Town and Country in San Diego, CaliforniaCourtesy Town and Country San Diego
With two kidney-shaped pools, a kitschy lawn filled with 80 plastic flamingos, and a giant wooden statue called Riki Tiki that harkens back to the heyday of tiki bars, Town & Country resort in San Diego embodies the best of the 1960s. In celebration of its 50th anniversary in 2020, the hotel will undergo an $80 million renovation that includes the addition of a vintage camper converted into a bar. Locals embrace the hotel’s quirky marquee known for its humorous messages, like “There’s no way everybody was kung-fu fighting.” San Diego is one of the 30 must-see places for families around the United States.
Sunriver Resort in Sunriver, Oregonvia destinationhotels.com
Families flock to Sunriver Resort every summer to reconnect over retro-cool activities like tie-dye (shirts, socks, and bandannas), lawn games (croquet, Twister, and horseshoes), and board games (Clue, Sorry, and Battleship). Opened in 1968, the Destination Hotel property celebrates its 50th anniversary this summer with live ’60s music, retro costume contests, ’60s trivia nights, and era-appropriate food and drinks specials such as Harvey Wallbanger cake and ambrosia. Find out how to make family vacations affordable.