Antiques at Post Office Square 17 Post Office Square, Chatham, MA 02633, 508-945-3733, Housed in an historical building, this welcoming antique shop offers an array of home accents, artwork, and rare collectibles.

Kahn Fine Antiques and Works of Art 582 Main Street, Chatham, MA 02633, 508-945-6450, Visit this award-winning antique shop for an unbelievable collection of museum quality antiques and art pieces. You will find treasures from the 17th, 18th, and 19th centuries, all carefully selected and beautifully displayed, at Kahn Fine Antiques and Works of Art. more...

Maps of Antiquity 1409 Main Street (Route 28), Chatham, MA 02633, 508-945-1660, With over 4,000 maps in stock, this remarkable store is known for an incomparable selection of authentic maps, some dating back as early as the 1600's; nautical charts, steel engravings, historic postcards, and reproductions. more...

Nancy Cole's Studio 1842 Main Street, Chatham, MA 02633, 508-945-9851, The Nancy Cole Studio showcases the beautiful portraits and landscape paintings of accomplished local artist, Nancy Cole. Her gallery can be found at 89 Barcliff Avenue.  more...

Wynne/Falconer Gallery 492 Main Street, Chatham, MA 02633, 508-945-2867, The Wynne/Falconer Gallery is a well-established gallery that showcases the works of established and emerging contemporary artists.  more...

Where the Sidewalk Ends 432 Main Street, Chatham, MA 02633, 508-945-0499, Where the Sidewalk Ends Books, Gifts and Coffee on Cape Cod is an independent bookstore located inside a rustic, antique barn. Visitors can sip hot coffee as they browse for books, music, gifts and knitting essentials. Wireless Internet access is available as well as a book club.  more...

Chatham T Company 583 Main Street, Chatham, MA 02633, 508-945-3051, Chatham T Company is a local store that has been offering comfortable t-shirts, golf shirts, sandals, sweaters, and casual wear for men, women and children for over 25 years.  more...

Black Dog General Store, The 628 Main Street, Chatham, MA 02633, 508-945-3026, The Black Dog is a combination general store, department store, and restaurant. Their inventory ranges from housewares and gifts to clothing for adults, kids, and even dogs! more...

Chatham Wind and Time 2 Pond View Lane, Chatham, MA 02633, 508-274-9474, Each original clock, sign, and weather instrument at Chatham Wind and Time is hand created and distinctly designed by local artist, Jerry Evans. more...

Cape Cod Specialties 8 Fox Hill Road, Chatham, MA 02633, 508-945-9705, This gift shop, located in Chatham, specializes in gift baskets that feature regional Cape Cod products and the finely crafted work of local artisans; the fine products can be packaged in attractive baskets, tote bags, or “locally made pottery and Shaker oval carriers,” and there are a variety of “fine gifts crafted by local artisans” from which one may choose.  

Chatham Candy Manor 484 Main Street, Chatham, MA 02633, 508-945-0825, 800-221-6497, Established in 1955, this delightful chocolatier is a must when visiting downtown Chatham. The tempting inventory includes hand-dipped chocolates, homemade fudge, bagged candies, themed gift baskets, and more. The creative and delicious candies are made with the finest ingredients and careful attention to detail. more...

Chatham Jam and Jelly Shop, The 10 Vineyard Avenue, Chatham, MA 02663, 877-JAM-SHOP, This charming shop has been selling homemade jams, jellies, and preserves since 1983. These treats make wonderful gifts, souvenirs, or wedding favors. more...

Chatham Penny Candy Store 6 Seaview Street, Chatham, MA 02633, 508-945-3518, This old-fashioned candy shop offers a variety of hard and soft candies, as well as unique gifts and custom created gift baskets.

Emack & Bolio's 2 Kent Place, Chatham, MA 02633, 508-945-5506, Visit Emack & Bolio's for an unforgettable ice cream experience! This old-fashioned ice cream shop offers a variety of premium flavors of ice cream, yogurt, and smoothies. The menu also features handmade chocolates, roasted coffee, and micro-brewed soda. more...

Marion's Pie Shop 2022 Main Street, Chatham, MA 02659, 508-432-9439, People are raving about Marion's, a hidden jewel that offers a variety of sweet dessert and dinner pies, breakfast items, any occasion cakes, and fruit breads. Traditional catering is available.  more...

Claire Murray 470 Main Street , Chatham, MA 02633, 508-348-0448, 866-868-7001, Claire Murray hand hooked rugs are the essence of coastal living. From the pristine coastal scenes to her lively seaside gardens you'll be taken back to the sea each time you look at them. Perfect for beach homes, quaint cottages and rooms where you want to be reminded of the coast. Capture a piece of Chatham for your home. more... 

Chatham Pottery 2058 Main Street, Chatham, MA 02659, 508-430-2191 or 508-430-4747, Chatham Pottery is a unique studio and gift store offering handmade pottery pieces for decoration and utility. The store carries everything from wine caddies and platters to clocks and lamps. more...

Chatham Jewelers 532 Main Street, Chatham, MA 02633, 508-945-0690, This jewelry shop, found in nearby Chatham, features certified gemologists and is a member of the American Gem Society; a full range of fine jewelry, watches, gifts, jewelry repair and jewelry design and remodeling is offered.  

East Wind Silver Company, The 878 Main Street, Chatham, MA 02633, 508-945-8935, East Wind Silver Company offers artistic, sterling silver jewelry in a variety of styles and designs. The elegant showroom also features art-glass lamps, gifts, and home accessories. more...

Chatham Beach Dog 416 Main Street, Chatham, MA 02633, 508-945-3395, 866-945-3395, This dog lover's boutique offers an array of original graphic designs on clothing, toys, treats, collars, books, bowls and much more.  more...