Main Calendar
Cape Cod Senior Softball Classic Tournament
Over 1000 men and women from all over New England compete at Johnny Kelley Park. This day-long event is free and spectators are welcome. Food trucks and fun for everyone. More at capecodseniorsoftball.com.
Saturday Night Cruise-In
4:30 PM - 7:30 PM
The Cape Cod Classics Car Club welcomes all vehicles and all years at Patriot Square Shopping Center, 4:30 pm until dusk. More at capecodclassics.org.
Habitat for Cape Cod Ride for Homes
Join Habitat for Humanity of Cape Cod for their 8th Annual Walk, Run, Ride for Homes, presented by KAM Appliances, on Sunday, September 14th, 2025, at the US Coast Guard Station Cape Cod Canal in Sandwich. Featuring a 54-mile, 21-mile, or 14-mile bike ...
Second Summer Cycle
A Cape Cod Charity Ride with 100% of the funds raised by riders going directly to the local beneficiary of their choice. The event features three rides of varying lengths, starting in Mashpee, Sandwich or Orleans. More details at CapeCodChamber.com.
Slavery & Abolitionism on Cape Cod
2:00 PM - 3:00 PM
A presentation by Dr. Michael Pregot, educator and author.
Business After Hours at Dennis Conservation Land Trust
5:30 PM - 7:00 PM
Join your fellow Dennis Chamber members and guests for an outdoor evening of networking at Dennis Conservation Land Trust. Door prizes, 50/50 raffle, food, drinks and networking. Registration begins soon!
Business Before Hours at Three Fins
7:30 AM - 9:00 AM
Join us for a special networking event at Three Fins in West Dennis with Dennis Chamber members and Cape Cod Young Professionals. Enjoy networking over a great cup of coffee, breakfast treats and giveaways. Free for Chamber members. Questions? Call ...
Sailing Cow Year-End Appreciation Party
Celebrate the end of the season at the Sailing Cow in Dennis Port. Exact times TBD.
ARToberfest
3:00 PM - 7:00 PM
Join us at the Cape Cod Museum of Art for our ARToberfest celebration from 3-7 pm. Taste beer and food from local breweries and restaurants and vote for your favorite. Games, music, raffle prizes and FUN! Tickets go fast so don't wait. More info. at ...
Dennis Halloweenpalooza
12:00 PM - 4:00 PM
A community event at Johnny Kelley Park from noon – 4 pm. There’s fun for everyone. Come in costume for treats, games, magic and more. More at friendsofdennisrecreation.com.
Taste of Dennis 2025
5:30 PM - 8:30 PM
Sample cuisine from over a dozen local Dennis restaurants and caterers, bid on merchandise, services and experiences from Dennis Chamber members in our silent and live auctions. This year's event will be held on two floors at the Pelham House Resort. ...
Field of Honor
9:00 AM - 4:30 PM
The Annual Field of Honor will be held at Johnny Kelley Park, 9 am to sunset. The event is a display of flags, sponsored by local citizens, in honor of or in memory of a veteran. For more information contact Brien Hines, Homes for Heroes at ...
Mid-Cape Chorus Concert
2:00 PM - 3:00 PM
Enjoy this annual music event at the Congregational Church of South Dennis, 218 Main St., South Dennis. The concert starts at 2 pm. Details at congregationalchurchofsouthdennis.com.
Santa Arrives at Patriot Square
1:00 PM - 3:00 PM
Stop by Patriot Square to watch Santa arrive by helicopter at 1 pm. Festivities from noon – 3 pm. Check with dennischamber.com for details.
Dennis Village Stroll
12:00 PM - 5:00 PM
Music, food, fun and more. Primarily along Dennis Village Green and area merchants. Route 6A, Dennis starting at noon.
Christmas at the Manse
3:00 PM - 4:00 PM
Enjoy natural decorations of colonial time, part of the Dennis Village Stroll.