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Cape Cod Events Calendar

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Cape Cod offers more than world famous beaches. Whether you are looking for something to do today, this weekend or planning an itinerary for an upcoming vacation, there's something for everyone to find and explore!

Looking for Martha's Vineyard or Nantucket events? View these calendars: Martha's Vineyard events and Nantucket events.

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View Free events on Cape Cod on or after 08/01/2018

Pumpkin People in the Park

Where: Kate Gould Park, Main Street and Beyond, Chatham

When: Daily, -

How Much: Free

Categories: Festival

Pumpkin People in the Park can be found in Kate Gould Park and the bandstand on Main Street. The creative and innovative Pumpkin People are fashioned by local businesses, organizations or just plain folk. They are on display from October 14-31! Come and see these outr...read more

Mashpee Oktoberfest

Where: Mashpee Commons Green, Mashpee

When:

How Much: Free

Categories: Food/Wine

Mashpee's Annual Oktoberfest is organized and presented by the Town of Mashpee Special Events Committee. Oktoberfest is Saturday October 4th from 10AM – 4PM. Come celebrate the start of fall at this FREE family-friendly event! ????Join us for a full day of fun at Mashp...read more

Outermost Friday Market in the Park

Where: The Village Green, Orleans

When:

How Much: Free

Categories: Festival

The Orleans Chamber of Commerce will host Outermost Friday in the Park on the village green at the corner of Main Street and Route 28. The free event will feature live music, DJs, food trucks, beer and wine and more than 30 local merchants and nonprofit groups.

Annual Yarmouth Seaside Festival

Where: Joshua Sears Memorial Field, 1175 Rt. 28 South, Yarmouth

When:
Sunday, October 12, 2025,
Monday, October 13, 2025,

How Much: Free

Categories: Festival

The Festival features a huge Arts & Craft Show that brings crafters from all over New England, great food, live music, children’s entertainment tent, games and rides, and much more. Over 125 juried craft people present a wide variety of beautiful and unique items rangin...read more

Cape Cod Marathon

Where: Cape Cod Running Club, 661 Main St, Falmouth

When: -

How Much: Free

Categories: Sports

The 2025 Cape Cod Marathon Weekend will take place on October 11 & 12.

Oktoberfest in Chatham

Where: Kate Gould Park, 15 Chatham Bars Ave, Chatham

When:

How Much: Free

Categories: Festival

Listen to live entertainment, drink delicious local beer, browse numerous craft booths, and eat iconic Oktoberfest bratwursts.One of the main highlights of Oktoberfest in Chatham is Pumpkin People in the Park. The park is filled with creative and fun "pumpkin people" th...read more

Halloween at Mashpee Commons: Party, Parade & Trick or Treating

Where: Mashpee Commons, Mashpee

When:

How Much: Free

Categories: Holiday

Join us for our annual Halloween party, costume parade and trick or treating at the shops on Saturday October 25 beginning at 11AM. 11AM – 1PM: Pre-Party on the Village Green (by the Mashpee Library)Spooky Tunes by DJ Stephanie Viva of Lemonadio, Balloon Twists, Doggy C...read more

Halloween in Provincetown

Where: Provincetown

When:
Saturday, November 1, 2025,
Sunday, November 2, 2025,

How Much: Free

Categories: Holiday

Join us in P-town for a weekend of haunts, parties, costume balls and a host of other spooky and fun special events!

A Different Drummer Craft Fair ~ 3rd Annual Holiday Craft Fair~Nov 1 Harwich

Where: Monomoy Regional High School Gym, 75 Oak St, Harwich

When:

How Much: Free

Categories: Festival

Join us for the start of the holidays at Monomoy Regional High School Gym for all your holiday shopping. 60 select craftspeople from towns on Cape Cod and around New England will be presenting their handcrafted items for your home friends and family.We bring the entire ...read more

A Different Drummer 3rd Annual Holiday Craft Fair ~ November 1 ~ Harwich

Where: Monomoy Regional High School Gym, 75 Oak St, Harwich

When:

How Much: Free

Categories: Festival

A Different Drummer leads off the holiday season with 50 select craftspeople from Cape Cod and New England at the 3rd Annual Holiday Craft Fair. You will find a wide variety of quality handcrafted items made by the person behind the table. You'll find many crafts repres...read more


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