Sunnyside and Sunny Side may refer to:

• Sunnyside (1919 film), written, directed and starring Charlie Chaplin
• Sunnyside (1979 film), starring Joey Travolta
• Sunnyside (American TV series), a sitcom that premiered in September 2019
• Sunnyside (Canadian TV series), a sketch comedy TV series
• Sunnyside (novel), a 2009 novel by Glen David Gold
• Sunnyside Records, a New York City jazz record label
• The Sunny Side, a collection of short stories and essays by A. A. Milne

• Sunnyside, Kangaroo Point, a heritage-listed house in Brisbane, Queensland
• Sunnyside, North Adelaide, a heritage-listed home designed by owner-architect F. Kenneth Milne in 1936
• Sunnyside, Queensland, a rural locality
• Sunnyside, South Australia, a hamlet and semi-rural locality
• Sunnyside, Tasmania, a rural locality
• Sunnyside, Western Australia, a rural locality

• Sunnyside, Calgary, Alberta, a neighborhood
• Sunnyside, Surrey, British Columbia, a neighborhood of South Surrey
• Sunnyside, Newfoundland and Labrador, Canada, a town
• Sunnyside, Toronto, Ontario, Canada, a lakefront district
  • Sunnyside Amusement Park (1922-1955) a popular lakeside attraction, including
    • Sunnyside Bathing Pavilion

• Sunnyside Hospital, a mental hospital in Christchurch

• Sunnyside (Hitchin), Hertfordshire, England, a residential area of the market town of Hitchin
• Sunnyside (Luss), a listed building in Scotland

• Sunnyside, Arizona, a populated place
• Sunnyside Plantation, a cotton plantation in Arkansas, United States
• Sunnyside, Fresno County, California, a census-designated place
• Sunnyside, Placer County, California, an unincorporated community
• Sunnyside, San Francisco, California, a neighborhood
• Sunnyside, Denver, Colorado, a neighborhood
• Sunnyside, Florida, an unincorporated community
• Sunny Side, Georgia, a city
• Sunnyside, Georgia, a census-designated place
• Sunnyside (East Chicago), Illinois, a neighborhood
• Sunnyside, Illinois, a former village now part of Johnsburg, Illinois
• Sunnyside, Kentucky, an unincorporated community
• Sunny Side, Maryland, an unincorporated community
• Sunnyside (Aquasco, Maryland), a home on the National Register of Historic Places (NRHP)
• Sunnyside Township, Wilkin County, Minnesota
• Sunnyside, Mississippi, an unincorporated community
• Sunnyside, Nevada, an unincorporated community
• Sunnyside, New Jersey
• Sunnyside, Queens, New York, a neighborhood of New York City
• Sunnyside (Richfield Springs, New York), a home listed on the NRHP
• Sunnyside, Staten Island, New York, a neighborhood
• Sunnyside (Tarrytown, New York)
• Sunnyside (Wendell, North Carolina), a home listed on the NRHP
• Sunnyside, Clackamas County, Oregon, a census-designated place
• Sunnyside, Portland, Oregon, a neighborhood
• Sunnyside, Umatilla County, Oregon, a community
• Sunnyside (Edisto Island, South Carolina), a plantation house listed on the NRHP
• Sunnyside (Greenwood, South Carolina), a home listed on the NRHP
• Sunnyside Township, Pennington County, South Dakota
• Sunnyside (Nashville, Tennessee), a mansion listed on the NRHP
• Sunnyside, Castro County, Texas, an unincorporated community
• Sunnyside, Houston, Texas, a neighborhood
• Sunnyside, Menard County, Texas, a ghost town
• Sunny Side, Waller County, Texas, an unincorporated community
• Sunnyside, Utah, a former city, merged with the neighboring city of East Carbon
• Sunny Side, Virginia, an unincorporated community
• Sunnyside (Charlottesville, Virginia), a home listed on the NRHP
• Sunnyside (Clarksville, Virginia), a plantation house listed on the NRHP
• Sunnyside (Heathsville, Virginia), a plantation house listed on the NRHP
• Sunnyside (Lexington, Virginia), a home listed on the NRHP
• Sunnyside (Newsoms, Virginia), a plantation house and complex listed on the NRHP
• Sunnyside (Washington, Virginia), a farm complex and national historic district listed on the NRHP
• Sunnyside, Washington, a city
• Sunnyside, Fayette County, West Virginia, an unincorporated community
• Sunnyside, Tyler County, West Virginia, an unincorporated community
• Sunnyside, Wisconsin, an unincorporated community

• Sunnyside, Pretoria, South Africa, a suburb of Pretoria

• Coatbridge Sunnyside railway station, in Coatbridge, North Lanarkshire, Scotland
• Sunnyside railway station, New South Wales, Australia
• Sunnyside station (Calgary), in Calgary, Alberta, Canada
• Sunnyside station (Toronto), in Toronto, Ontario, Canada
• Sunnyside station (New York City), a proposed station in Queens, New York, United States
• Sunnyside Yard, an Amtrak-owned coach yard in Queens, New York, United States
• Sunnyside station (Pennsylvania), in Pittsburgh, Pennsylvania, United States

• Sunnyside High School (disambiguation)

• Sunnyside–Tahoe City, California
• Sunnyside–Central Terrace Historic District, Winston-Salem, North Carolina
• Sunny (disambiguation)
• Sunnyside Farm (disambiguation)