Wellesley isn’t exactly a roadtrip destination town, but when people need to stay here, they really, really want to stay right here. Unfortunately, that presents a challenge. Because there are three colleges—Babson College, Wellesley College; and MassBay Community College; a grade 5-12 boarding school—Dana Hall; and the ABC boarding program associated with the public schools—demand for rooms happens at all the same times. Move in/move out time and graduations are especially in-demand dates.
Where to stay in Wellesley (where, indeed?)
Wellesley doesn’t have much in the way of traditional hotels. The Wellesley Inn is no longer (torn down in 2006). The Wellesley College Club used to have simple accommodations, but that resource closed during COVID, and the website says it will remain so during the 2023-24 academic year.
That leaves the 211 guest rooms at Babson College. You’ll have to compete with the many conferences the 4-year business school hosts, so good luck.
We checked airbnb recently (Sept. 2023), and saw a few options, so maybe you can get lucky with that.
Where to stay beyond Wellesley
Natick: There’s a nice Hilton property on route 9, across the street from the Natick Mall (5 miles from Wellesley Square)
Needham: Marriott has a Residence Inn with plenty of suites. (6.5 miles from Wellesley Square)
Newton: For close proximity to Boston, try the Sheraton Four Points. (9.3 miles from Wellesley Square)