Your Guide to the Best Cape Cod Fall Festivals

Cape Cod’s true beauty shines during the fall. The Cape is cast with warm hues of orange, yellow, and red as the leaves change. The sun seems a bit more golden as it sets over our beautiful beaches. The crisp air is perfect to don a sweater and take a walk on the beach, or you could get into the autumn mood with a mug of warm cider. Fall on Cape Cod boasts more than just awe-inspiring scenery. While there’s plenty to observe from nature, enjoy these Cape Cod fall festivals as well. Request your copy of our specially-curated Vacation Guide for more on what every season on the Cape has to offer!

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5 Cape Cod Fall Festivals You Can’t Miss 

1. Yarmouth Seaside Festival

Every October, usually during Columbus Day Weekend, the Yarmouth Seaside Festival comes to town. This arts and craft fair has more than 125 artists and crafters represented! Other activities include a parade, live entertainment, fireworks, and more. If you’d like to challenge yourself, you can even partake in the road race. It’s definitely a weekend to stay in town for. 

2. Annual Harwich Arts & Music Cranberry Festival 

Cranberries have become a staple of Cape Cod culture. Celebrate the cranberry harvest at the Annual Harwich Arts & Music Cranberry Festival! This Cape Cod fall festival began in the mid-1970s and has been held every year since. Now, it raises money for scholarships and other nonprofits in Harwich! Here, you will find more than 100 vendors selling arts and crafts, live music, and plenty of cranberry-based food. The fall festival is held every September, and admission is free.

3. Celebrate Our Waters Festival

During September, you can attend Celebrate Our Waters Festival in Orleans. The goal of this fall festival is to showcase the bays, ponds, lakes, marshes, creeks, and Cape Cod beaches of the area. Awareness of water as a resource is incredibly important, and this event does a great job of that through walks, bike rides, kayaking, sand sculpture contests, and more!

4. Harbor to the Bay Bike Ride

If you enjoy bike riding, the Harbor to the Bay Bike Ride is the Cape Cod fall festival for you! The scenic ride begins in Boston and ends in Provincetown. The main goal is to raise awareness and care for those living with HIV and AIDS. 100 percent of the proceeds go to this cause! If you don’t feel ready to conquer the 125-mile ride, take a cruise on the Cape Cod Rail Trail. Here, you’ll be able to improve your personal record and take in all of the wonderful fall sights!

5. Wellfleet Oysterfest 

Seafood is a staple in Cape Cod, especially oysters. The Wellfleet Oysterfest comes to town every October to bring both locals and visitors together over their love of food. Make sure to come on an empty stomach as plenty of oysters, clams, and other foods will be available. Plus, there will be live music, cooking demonstrations, an annual oyster shucking competition, and more! Since its start in the 1990s, it has become one of our favorite and most popular Cape Cod fall festivals close to Candleberry Inn.

Experience Fall at Candleberry Inn 

Couch and coffee table in the Seacroft Suite at Candleberry Inn.

Fall is a great time for the arts, culture, food, and more on the Cape. Locals and visitors alike partake in these annual events. These Cape Cod fall festivals are a great way to explore the area and immerse yourself in our wonderful community. If you are planning on coming to the Cape to catch one of these events, we invite you to stay at Candleberry Inn. 

Located in Brewster, we are in the center of the peninsula, making you close to everything our area has to offer. Consider our Seacroft Suite! As one of our coziest accommodations, this room a king-size bed, private bath, and views of our expansive lawn and garden. Browse through our accommodations to start planning your stay and to book your autumn getaway today!