Chatham Vacation Planner

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 ~

Chatham Anglers

Home Field: Veterans Field, 702 Main Street, Chatham Capacity: 8,500/2,000; Outfield Dimensions: LF 325 CF385 RF 314

Categories: Baseball

702 Main Street, Chatham ~ (508) 432-6909 ~

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 ~

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 ~

Puritan Cape Cod

For 80 years, Puritan has been Cape Cod's clothing store. We carry the brands you want for a Cape Cod lifestyle including Vineyard Vines, Ugg, and Tommy Bahama. Puritan Cape Cod ~ your life, your style, your store.

Categories: Clothing & Accessories

573 Main St, Chatham ~ (508) 945-0326 ~

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 ~

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 ~

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 ~