The first hints of autumn can often be bittersweet, as our last days of summer slip away and we start to re-focus on school, work and the winter ahead. But on Boston’s North Shore, September brings a slew of activities so fun and exciting that our light-hearted feelings of summer will linger all the way through the month. From schooner races to music festivals, here are some of the reasons that the North Shore stays hot, regardless of what the calendar says. Plan your September Cape Ann getaway today!
 | The Annual Gloucester Schooner Festival Labor Day Weekend (Aug 28 – September 1, 2024) | |
 | Trails & Sails: 16 Days of Exploring Heritage in Essex County September 14-29, 2024 | |
 | Live Music Cape Ann offers a wide variety of concerts and other live music events at such venues such as The Cut, Minglewood Harborside, Mile Marker One, Cape Ann Symphony, and more. Check out the Rockport Celtic Festival at the The Shalin Liu Performance Center from September 12-15, 2024. | |
 | Live Theater Immerse yourself in thrilling theater performances, both indoors and out at Gloucester Stage, Lanes Coven Theater, North Shore Music Theatre, The Larcom Theatre. Check venues for show details. |
Where to Stay
Atlantic Vacation Homes offers a wide variety of vacation rental homes across Cape Ann that would be perfect for your September Cape Ann getaway. Atlantic Vacation Homes’ wide selection of vacation rentals is fantastic, but the lower post-Labor Day rates are even better! To book your accommodations, simply view available rentals and enter your desired dates to get a quote. You can also call toll-free at (855) 853-9143 to speak with a Guest Experience Specialist.
