Chatham Vacation Planner

Yankee Ingenuity

Yankee Ingenuity features unique collection of fun and affordable arts and crafts including an amazing selection of jewelry, art glass, sculpture, lamps, clocks, vases, whimsical folk art, and lots of other cool stuff created by local, national and international artisans.

Categories: Art & Crafts

525 Main Street, Chatham ~ (888) 945-9123 ~

Chatham T Company

Fine quality casual wear for adults and children. Our imprinted line bears the "CHATHAM" or "CAPE COD" logo in a variety styles ranging from T-shirts and sweatshirts to co-ed dorm wear and golf wind shirts. Our exclusive artwork is eagerly anticipated year after year.

Categories: Clothing & Accessories

583-585 Main Street, Chatham ~ (508) 945-5292 ~

The Mayflower Shop

Established in 1885, today The Mayflower brings you Cape Cod classic goods that enhance your memories of Cape Cod. It's the best place in town for Cape Cod and Chatham souvenirs and quality home goods and gifts with nautical flare are a specialty.

Categories: Gift Shops

475 Main Street, Chatham ~ (508) 945-0065 ~

Skydive Chatham

Experience the thrill of a lifetime with a skydive over beautiful Cape Cod and its glorious beaches. Never skydived before? After tandem jump training, you will fly to 10,000 feet. Harnessed to your tandem instructor, you will freefall for about 45 seconds at over 120 MPH! Once your parachute is open, you will steer your parachute to a soft... show more Experience the thrill of a lifetime with a skydive over beautiful Cape Cod and its glorious beaches. Never skydived before? After tandem jump training, you will fly to 10,000 feet. Harnessed to your tandem instructor, you will freefall for about 45 seconds at over 120 MPH! Once your parachute is open, you will steer your parachute to a soft landing. Ask about our weekday specials. hide

Categories: Extreme Sports

240 George Ryder Road, Chatham ~ (508) 348-1422 ~

Millie's of Chatham

Shop all of New England beneath one roof! At Millie's of Chatham General Store, we offer unique and specialty items that are New England made products and that you can’t find just anywhere such as salsas, hot sauces, maple syrup, Cape Cod honey, pasta, Nantucket Baskets, note cards, jewelry, toys, penny candy, prints, candles, apothecary items,... show more Shop all of New England beneath one roof! At Millie's of Chatham General Store, we offer unique and specialty items that are New England made products and that you can’t find just anywhere such as salsas, hot sauces, maple syrup, Cape Cod honey, pasta, Nantucket Baskets, note cards, jewelry, toys, penny candy, prints, candles, apothecary items, wallets, kitchenware, and much more. hide

Categories: Gift Shops

1291 Main Street "The Cornfield", Chatham ~ (508) 945-2900 ~

Yellow Umbrella Books

Since 1980, Yellow Umbrella Books has been one of the Cape's most popular bookstores. Find current best sellers, classic literature, childrens' books and books about Cape Cod. The store also features nautical, art, cooking, gardening, other non-fiction categories and a growing collection of rare and out-of-print books. Located on Main Street,... show more Since 1980, Yellow Umbrella Books has been one of the Cape's most popular bookstores. Find current best sellers, classic literature, childrens' books and books about Cape Cod. The store also features nautical, art, cooking, gardening, other non-fiction categories and a growing collection of rare and out-of-print books. Located on Main Street, just across from the park. hide

Categories: Bookstores

501 Main Street, Chatham ~ (508) 945-0144 ~

Chatham’s family restaurant with a multi-cultural menu and entertaining cast including both crew and customers, the Squire is the place everyone looks for when they visit Chatham.

Categories: Casual Dining

487 Main Street, Chatham ~ (508) 945-0945 ~

Mark August

Where contemporary meets fun! You'll find what you're seeking ~ for yourself or as a gift ~ among our creations by local artists, unusual jewelry and watches, modern home accessories and soaps and scents. Corinne and Liz invite you to come in and browse.

Categories: Gift Shops

490 Main Street, Chatham ~ (508) 945-4545 ~

Island Pursuit

Casual luxury sportswear for women and men. All your favorite designers including Lily Pulitzer, LaCoste, Vineyard Vines, Tommy Bahama, Agave Denim and Bugatchi Uomo along with a wide array of accessories including shoes, hats, jewelry and sunglasses.

Categories: Clothing & Accessories

482 Main Street, Chatham ~ (508) 945-3525 ~

Chatham Candy Manor

The Chatham Candy Manor was founded in 1955 byNaomi Louise Turner continues to be an essential destination for chocolate lovers as we have become internationally known purveyors of exceptional hand-made chocolates. The Chatham Candy Manor maintains the integrity of the old-school chocolatier creating chocolates of distinction and character. With... show more The Chatham Candy Manor was founded in 1955 byNaomi Louise Turner continues to be an essential destination for chocolate lovers as we have become internationally known purveyors of exceptional hand-made chocolates. The Chatham Candy Manor maintains the integrity of the old-school chocolatier creating chocolates of distinction and character. With unfailing attention to detail, our team of chocolatiers practices their craft with pride in each unique, alluring piece of velvety smooth, high cocoa content chocolate with just the perfect snap… that moment that real chocolate lovers savor...a chocolate sensation! Making chocolates as special as ours isn't easy but they are very easy to enjoy. hide

Categories: Ice Cream & Candy

(508) 945-0825 ~