Chatham Vacation Planner

Chatham Bars Inn

Chatham Bars Inn has a variety of distinctive settings to accommodate wedding groups. All our ceremony and reception sites offer stunning views of the Atlantic Ocean.

Categories: Receptions

297 Shore Road, Chatham ~ (800) 527-4884 ~

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 ~

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 ~

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 ~

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 ~

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 ~

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 ~

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 ~