Cape Cod Fall Events

Cape Cod Fall Events

Fall In Love With The Cape This Season

While the calendar says it’s still summer, autumn is definitely in the air! 

Do you know what that means? So many wonderful Cape Cod events happen this season. The 17th Annual Wellfleet Oyster Festival is right around the corner, and it’s also Cranberry Harvest Season! We LOVE fall here, and you will too! Take a moment to plan that fall getaway this September or October. 

Many believe fall is the best time of year to visit Cape Cod; the weather is still mild, the water is still warm, the summer crowds have thinned out, and the fall foliage is firing up! (And yes, there is still time to finish that summer read on the beach!) 

Fall in Cape Cod | Brewster By the Sea Cape Cod Inn | Brewster, MA

Check out what is going on this season on the Cape…

17th Annual Wellfleet Oyster Festival – October 14th and 15th  

This annual two-day family festival is a celebration of Wellfleet’s famous oysters, clams, and its deep-rooted shellfishing tradition. It is a weekend full of food, art, music, and games! 

Funds from the event go to support our fabulous local shellfishing and aquaculture industries! 

Cape Cod Cranberry Harvest Season! 

Fall is the culmination of the annual cranberry season. The harvests begin right around Labor Day for early varietals, but most cranberries are brought in during the month of October. If you’re susceptible to cranberry fever, there are several bogs you may visit for a self-guided walk. Some have produce stands or shops where you may purchase cranberries and cranberry-themed gifts. If you have more time and inclination, take a cranberry bog tour, meet the farmers who grow the cranberries, and learn how they are harvested and used.

Cape Cod Fall Events | Brewster By the Sea Cape Cod Inn | Brewster, MA

Below are some additional events you may want to catch to honor our cheery Cape Cod Cranberry: 

Harwich Cranberry Festival

September 16th and 17th at the Harwich Community Center Field

Free admission and free parking. Food, beer and wine will be sold during the Music Festival.

  • Crafts: Saturday and Sunday, 9:00AM to 4:00PM. 130 craft vendors will be on hand!
  • Fireworks: Saturday, at approximately 8:15PM.

Dennis Historical Society Cranberry Exhibit

Tuesdays (2:00PM to 4:00PM) and Thursdays (10:00AM to 12:00PM) until September 14th at the Jericho Historical Center.

The Dennis Historical Society has fascinating displays of historical interest and many visit them during this time of year especially to see their cranberry exhibit. Admission by donation.

Cranberry Events

Cape Cod Cranberry Day

Saturday, September 30th, 10:00AM to 2:00PM at the Green Briar Nature Center and Jam Kitchen

Visit the historic 1903 Jam Kitchen for some homemade chili, chowder, and a cranberry dessert! Watch the preparation of traditional cranberry jam recipes! Complementary cranberry juice will be available while supplies last.

Want to know more about cranberries? Check this out.

We’ll certainly be using our local cranberries in our fall recipes at the Inn! So stay tuned or just come taste for yourself! Book your favorite room at Brewster by the Sea Inn today and get ready to fall in love with fall on Cape Cod!


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Peter and I had an incredible time at the Inn. Amy, you were meant for Brewster By the Sea Inn. You bring warmth, a calming atmosphere and you are always here to help your guests. We can’t thank you enough. We will definitely be back.

— Peter & Pam October, 2021


We are so happy we found your B&B! It has been perfect – a week in paradise. Thank you so much for your wonderful hospitality!

— Linda & Gary, California October, 2021


We had a wonderful experience in your B&B. The breakfasts were superb, the room was cozy and comfortable. Thank you for your excellent hospitality, you are so warm and a joy to be with.

— Debbie & Jerry, Illinois October, 2021


A pandemic escape!

Amy and her staff are incredible. The attention to detail is hands down the best. Given all that is going on in this Covid-19 world, we felt safe and comfortable. Check-in was contactless. Our room was perfect. The breakfasts were wonderful and loved the cookies in the afternoon. The icing on the cake was Sweet Pea, Amy's dog, an absolute love! Amy, thank you, we'll be back!

— TripleAMom, July, 2020


A very enjoyable and relaxing stay

We had another wonderful experience here at Brewster By The Sea.  Lovely walks on the Flats and enjoying the local food!  In spite of COVID, Amy & staff helped us feel SAFE and at home!

— Ross & Patricia, Delmar, NY    6/26/20


Another Memorable Weekend

Thank you for everything, Amy!  We had a wonderful getaway.  Your Inn and all of your extra touches make this place so special.  We look forward to returning soon. 

— Patti & Joe, North Readin, MA     06/14/20


Peter and I had an incredible time at the Inn. Amy, you were meant for Brewster By the Sea Inn. You bring warmth, a calming atmosphere and you are always here to help your guests. We can’t thank you enough. We will definitely be back.

— Peter & Pam October, 2021


Outstanding getaway!

This was our second time staying at this lovely inn. The rooms are tastefully decorated and the grounds are both spacious and tranquil. There is even a pool which is an excellent way to cool off after a day exploring the nearby trails or bike path. The breakfasts are creative and delicious and very filling. Amy, the owner and innkeeper is wonderful. She takes great care of the property and is so welcoming to her guests. She is very gracious in helping with advice on what to do in the area and making dinner reservations. We were among her first guests as Massachusetts began to "open up" during the Covid 19 crisis. She took great care to assure that everything was done to make her guests safe and comfortable. We look forward to returning.

— Pat I., June, 2020