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Your September North Shore Getaway is Going to be HOT!

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Things to Do on Cape Ann

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 the 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.

Schooner Festival - Gloucester MA The Annual Gloucester Schooner Festival
Labor Day Weekend (Sep 3-6, 2021)

Dominating Labor Day Weekend, this 3-day festival is Gloucester’s major maritime and sailing event. Organized by the Gloucester Schooner Festival Committee and Maritime Gloucester, the schedule includes free exhibits at Maritime Gloucester, boat parades, fireworks, and of course, the Mayor's Race off Eastern Point for the Esperanto Cup, Ned Cameron Trophy, and Betty Ramsey Trophy.


Rockport Chamber Music Festival - Rockport MA

Rockport Chamber Music Festival
September 3, 9-12, 17-19, 2021

Celebrating 40 years of music, the Rockport Chamber Music Festival features two performances a day with performances by world-acclaimed musicians and groups with moving programs including works by Beethoven, Bach, Vivaldi, Dvorak, Chopin, and much more.


Gloucester Harvest Music Festival - Gloucester MA

Gloucester Harvest Music Festival
September 11, 2021

The Gloucester Harvest Music Festival blends art and music in one of the country’s most unique and rich artist communities. You’re invited to experience Gloucester via this day-long festival showcasing music, arts and culture while supporting our local community hospital (Addison Gilbert Citizens Fund) and community-based outreach programs.


Trails & Sails, Essex Heritage Area Trails & Sails: 10 Days of Exploring Heritage in Essex County
September 19-26, 2021

Explore Essex County's historic, cultural and natural sites through a series of outdoor activities and indoor tours and events during Trails & Sails: 10 Days of Exploring Heritage in Essex Count. Enjoy exploring Cape Ann and other Essex County communities through virtual experiences or small in-person or self-guided tours with safety protocols in place.  


With all of these great happenings (and more!), there is no reason not to visit us for a September getaway to Cape Ann & the North Shore. 

Where to Stay 

Atlantic Vacation Homes offers a wide variety of vacation rental homes across Cape Ann that would be perfect for your North Shore 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.

Atlantic Vacation Homes (AVH) is the premier vacation home rental & real estate company on Boston's North Shore, with over 35 years of creating dream vacations for our guests. Situated a little more than a half-hour’s drive from downtown Boston, the North Shore is the ideal spot for an east coast vacation. We specialize in coastal vacation rentals for families, large groups, and anyone else who wants a beach vacation in Massachusetts.