The 7 Top Things to Do on Cape Cod in the Fall

From the scenic shoreline to the nature preserves, autumn on Cape Cod is perhaps one of the most breathtaking times of the year. Our stunning peninsula transforms from the hues of summer and welcomes the vibrant oranges, warm reds, crisp yellows, and rich browns during this time. As this season begins in the latter part of September and extends through the end of October, there are so many wonderful things to do on Cape Cod in the fall that you’re sure to fall in love with our breathtaking region.

If you’re searching for the things to do on Cape Cod in the fall, request 24-hour access to our complimentary Travel Guide! Our travel planner allows you to spend less time researching and more time experiencing. You can stream this guide right on your smartphone with directions and even prices to the top destinations on “the Cape.” You’ll also find a wonderful selection of the featured accommodations and deluxe amenities at The Captain Farris House!

Our Favorite Things to Do on Cape Cod in the Fall

Autumn is a magical time of year on “the Cape” with fewer crowds, and the leaves changing colors right before your eyes. Bring your camera, pack a light jacket, and enjoy the many things to do on Cape Cod in the fall!

Ride the Cape Cod Rail Trailthings to do on Cape Cod in the fall

What was once the official rail system linking Boston to Cape Cod, the Rail Trail allows you to travel down this 22-mile stretch at your own pace. With many scenic outlooks and remnants of the decommissioned railway, you’ll be delighted by the unique features of this paved system. You’ll see historical sites such as the Nickerson State Park, Cape Cod National Seashore, and the Harwich Historical Society Museum, as well!

See a Cranberry Bog

One of the most delightful crops on Cape Cod is fresh cranberries. If you wish to learn more about these small delights, plan a visit to the Cape Farm & Cranberry Company in Harwich. This spectacular company offers guided experiences through these thriving bogs where you can see what tools are used to harvest them. After your tour, you can visit the farm animals, too!

things to do on Cape Cod in the fall

Tour Truro Vineyards

Sip on a glass of savory wine at Truro Vineyards. This winery is known for pioneering the growth of maritime grapes and producing some of the finest blends in New England. On your tasting experience, indulge in a sample of the Diamond White or the Cranberry Red wine. Whether you enjoy views from the tasting room or stroll through the vines with a glass in hand, you’re sure to have a wonderful time!

Go Apple Picking

When autumn sets in “the Cape,” the apple trees bear ripe ones for the picking. Once harvested, these sweet red delights can become whatever your heart desires – a pie, a cider, or simply eaten plain. Plan your visit to Peachtree Circle Farm in West Falmouth MA for an unforgettable time!

Pumpkin Patch Picking

Make the scenic drive down Old Kings Highway to Crow Farm in Sandwich, MA. During your trip, you can select from a variety of pumpkins. Whether you carve it for Halloween or bake something sweet, you’re sure to enjoy your hand-selected choice!

Attend the Wellfleet Oyster Festivalthings to do on Cape Cod in the fall

Each October, attend the Wellfleet Oyster Festival, one of the most fantastic Cape Cod fall festivals. This seasonal celebration is held in nearby Wellfleet, MA, and commemorates the seaside lifestyle and culinary delicacies of our region. For the ultimate experience, we recommend arriving early to the festivities!

Whale Watch For the Last Time This Year

At the end of September or the beginning of October, whale watching season draws to a close on Cape Cod. This beloved pastime provides you with a front row seat to viewing the beautiful creatures breach the water’s surface. Before you go, bring your camera and a light rain jacket to stay dry and capture this memorable sight!

Welcome Autumn at The Captain Farris House

Before experiencing our favorite things to do on Cape Cod in the fall, relax at our charming bed and breakfast. Here at The Captain Farris House, we offer 10 beautifully appointed accommodations and wonderful amenities to help you recharge on your romantic getaway. We invite you to browse these stunning hideaways and reserve the ideal one for your intimate vacation! Each of our relaxing retreats showcases an abundance of natural light, restored antiques, and luxurious bathrooms. Before you depart each morning, indulge in our gourmet breakfast, which is served in our enclosed courtyard or dining room. Easily access everything our area has to offer when you stay with us this year. We can’t wait to host you and your special someone!