-century village center of Wayland, Massachusetts. Located at the junction of United States Route 20 and Cochituate Road (Massachusetts Route 27), it includes fifteen well-preserved 19th-century buildings that form one of the best-preserved village centers of that period near Boston. It was added to the National Register of Historic Places in 1974.

Wayland is a town in Middlesex County, Massachusetts, United States. The town was founded in 1638, and incorporated in 1780 and was originally part of neighboring Sudbury (incorporated 1639). At the 2020 United States census, the population was 13,943.

The Noyes-Parris House is a historic First Period house located in Wayland, Massachusetts.

Wayland station is a former railroad station in Wayland, Massachusetts. Originally operated by the Central Massachusetts Railroad, it was later part of the Boston and Maine Railroad. The MBTA subsidized service at the station beginning in 1965. It was closed in 1971 when service on the Central Mass Branch was terminated due to poor track conditions. Since 1980, The Wayland Depot, a charitable women's consignment craft shop, has operated out of the station, which is now owned by the Town of Wayland. The Wayland Depot's mission includes preservation of the historic station.

The Hopestill Bent Tavern is a historic First Period tavern (now a private residence) in Wayland, Massachusetts, United States. The oldest portion of this 2+1⁄2-story building was built on this site c. 1710, and consisted of two rooms with a central chimney. Around 1800 a second First Period structure was moved to the site and attached to the first, giving the building most of its present form. The building is also unusual for the period in that some of its rooms have no fireplace, and that the upstairs exhibits evidence of significant reuse of older building materials, a practice that was generally restricted to the attic or basement. The building exhibits modest Federal styling, in keeping with the c. 1800 alterations. Its builder and first proprietor was Hopestill Bent (1672–1725). Hopestill Bent fought in King William's War (one of the French and Indian Wars). Hopestill Bent was the great-grandfather of Silas Bent Jr. and great-great-grandfather of Charles Bent, the trader and first territorial Governor of New Mexico during the Mexican-American WarThe building was listed on the National Register of Historic Places in 1990.

Wayland High School is the public high school for the town of Wayland, Massachusetts, United States. During the 2022-2023 school year, there were 824 students enrolled at the high school. Wayland High School is consistently ranked as one of the best schools in the Boston area. In 2023 Boston Magazine ranked WHS as #4 on their list of "Best Public High Schools in Boston".

Cochituate (; koh-CHIT-choo-it) is a census-designated place (CDP) in the town of Wayland in Middlesex County, Massachusetts, United States. The population was 6,927 at the 2020 census, out of 13,943 in the entire town of Wayland.

The Robert Jenison House is a historic house at 1 Frost Road in Natick, Massachusetts. It is a 2+1⁄2-story wood-frame house, five bays wide, with a side-gable roof, large central chimney, and clapboard siding. The house was built c. 1738 by Robert Jenison. It is one of the town's oldest buildings, and its builder is known to have built a number of other houses in Sudbury and Sherborn. The house was originally part of a 200 acre tract of land that was sold by the Natick Indians despite protests from John Eliot. There is an outbuilding on the property that is marked as the site where Vice President Henry Wilson learned to make shoes.The house was added to the National Register of Historic Places in 1978, where it is listed at 470 Winter Street.