Events on Cape Cod

Hyarts Artist Shanties – Cape Cod artists and artisans work and sell their handmade, hand designed or hand crafted items. Artists and artwork change weekly throughout the season. MAY AND JUNE weekends: Fri thru Sun, 5/23 – 6/22, 11 am – 4 pm & Monday, Memorial Day JUNE – AUGUST, seven days a week: 6/23 – 8/31, and Monday, Labor Day, 11-6 June 23 – June 29 AND 8/25-8/31 + Monday, Labor Day; 11-8, July & August SEPTEMBER, five days a week: Open Monday, Labor Day, September 1, 2025 Thursday through Monday, September 4 – September 29, 11-4 OCTOBER weekends: Friday through Sunday, October 3 – October 13, 2025, 11-3

 

 

 

9/5 – 9/7, Windmill Weekend, Eastham Windmill Green – A weekend of fun for the family in Eastham – featuring a talent show, a touch-a truck, a huge local artisan’s
fair, the annual tricycle race, and a big parade on Sunday. Don’t miss a minute! Get the schedule here.

 

9/6, 7:30AM, Miles for Mental Health, Brooks Park, Harwich – Child & Family Services is hosting this family-friendly walk, run, and bike ride along the CC Rail Trail to help raise awareness and support for mental health in our community. You’ll head into Brewster and back, and enjoy some refreshments after your trip. All ages and abilities are welcome. Please wear a helmet if you’re biking! For routes and a registration link, click here.

 

9/6, 12PM, 24th Annual Seaside Lemans, Mashpee Commons – Come experience the excitement as teams of sponsors drive Formula One-style race karts during an endurance race on a custom-built outdoor track at Mashpee Commons. All the money raised from sponsors benefits several different local non-profits. Admission is free and in addition to cheering on your favorite drivers, it’s a fun family day with food, music, and lots of entertainment for all ages. Check out details here.

 

9/12, 5:30PM, CCYP’s Back to Business Bash, Cape Cod Community College – The biggest networking event of the year is in a brand new location this year! Come reconnect with community members and colleagues while enjoying live music and local food and drink. Get tickets here.

 

9/13 & 9/14, Cran Jam and Arts Fest, Harwich Community Center – This two-day arts, crafts, and music fest will feature over 150 juried crafters, a dining area with food trucks, kids’ activities, and some of your favorite local bands and musicians, including Entrain on Sunday. Check out the full schedule and the list of performers and times here. (Note – no beach day or fireworks this year.)

 

9/13, 10AM, Cape Cod Wildlife Festival, Long Pasture Wildlife Sanctuary – Hosted by Mass Audubon, this free event will connect you with local wildlife organizations working to protect animals and their habitats across the Cape – and beyond. Plus you’ll enjoy food trucks, live music, and prizes. Bring a lawn chair and spend the afternoon! You’ll find a list of participating organizations here.

 

9/13, 9AM, GirlyGirl P.A.R.T.S 5K Walk for Ovarian Cancer, Craigville Beach – In the interest of simplicity and inclusivity, this year’s event is walk-only – and all ages are welcome. So far GirlyGirl PARTS has raised almost 2 million dollars for the Dana Farber Cancer Institute and their research for a cure for ovarian cancer – and you can be a part of that effort. Celebrate with a post-walk dance party. Register here.

 

 

9/14, 7AM, Second Summer Cycle, starting at Smuggler’s Beach, South Yarmouth – This annual non profit charity event benefits multiple Cape Cod nonprofits.You can choose your distance with this one – there are 4 to choose from, ranging from 15 to over 100 miles. A celebration with food trucks and cold brews from Barnstable Brewing awaits all riders after they complete their goal, and 100 percent of the funds raised go to the nonprofits. For routes and registrations, click here.

 

9/14, 8AM, 8th Annual Habitat Walk, Run, Ride for Homes, Cape Cod Canal – Choose 1 of 3 routes to bike – 14, 20, or 50 miles – or you can run or walk however far you choose. The Run/Walk is on the Cape Cod Canal Bikeway, and the 50-mile ride will take cyclists to Woods Hole and back, the 20 mile route will go through Bourne, and the 14 mile ride will be on the Canal Bikeway. Funds raised go toward Habitat for Humanity of Cape Cod’s goal of making the dream of homeownership a reality for local families. There will be a lobster roll luncheon after the event! Register here.

 

9/14, 7PM, Polina Osetinskaya in Concert, Performing Arts Center, Brewster – Mark your calendars for an unforgettable opportunity to hear Polina Osetinskaya, “one of the most acclaimed Moscow pianists in the world” (Morellino Classica Festival, ITALY) playing Bach and Tchaikovsky in concert at Arts Empowering Life’s Performing Arts Center. Known for her “astounding virtuosity and sensitive musicality” (Coral Gables Gazette, USA), “superb palette of colors” (Le Soir, BELGIUM), and “crystal-clear articulation” (Gramophone) this is an evening you don’t want to miss! Tickets: 508-240-2400 | artsempoweringlife.org

 

9/17, 10AM, Estate Planning 101: Secure Your Legacy, 790 Main Street, Falmouth – Surprenant, Beneski & Nunes, P.C., invites the community to attend a free educational workshop on Wednesday, September 17, 2025, from 10:00 am to 12:00 pm, at the Gus Canty Community Center, located at 790 Main Street in Falmouth. “Estate Planning 101: Secure Your Legacy” will offer attendees a comprehensive overview of essential estate planning strategies. Light refreshments will be served, and attendees will have the opportunity to ask questions in a relaxed, informative setting. Space is limited, and advance registration is encouraged. To reserve your spot, call 800-678-3259 (available 24 hours) or visit our website.

 

9/18, Great White Shark Update with Dr. Greg Skomal, CC Museum of Natural History – Dr. Greg Skomal, the region’s foremost authority on Great White sharks, will bring us up to date on the recent behavior and the knowledge gained from the over 300 sharks he’s tracked off the coastline off the Cape. The event is also a fundraiser for the Museum, and will include wine and hors d’oeuvres before Dr. Skomal’s presentation. Tickets are $60 – get yours here.

 

 

9/20, 10AM, Barks in the Park, Brooks Park, Harwich – A free event for families and their pooches – featuring a raffle for the Sampson Fund! Come enjoy vendors, demonstrations, live music, games, food trucks and more – and every dollar raised through the raffle will go to the Sampson Fund, to help support Cape Cod families facing unexpected veterinary expenses. The best part? Your dog can come with you – as long as they’re vaccinated and on a leash! More details are here.

 

9/20, 11AM, Cape Cod Canal Day, Buzzards Bay Park – An annual tradition that families from all over the Cape look forward to! Canal Day 2025 will feature arts and crafts vendors, live entertainment, food vendors and a wine & beer garden, kids’ activities, a 5K road race, and of course – the Canal Cup Cornhole Tournament! Don’t miss out – for details and directions, click here.

 

9/20, 13th Annual Cape Cod Brew Fest, CC Fairgrounds – This year, the Annual Cape Cod Brew Fest is rolling prices back to their lowest since 2012. Once you buy a ticket it gets you unlimited samples from dozens of incredible breweries, plus access to awesome vendors, food trucks, live music from a Dave Matthews tribute band, and more. Over 50 breweries will be represented, and you’ll get a custom glass to take home. This event is 21+. Get your tickets here.

 

9/27, Noon, Doxie Day, Main Street, behind the Barnstable County Courthouse – So what’s your favorite part of Doxie Day? It’s all back for 2025 – the Wiener Waddle and the Waggin’ Parade, and the intense competition of the Doxie Dash. There’ll be contests with prizes and bragging rights, and best of all – you can mingle and meet other doxies while helping out local animal organizations. Vendors, food, raffles, and plenty of parking. Free and open to all! More info here.

 

9/27, 10AM, 4th Cape Cod Flippz Furniture Flipping Competition, Cape Cod Coffee – Four teams will compete to sell used furniture they’ve bought and refinished to sell to the highest bidder – all to raise money for Colorful Kidz, a local nonprofit that creates room makeovers for children in need. You’ll also enjoy live music, food, vendors, and fun family activities during the excitement. Get tickets here.

 

9/28, 9:30AM, Clam Crawl 2025, Sandy Neck Beach – Choose your distance – 5K or 7K – and walk or crawl your way over one of the most beautiful spots on the Cape! Proceeds from this run go to scholarship funds for the Massachusetts Shellfish Officers Association and the Cape Cod Roller Derby to help promote physical fitness. Register here.

 

10/18 & 10/19, Wellfleet Oyster Fest, Main Street – Enjoy art, seafood, community, and oysters in every possible incarnation during this two-day party, one of the biggest and most beloved on the Cape! There’s something for everyone – local food, beer and wine gardens, live music, arts and crafts vendors, demonstrations, educational lectures, an annual road race, and a Family Fun area complete with kid-friendly crafting, games, and a bounce house. The culmination of Oyster Fest is the annual Shuck-Off, where one talented oyster athlete will earn bragging rights and the coveted Golden Oyster Trophy. Get your tickets, and a code for free admission on Sunday if you live in Wellfleet, here.