Chatham Vacation Planner

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 ~

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 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 ~

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 ~

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 ~

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 ~

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 ~

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 Orpheum Theater

The original Orpheum Theater opened in 1916 as Chatham's first and only movie house. From the early days of silent films through the blockbuster era of JAWS, our Main Street movie theater was a magical place for 72 years — a year-round destination where generations of Cape Cod families and summer visitors could enjoy gripping dramas, slapstick... show more The original Orpheum Theater opened in 1916 as Chatham's first and only movie house. From the early days of silent films through the blockbuster era of JAWS, our Main Street movie theater was a magical place for 72 years — a year-round destination where generations of Cape Cod families and summer visitors could enjoy gripping dramas, slapstick comedies, joyous musicals or swashbuckling adventure films week after week. The Chatham Orpheum Theater holds a special place in the community and we are so very grateful for the support of those who believe in the importance of culture and the local programming we have all come to enjoy and incorporate into our lives hide

Categories: Movies

637 Main St, Chatham ~ (508) 945-0874 ~

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 ~