Chatham Vacation Planner

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 ~

Monomoy Island Ferries

Join Captain Keith Lincoln aboard the Rip Ryder for some of the best ocean fun and adventure available on Cape Cod. We invite you to come along for a day of exploration off the coast of Chatham, Cape Cod. Take one of our 90 min. Seal Cruises to see Chatham’s best known residents, the Grey Seals. Hiking, fishing, exploring or just relaxing seem... show more Join Captain Keith Lincoln aboard the Rip Ryder for some of the best ocean fun and adventure available on Cape Cod. We invite you to come along for a day of exploration off the coast of Chatham, Cape Cod. Take one of our 90 min. Seal Cruises to see Chatham’s best known residents, the Grey Seals. Hiking, fishing, exploring or just relaxing seem more your idea of a great day? Take our water taxi to either Monomoy Island or South Beach leaving from the Monomoy National Wildlife Refuge. For information and reservations ~ 508-237-0420. hide

Categories: Sightseeing & Tours

30 Wikis Way, Chatham ~ (508) 237-0420 ~

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 ~

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 ~

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 ~

Where The Sidewalk Ends

Where the Sidewalk Ends Bookstore, is a mother-daughter bookstore in a welcoming, two-story "antique" barn. Comfortable fireside and outdoor seating provide relaxing places for browsing, sipping coffee, and using free Wi-Fi.

Categories: Bookstores

432 Main Street, Chatham ~ (508) 945-0499 ~

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 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 ~

Tanika's

Categories: Gift Shops

636 Main St, Chatham ~ (508) 945-1986 ~