Shop Local This Small Business Saturday in Gloucester, MA

November 05, 2025 / Things to Do & See

Small Business Saturday is just around the corner, and there’s no better place to celebrate than right here in Gloucester, Massachusetts. On Saturday, November 29, join us in supporting the independent shops, restaurants, and artists that give our coastal community its charm.

Founded in 2010, Small Business Saturday is a national movement encouraging people to shop small during the holiday season. Every purchase made at a local store or meal shared at a neighborhood restaurant directly supports the people who make Gloucester such a special place to visit — and to call home. Whether you’re shopping for unique gifts, grabbing a cozy drink, or treating yourself to a delicious meal, your dollars make a big impact in keeping our downtown thriving year-round.

As you stroll around town, pop into locally owned boutiques, art galleries, and specialty shops, many of which will be offering special promotions and holiday treats to celebrate the day.

Small Business Saturday Specials Around Gloucester

Downtown Gloucester

Cape Ann Olive Oil Co. is a go-to destination for holiday shopping downtown with an olive oil tasting bar, specially curated gifts, and more.

Gloucester Apparel at 44 Main Street will be offering a free item (min $25 bonus item value) with purchase of quarter zip or jacket.

goodlinens studio offers beautiful, useful products for kitchen, bath, home and gift. The shop’s unique mix of products includes their own line of 100% linen bath and kitchen towels, quality kitchen and bath goods, and so much more.

Jane Deering Gallery presents contemporary art by established and emerging artists. Gallery hours Friday & Saturday 1-5pm: Sunday 1-4pm and always by appointment at 917-902-4359.

Local Colors is a favorite spot for holiday shopping with pieces created by Gloucester and Cape Ann Artists. The shop features paintings, photography, cards, jewelry, and so much more.

Mark Adrian Shoes is excited to kick off the holiday season on Black Friday and Small Business Saturday! And of course we’ll be open late for Ladies’ and Men’s nights. Slippers, boots, socks, and gift certificates are a guarantee to make everyone on your list smile. We are preparing some specials for the holiday season, so come on by!

Turner’s Seafood Market can be found just blocks from Gloucester’s picturesque waterfront. Shop for the freshest, best-tasting, authentic New England seafood with prepared dishes perfect for the holidays.

Turtle Alley Chocolates offers homemade chocolates made with love daily. From the creamiest caramel to the smoothest fudge, and everything in between, Turtle Alley has got you covered!

Rocky Neck

Rocky Neck Art Colony offers an eclectic mixture of history and culture—Check their website for upcoming exhibitions, news on this year’s Holiday Art Trek, and more.

East Gloucester

Common Crow Natural Market is a one-stop shop for natural, local, organic, and fair-trade provisioning. Shop for everything you need for the perfect holiday meal or find the perfect gift in their natural health and beauty section.

Happy Valley is your one stop shop for a premium cannabis experience. They grow and cultivate their own products and are proud to be High Times 2022’s most awarded cannabis brand in Massachusetts.

Second Glance Thrift Store features an ever-changing inventory from clothing to jewelry, from housewares to furniture, from books and games to music. All proceeds from sales support local hunger-relief programs available through The Open Door.

West Gloucester

Reverie 73 is your local cannabis dispensary open in Gloucester at 73 Essex Ave. Explore cannabis at the store, and learn more about their curated customer experience.

Make a Day of It

After shopping, refuel at one of Gloucester’s local cafés, grab lunch by the harbor, or unwind with a drink at one of our waterfront restaurants. Small Business Saturday is more than a shopping day; it’s a celebration of community as we support the local businesses that make Gloucester a special place to live and visit.