The Chelmsford Historical Society is dedicated to preserving the historical heritage of Chelmsford and the greater Merrimack Valley. The society is headquartered in Barret-Bryan Homestead, which also serves as a local history museum and a historic house museum. The society also owns and operates the Old Mill Stream, the location of the first saw mill in the town.

The society offers guided tours, exhibit, and special events including walking tours and open houses. The website offers visitor information, a photo album of historic Chelmsford, and an events calendar.

The Myles Standish Monument is located on the top of Captain's Hill and commemorates Captain Myles Standish, the military leader of Plymouth Colony. The monument was completed in 1898, and today is open to visitors during the summer months. The monument features a small viewing area at the top with a spectacular view of the Massachusetts coastline.

The monument offers guided tours during the summer months and interpretive programs. The website offers a brief history of the monument as well as visitor information.

Built as a country estate in 1770, Quincy House was originally surrounded by fields and pasture overlooking Quincy Bay. Its architectural details, including a Chinese fretwork balustrade and classical portico, befit the status of the man who built it, the Revolutionary leader Colonel Josiah Quincy. For generations, the Quincys, like the Adamses, to whom they were related, played important roles in the social and political life of Massachusetts. The family produced three mayors of Boston and a president of Harvard. Much of the historical information pertaining to the house and family was documented in the early 1880s by Eliza Susan Quincy. She kept journals, inventoried the contents of the house, commissioned photographs of the interior, and persuaded relatives to return heirlooms so that the house could become a repository of Quincy family history.

The house offers tours and educational programs.

Gore Place consists of the 1806 Federal-style home, estate, and farm of Massachusetts Governor and U.S. Senator Christopher Gore (1758-1827). Significant guests of the Gores included Secretary of State Daniel Webster and President James Monroe. The Gores' African American butler Robert Roberts wrote and published the The House Servant's Directory, a type of domestic servant's advice compilation, in 1827.

The site offers period rooms, guided mansion tours, self-guided tours of the grounds, sheep, goats, poultry, a 40-minute living history outreach presentation by "Robert Roberts," a 2-hour elementary school education program, student group tours of the mansion, 11 Girl Scout programs, activity backpacks for use on site, full moon tours, and Jane Austen tours. Full moon tours are not intended for children under six years of age. The Jane Austen tours interpret period rural life through the words of author, Jane Austen. The website offers a free curriculum program, descriptions of the ways in which various programs meet curriculum standards, and a list of suggested reading and viewing materials.

The Greek Revival Rotch-Jones-Duff House was built in 1834 for whaling merchant William Rotch, Jr. The interior is furnished to the different periods of the residence's occupation (1834-1981). The home was also occupied in turn by the Jones and Duff families, ship's agents and coal, whale oil, and oil transportation professionals. The surrounding gardens most closely reflect the period 1851 to 1935.

The museum offers period rooms, exhibits, 30-minute self-guided tours of the home, gardens, one-hour guided group tours, guided group tours with tea or a luncheon, fourth and fifth grade educational programs, lectures, and educational programs. The website offers background information for the educational programs.

The Isabella Stewart Gardner Museum presents 30 centuries of decorative arts, paintings, sculptures, tapestries, furniture, and other works of art. Collections include more than 2,500 works; and particular strengths include Italian Renaissance paintings and works by James McNeill Whistler and John Singer Sargent. Other artists represented include Titian, Rembrandt, Michelangelo, Raphael, Botticelli, Manet, and Degas. The museum also supports modern art, music, and scholarship.

The museum offers exhibits, lectures, educational programs, self-guided tours, thematic guided tours for students, and audio tours. Reservations are required for school tours. The website offers partial collection listings with images, virtual exhibits, podcasts, audio files of classical music, and inspiration for ways to include the museum in classroom curricula.

The Yellow Room and Macknight Room are currently closed for preservation.

The 8-acre grounds of Fort Revere Park contain a water tower, military museum, and the remains of two coastal forts.

The park offers an observation deck, exhibits, and a picnic area. Appointments are needed for weekday visits to the water tour and/or museum.

Old Sturbridge Village, which depicts New England life between 1790 and 1840, is one of the largest living history museums within the United States. Covering 200 acres, the site includes 59 historic buildings and three water-powered mills. Buildings range from residences and trade shops to a local law office. Animals on site include sheep, pigs, and heritage-breed turkeys. The museum collections include more than 60,000 artifacts.

The village offers orientation tours, period rooms, exhibits, costumed interpreters, demonstrations, hands-on history activities, educational programs, outreach programs, a children's summer camp, Scout programs, custom teacher workshops, picnic sites, food for purchase, and boxed lunches by advance order. Wheelchairs are available upon request, and a sign language interpreter can be present given at least two weeks advance notice. More than half of the structures allow for wheelchair entry. A guide listing accessible and partially accessible sites is available on the website. Reservations for teacher workshops must be made at least four weeks in advance. The website also offers a virtual tour; an extensive database of research, historic documents, and historic images; historic recipes; pre- and post-visit activity suggestions; curriculum plans; and children's activities.

The Essex Ship Building Museum chronicles the history of the most successful industry in the town of Essex, the shipbuilding industry, and the history of Essex more generally.

The museum offers educational programs, guided tours, professional development for teachers, occasional presentations, and evening classes on a variety of topics. The website offers visitor information, information regarding all programs offered by the museum, and a calendar of events.

The Freedom Trail Foundation operates the Freedom Trial, a 2.5-mile path through Boston, Massachusetts, which includes 16 historical sites. These sites are the Boston Common, the oldest public park in the U.S.; the 1798 State House; Park Street Church; the Granary Burying Ground, resting place of John Hancock, Paul Revere, Samuel Adams, and the Boston Massacre victims; King’s Chapel and Burying Ground; Boston Latin School, the country's first public school—where Benjamin Franklin once studied; the Old Corner Book Store; the Old South Meeting House, starting point of the Boston Tea Party; the Old State House; the Site of the Boston Massacre; Faneuil Hall, meeting hall and marketplace; the Paul Revere House, Revere's home at the time of his famous 1775 ride; the Old North Church where Revere alerted his countrymen to British invasion; Copp's Hill Burying Ground, where nearly 1,000 free African Americans are buried; the USS Constitution or “Old Ironsides” and a corresponding museum; and the Bunker Hill Monument, which commemorates the June 17, 1775 battle.

The foundation offers educational programs, one-hour interactive outreach performances, walking tours, and audio tours. The website offers informative articles for children, suggested reading, a curriculum guide for purchase, and podcasts.

The following sites along the trail also offer interactive educational programs: the State House, the Old South Meeting House, the Old State House, Faneuil Hall, the Paul Revere House, the Old North Church, the USS Constitution, the USS Constitution Museum, and the Bunker Hill Monument.