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 ~

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 ~

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 ~

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 ~

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 ~

Atlantic White Shark Conservacy

The AWSC Shark Center offers an in-depth look at one of the ocean's most magnificent and misunderstood species: the Great White Shark! Through interactive exhibits, videos, and displays, the center offers many ways to learn about groundbreaking research and one of Cape Cod's most captivating summer residents. The Shark Center caters to all... show more The AWSC Shark Center offers an in-depth look at one of the ocean's most magnificent and misunderstood species: the Great White Shark! Through interactive exhibits, videos, and displays, the center offers many ways to learn about groundbreaking research and one of Cape Cod's most captivating summer residents. The Shark Center caters to all shark-enthusiasts - making a visit the perfect activity for kids - rainy days included! hide

Categories: Natural History Museums

235 Orleans Rd, Chatham ~ (508) 348-5901 ~

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 ~

Corner Store

The Corner Store is all about Fresh. Fast. Fun.

Makers of some of the best burritos, paninis and sandwiches on the Cape to eat-in or take-out on the go to the beach. Plus, check out their famous whoopie pies!

Categories: Casual Dining

1403 Old Queen Anne Road, Chatham ~ (508) 432-1077 ~

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 ~