Chatham Vacation Planner

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 ~

East Wind Silver Co., Ltd.

A gallery approach to sterling jewelry for the discerning customer is presented in a sophisticated style. Beautiful home accessories and incredible art. Oils, acrylics & watercolors.

Categories: Jewelry

(508) 945-8935 ~

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 ~

Cape Cod Charters

Experienced or not, young or old, you're in for a great time on a full or half-day fishing trip. Monomoy Island, at the very elbow of Cape Cod, offers the best striper fishing location on Cape Cod. The captain has over 30 years of experience and passion for fishing on the Cape. We will happily tailor a charter to fit your needs. All of our boats... show more Experienced or not, young or old, you're in for a great time on a full or half-day fishing trip. Monomoy Island, at the very elbow of Cape Cod, offers the best striper fishing location on Cape Cod. The captain has over 30 years of experience and passion for fishing on the Cape. We will happily tailor a charter to fit your needs. All of our boats are Coast Guard approved, clean, comfortable, and professionally operated for your safety. hide

Categories: Fishing Charters

1082 Orleans Road, North Chatham ~ (508) 945-2256 ~

Fish Chatham Charters

Join us for some of the best big game action in New England fishing for bluefin tuna east of Chatham, MA. Trips depart from Stage Harbor in Chatham. We also offer full and half day striped bass, bluefish, bonito, or false albacore trips in the rips off Monomoy, Nantucket, or Martha's Vineyard. Arrangements can be made for pick ups on Martha’s... show more Join us for some of the best big game action in New England fishing for bluefin tuna east of Chatham, MA. Trips depart from Stage Harbor in Chatham. We also offer full and half day striped bass, bluefish, bonito, or false albacore trips in the rips off Monomoy, Nantucket, or Martha's Vineyard. Arrangements can be made for pick ups on Martha’s Vineyard or Nantucket if you are staying on-island. Captain John grew up on Martha’s Vineyard and has been fishing the waters off Cape Cod and the Islands for over 25 years. Book your fishing trip today!

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Categories: Fishing Charters

Stage Harbor, Chatham ~ (508) 237-7210 ~

Now in our 11th year, Chatham Coffee Company has become the lower Cape's number one source for locally roasted coffees from around the world. We have consistently been voted best coffee shop and deli in Chatham during that time.

We are open year round. WiFi available.

Categories: Bakeries/Coffee Shops

307 Orleans Road, North Chatham ~

What's For Dinner?

WHY COOK ON VACATION? Personal chef Bob Hessler has been preparing gourmet meals for Chatham renters and year-round residents since 2006. Rather than waste your vacation in the kitchen, allow Bob to prepare your meals for you. Planning a special event or celebration? He will do that too! A personal chef costs less than many take-out meals or going... show more WHY COOK ON VACATION? Personal chef Bob Hessler has been preparing gourmet meals for Chatham renters and year-round residents since 2006. Rather than waste your vacation in the kitchen, allow Bob to prepare your meals for you. Planning a special event or celebration? He will do that too! A personal chef costs less than many take-out meals or going to a restaurant. The menu is tailored to your tastes, needs, and diet. The fee is $75.00 per hour, which includes shopping, preparation, and clean-up but does not include the cost of the food. hide

Categories: Catering

PO Box 567, N. Chatham ~ (508) 945-0632 ~

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 ~

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 ~

Where The Sidewalk Ends

Where the Sidewalk Ends Bookstore, is a mother-daughter bookstore in a welcoming, two-story "antique" barn. Comfortable fireside and outdoor seating provide relaxing places for browsing, sipping coffee, and using free Wi-Fi.

Categories: Bookstores

432 Main Street, Chatham ~ (508) 945-0499 ~