Chatham Vacation Planner

For pizza, subs, calzones, and more, walk in or call ahead and your order will be waiting for you! Serving Beer and Wine too.

Categories: Pizza

1200 Main Street, Chatham ~ (508) 945-9070 ~

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 ~

Chatham Railroad Museum

The Chatham Railroad Museum is contained in the beautifully restored 1887 railroad depot that served Chatham residents and visitors for many years. Featuring an architectural style called Railroad Gothic, the depot contains hundreds of exhibits and the New York Central model locomotives in use at the 1939 New York World’s Fair. The Museum is child... show more The Chatham Railroad Museum is contained in the beautifully restored 1887 railroad depot that served Chatham residents and visitors for many years. Featuring an architectural style called Railroad Gothic, the depot contains hundreds of exhibits and the New York Central model locomotives in use at the 1939 New York World’s Fair. The Museum is child friendly and includes a 1910 restored caboose available for children to explore. Donations are accepted. Handicapped accessible. hide

Categories: Historical Museums

549 Main Street, Chatham ~ (508) 945-5100 ~

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 ~

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 ~

twenty-eight Atlantic

Cape Cod's premier dining experience. A posh waterfront location, spectacular cuisine and superb service combine to create a Cape Cod dining experience comparable to Manhattan's finest. Eight-foot windows frame the panoramic views of Pleasant Bay, while Shaker-style furnishings, hand-blown glass chandeliers, nautical etchings, Limoges china and... show more Cape Cod's premier dining experience. A posh waterfront location, spectacular cuisine and superb service combine to create a Cape Cod dining experience comparable to Manhattan's finest. Eight-foot windows frame the panoramic views of Pleasant Bay, while Shaker-style furnishings, hand-blown glass chandeliers, nautical etchings, Limoges china and Riedel stemware create an atmosphere of eclectic style and quiet luxury. Chef Bill Brodsky's "progressive" menu of "new" American cuisine celebrates native and seasonal ingredients with creative, award-winning flair using cooking styles and flavors from around the world. Reservations accepted. Located at the Wequasset Resort. hide

Categories: Fine Dining

(508) 430-3000 ~

Pisces Restaurant & Bar

Celebrating its 15th season, this charming and intimate restaurant features Coastal Cooking with flavors gathered from around the world. Everything at Pisces is made fresh and to order. Although the menu features mostly seafood, there is also an excellent selection of non-seafood items available, including steak, chicken and vegetarian fare as... show more Celebrating its 15th season, this charming and intimate restaurant features Coastal Cooking with flavors gathered from around the world. Everything at Pisces is made fresh and to order. Although the menu features mostly seafood, there is also an excellent selection of non-seafood items available, including steak, chicken and vegetarian fare as well. Our menu changes frequently to take advantage of the freshest local and seasonal ingredients. Dinner is served nightly beginning at 5 pm April through October. Reservations are highly recommended. hide

Categories: Fine Dining

2653 Main Street, Chatham ~ (508) 432-4600 ~

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 ~

Chatham Sport Fishing

If you have never fished the Cape waters, or you're a seasoned pro, you will be guaranteed a wonderful fishing experience for the young ones or those who just want an introduction to the unique fishing Chatham has to offer. Chatham Sport Fishing offers charters of 2, 3, and 4 hours. We've recognized the need for a shorter charter for the young... show more If you have never fished the Cape waters, or you're a seasoned pro, you will be guaranteed a wonderful fishing experience for the young ones or those who just want an introduction to the unique fishing Chatham has to offer. Chatham Sport Fishing offers charters of 2, 3, and 4 hours. We've recognized the need for a shorter charter for the young ones or those who just wish to try fishing the Cape without a 4 hour commitment. We specialize in striped bass, bluefish, and tuna (in season) fishing off of Cape Cod and Nantucket. hide

Categories: Fishing Charters

10 Aire Lane, Chatham ~ (508) 945-3204 ~