This forested western Massachusetts region—which hugs the Connecticut River and includes towns like Amherst, Greenfield, and Northampton—has a dual personality: It’s quiet and quaint, but also boasts a lively cultural scene. “There’s so much to do,” says Tanya Costigan, owner of Westfield-based Bowties and Butterflies Event Planning.
When it comes to charm and tradition, Martha’s Vineyard takes the (wedding) cake. “The combination of history, rolling hills, and the ocean, with what happens when you get all your loved ones on an island for the weekend, creates magical memories,” says Patrie Grace, owner of the Vineyard-based firm With Grace.
Escapism is the appeal here. Just try walking by the Bellevue Avenue mansions without daydreaming about living in Rhode Island’s historical playground for the rich. “It takes you away,” says Christine Ellingwood, owner of Warwick-based Planned to Perfection.