Chatham Vacation Planner

Chatham Main Street Shops

From our charming downtown walking district to unusual gems scattered throughout the town, Chatham offers a collection of mostly locally-owned shops and galleries that attract visitors from across the country and around the world. Whether you are interested in coastal photography, fine local art, casual and elegant clothing, books by Cape authors,... show more From our charming downtown walking district to unusual gems scattered throughout the town, Chatham offers a collection of mostly locally-owned shops and galleries that attract visitors from across the country and around the world. Whether you are interested in coastal photography, fine local art, casual and elegant clothing, books by Cape authors, hand-made chocolates, gourmet pantry items, custom jewelry, fun and functional home goods, nautical items, holiday decor, or games and toys for kids of all ages, Chatham businesses offer some of the best shopping on Cape Cod. hide

Categories: Other Shopping

1-508-945-5199 ~

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 ~

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 ~

Monomoy Island Ferries

Join Captain Keith Lincoln aboard the Rip Ryder for some of the best ocean fun and adventure available on Cape Cod. We invite you to come along for a day of exploration off the coast of Chatham, Cape Cod. Take one of our 90 min. Seal Cruises to see Chatham’s best known residents, the Grey Seals. Hiking, fishing, exploring or just relaxing seem... show more Join Captain Keith Lincoln aboard the Rip Ryder for some of the best ocean fun and adventure available on Cape Cod. We invite you to come along for a day of exploration off the coast of Chatham, Cape Cod. Take one of our 90 min. Seal Cruises to see Chatham’s best known residents, the Grey Seals. Hiking, fishing, exploring or just relaxing seem more your idea of a great day? Take our water taxi to either Monomoy Island or South Beach leaving from the Monomoy National Wildlife Refuge. For information and reservations ~ 508-237-0420. hide

Categories: Sightseeing & Tours

30 Wikis Way, Chatham ~ (508) 237-0420 ~

Chatham Seaside Links

Come on down this weekend for some great fall golf. Some say theres no better time to hit the links in New England than in the fall. Enjoy the foiliage while getting in a quick 9! Weathers good..Views are breathtaking.....Pace of play is great!

Categories: Golf

209 Seaview St, Chatham ~ (508) 945-4774 ~

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 ~

hangar B eatery

Hangar B eatery is located at the Chatham Municipal Airport providing for a unique spot for breakfast and lunch. This spot is a hidden gem allowing views of small planes during take-off and landing while enjoying your meal. Brunch enthusiasts often come for our red flannel hash, lemon ricotta pancakes, or huevos rancheros.

Categories: Casual Dining

240 George Ryder Rd, Chatham ~ (508) 593-3655 ~

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 ~

Le Petite Day Spa

It's time for just you... Le Petite offers a variety of massage and skin treatments. Experience the latest innovations in massage therapy, hot stone massage, parafin foot wraps and facials. Rejuvenate in elegant surroundings and a relaxing atmosphere.

Categories: Day Spas

35 Cross Street, Chatham ~ (508) 945-9909 ~

The Cottage Garden Cape Cod

Vicci grew up helping her mother and father tend their gardens and designed and planted many perennial gardens in Chatham and the surrounding towns. It was only natural to progress toward arranging flowers as well. With over 25 years in the business Vicci brings experience and unique vision to her floral artistry.

Categories: Florists

101 Mill Hill Road, South Chatham ~ (508) 246-3609 ~