Whenever we start planning our next vacation, the destination is carefully chosen and decided by a number of qualifications: Is the scenery breathtaking? Are the attractions family friendly? How delicious is the food? And most importantly, what type of shopping expeditions can we expect? There’s nothing better than filling the empty spots in our suitcases and sifting through our treasures upon our return, reliving the vacation one trinket at a time. When you choose Chatham on Cape Cod for your once in a lifetime vacation getaway, you’re guaranteed an experience you won’t want to end—especially when you spend your time treasure hunting with our Chatham Shopping Guide!

Ducks in the Window, 507 Main Street

Quirky, charming, and destined to be the highlight of your Chatham shopping expeditions, Ducks in the Window offers a unique gift shopping experience. Featuring rubber duckies that match the personality of everyone you know, and the opportunity to personalize some for an extra special goodie, this special shop has been a Chatham tradition since opening day!

Mayflower Shop, 475 Main Street

Take a piece of the Cape home with you when you explore the wares of Mayflower Shop, offering a taste of everything that makes our village special. If you can’t find it here, you probably don’t need it anyway. While you are definitely going to enjoy the gifts, home décor, and hobby items you can find here, we bet you won’t be able to stop laughing at the selection of funny greeting cards they sell. Padding your schedule with extra time might be a wise thing when shopping at Mayflower!

Chatham Village Antiques, 471 Main Street

When you’re this close to where our county’s dreams began, you’re going to expect the antique stores in the area will be filled with artifacts and mementoes that bring that history to life. Chatham Village Antiques offers a fascinating glimpse into America’s past; the trinkets and treasures found here will look beautiful in your home or office.

Yankee Ingenuity, 525 Main Street

We finish our tour of Chatham’s Main Street with a visit to Yankee Ingenuity, another Cape Cod tradition. Featuring a little of this, a lot of that, and everything in between, it’s their selection of Cape Cod gifts that always bring a smile to the faces of shoppers. With soaps, jewelry, coasters, artwork and more, this special boutique should be moved to the top of your vacation bucket list and Chatham shopping activities!

Choose New England Vacation Rentals After Your Chatham Shopping Spree

As you’ll be needing a place to temporarily store your Cape Cod treasures, and knowing that the best vacations deserve the best vacation rentals, may we suggest our Chatham homes for rent? Located close to all the best shopping spots and designed to make you feel at home, we can promise THIS will be the best part of your Cape Cod escape. Reserve your stay with New England Vacation Rentals today!