Conway Farms Golf Club

Lake Forest Academy (also known as LFA) is a co-educational college preparatory school for boarding and day students in grades 9 through 12. The school is located on the North Shore in Lake Forest, Illinois, United States, about 30 miles north of Chicago. As of the 2019–2020 school year, the school enrolled 435 students, with the students coming from 13 states and 35 countries. This school is among the most selective boarding schools in the United States. The current head of school is Christopher O. Tennyson. The school is accredited by the National Association of Independent Schools (NAIS), Independent Schools Association of the Central States (ISACS), and the Secondary School Admission Test Board (SSATB).

Lake Forest is a railroad station in Lake Forest, Illinois, served by Metra's Milwaukee District North Line. The station is located on 10205 North Waukegan Road (IL 43), and is 28.4 miles (45.7 km) away from Chicago Union Station, the southern terminus of the line. In Metra's zone-based fare system, Lake Forest is in zone F. As of 2018, Lake Forest is the 82nd busiest of Metra's 236 non-downtown stations, with an average of 607 weekday boardings.As of December 12, 2022, Lake Forest is served by 45 trains (21 inbound, 24 outbound) on weekdays, by all 20 trains (10 in each direction) on Saturdays, and by all 18 trains (nine in each direction) on Sundays and holidays. Four inbound trains originate here, and four outbound trains terminate here, on weekdays. Additionally, one inbound train originates from here with one outbound train terminating here on Saturdays. Another Lake Forest station exists along the Union Pacific North Line east of this station. Therefore, this station can also be referred to as West Lake Forest station. No bus connections exist here, nor is there any connection to the East Lake Forest station. However parking is available along Telegraph Road along the west side of the tracks, and the station is accessible from North Waukegan Road through Settler's Square on the east side of the tracks. Lake Forest is the northernmost Metra station to be located on the C&M Subdivision, and serves as an emergency stop for Amtrak's Empire Builder and Hiawatha Service trains. Since 2010, Amtrak has had plans for its Hiawatha trains to stop at Lake Forest, but as of 2022 has yet to come to fruition. Metra has proposed the construction of crossovers at Lake Forest to make the station better suited to turning trains around.

The Mildred and Abel Fagen House is a historic house at 1711 Devonshire Lane in Lake Forest, Illinois. The house was built in 1948 for Mildred Fagen, a patron and leader in the local arts community, and her husband Abel, a textile broker. Prominent Modern Movement architects Keck & Keck designed the house, which was heavily influenced by Frank Lloyd Wright's Usonian work. The one-story house has a flat roof with overhanging eaves, giving it a horizontal emphasis that reflects the area's flat landscape. The house's use of natural materials such as wood, glass, and limestone and its lack of ornamental features continue the emphasis on blending in with its surroundings. The interior design includes a low-ceilinged foyer leading to a larger dining room, stone fireplaces used as focal points, and a narrow hallway leading to the bedrooms, all of which were typical elements of Wright's Usonian plans.The house was added to the National Register of Historic Places on February 4, 2021.

Kennedy is an unincorporated community in Lake County, Illinois, United States. It is at the intersection of Illinois Route 43 and Illinois Route 60.

The Clifford Milton Leonard Farm is a historic farm at 550-579 Hathaway Circle in Lake Forest, Illinois. The gentleman's farm was built in 1923-26 for Clifford Milton Leonard; at the time, gentleman's farms were a popular pastime for America's wealthiest citizens, and Leonard, the head of several oil and banking companies, was no exception to this rule. The property includes three cottages, a large round barn, a smaller carriage barn, and several outbuildings and smaller structures; while its original plans included a main house as well, it was never built. Architect Ralph Varney designed the buildings in the French Renaissance Revival style, using elements such as stone and brick exteriors, steep hip roofs, and flared eaves. Noted landscape architect Jens Jensen planned the farm's layout.The farm was added to the National Register of Historic Places on August 10, 2000.

Deerpath Hill Estates is a residential development in western Lake Forest, Illinois. Developer Henry K. Turnbull and architect Stanley D. Anderson planned and built the original development in 1926. Turnbull and Anderson designed the development according to the principles of the City Beautiful Movement and the ideas of Howard Van Doren Shaw, Anderson's mentor. The individual houses were designed in popular revivalist styles, including English Tudor, Colonial, and French Norman. The development was the first in Lake Forest to be planned and controlled entirely by its developer.

Halas Hall (officially the PNC Center at Halas Hall) is a building complex in Lake Forest, Illinois, that serves as the headquarters of the Chicago Bears of the National Football League (NFL). The 38-acre complex opened on March 3, 1997 and was expanded in 2013 and 2018.

Middlefork Savanna is a of 687 acres (278 ha) nature preserve in Lake Forest, Illinois. Several biomes including oak savannas, dry-mesic prairies, wet-mesic prairies, marshes, deciduous woodlands, and sedge meadows as well as a portion of the North Branch of the Chicago River are found in the preserve. The Middlefork Savanna also contains 25 acres (10 ha) of the “highest quality tallgrass savanna of its kind” in the United States. Such ecosystems are globally endangered. The preserve includes 5.5 miles of gravel trails for hiking and cross-country skiing as well as 4.2 miles of trails for biking. It is managed by Lake County Forest Preserves.

Mettawa is a village in Lake County, Illinois, United States. Per the 2020 census, the population was 533. The village maintains trails for pedestrian, bicycle and equestrian usage. Five forest preserves of the Lake County Forest Preserve District are located within village boundaries.

The House at 965 Castlegate Court is a historic house located at 965 Castlegate Court in the Deerpath Hill Estates development in Lake Forest, Illinois. Developer Henry K. Turnbull, who planned the original section of Deerpath Hill Estates, built the house in 1930. The house is located at the northern entrance to the First Addition to Deerpath Hill Estates; it is technically outside of the development, and was marketed as being in the "Deerpath Hill Estates district". It is the only house Turnbull built outside of the original three sections of Deerpath Hill Estates; its location served to draw potential buyers into the estate from Waukegan Road. The house has a Colonial Revival design in keeping with the revivalist styles used in the development; its design features two stone-faced gables and a developed cornice.The house was added to the National Register of Historic Places on May 12, 2006.

The Frank Hibbard Estate House is a historic house located at 301 North Chiltern Drive in the Deerpath Hill Estates development in Lake Forest, Illinois. The house was built in 1903 for Frank Hibbard of Hibbard, Spencer, Bartlett & Company, which later became True Value Hardware. Architect George Lyon Harvey designed the house in the Mediterranean Revival style; his design featured a terra cotta roof, decorative iron window coverings, and several porches. In 1929, developer Henry Turnbull purchased the property. Turnbull divided the property, which originally occupied a 21-acre (8.5 ha) plot, to create the Second Addition to Deerpath Hill Estates. Architect Stanley Anderson, a colleague of Turnbull and the developer of the original Deerpath Hill Estates, modernized the house in keeping with its Mediterranean design.The house was added to the National Register of Historic Places on May 12, 2006.

The House at 380 Chiltern Drive is a historic house located at 380 Chiltern Drive in the Deerpath Hill Estates development in Lake Forest, Illinois. Developer Henry K. Turnbull and architect Stanley D. Anderson, the planners of the original Deerpath Hill Estates development, built and designed the house in 1930 as part of the development's second addition. The house has a French Norman Revival design in keeping with the revivalist styles used throughout the development; its design features a stair tower, steep roofs with flared eaves, and wall dormers with casement windows. The house is the only one built and designed by Turnbull and Anderson in the second addition and was the last house built by the duo before the Great Depression bankrupted Turnbull.The house was added to the National Register of Historic Places on May 12, 2006.