The original, open-air mall was built by Sol Atlas and opened in 1960, anchored by a Caldor discount department store and a Stop & Shop supermarket at opposite ends. In 1962, the sixth branch of the Alexander's department store chain opened.
In 1981, the mall was made enclosed. The mall underwent a renovation in the late 1980s which added the Skyview Cafe food court, and lost anchor Alexander's.
A $118 million 480,000-square-foot (45,000 m2) expansion project took place in 2005–2006, adding:
an additional level of parking
a 75,000-square-foot (7,000 m2) third floor to Macy's
a large extension to the building with a 55,000-square-foot (5,100 m2) movie theater (Connecticut Post 14, replacing the Milford Fourplex, previously located in an adjacent building. Was Cinema De Lux, now a Rave Cinema owned by Cinemark ), a new food court, and two more anchors, Dick's Sporting Goods and Target.
The Rave Cinemas theater is a 14 screen theatre, including a 30-foot by 60-foot curved screen IMAX auditorium, with enhanced audio and digital projection. In 2006, the theatre opened as a Cinema De Lux. By Late 2009/Early 2010, the theatre was sold to Rave Cinemas. In 2010, Harry Potter and the Deathly Hallows – Part 1 was the first movie shown after the conversion of one auditorium to IMAX was completed in November, 2010. It is one of only four IMAX format screens in the state of Connecticut. In 2013, the theatre was bought by Cinemark and the Rave brand was kept.