Events & Activities
Not to be missed activities and events for all ages. Sorry, no pets on the Windmill Green.
Friday,
September 6
Chicken & Fish Fry
Dinner before the show! All are welcome at the Elk’s Friday night Fish Fry. We strongly recommend ordering ahead.
5:30 - 7:30 pm | Elks Lodge
Talent Show
The kick-off event! Perform, dance, show off a unique skill; all are welcome to participate. Click here to learn more or submit your talent.
7:30 - 9:00 pm | Elks Lodge
Saturday, September 7
On the Windmill Green:
Live Music 10:00 am - 4:00 pm
Food Vendors 11:00 am - 4:00 pm
Beer & Wine Garden 12:00 - 4:00 pm
Sand Art Contest
Join the sand art contest or come see how participants bring this year’s theme, “Back to the Farm”, to life on the beach.
8:30 am Registration. 9:00 am - 11:00 am | First Encounter Beach
Vehicle Show
One of the best vehicle shows on the Cape for over 25 years! Come see over 70 participating vehicles. Click here to learn more.
10:00 am - 2:00 pm | Elks Lodge
Historical Bike Ride
Join the Rec. & Beach Department for a 5.5 mile bike ride. All ages welcome. Children under 14 must be accompanied by an adult. Helmets required! Call 508-240-5974 to register.
10:00 am - 12:00 pm | Starts at First Encounter Beach. Ends at Nauset Light.
Touch a Truck
Kids and kids at heart will love this. Join the Recs Department behind Town Hall to touch, explore and play!
11:00 am - 1:00 pm | Behind Town Hall
On The Green
Join us for Yoga with Ken Fishman at 9:15 - 10:00 am.
Support a local artisan at the Craft Show from 10:00 - 4:00.
Pony Races start at 3:00.
Bring your cards/envelopes to receive a USPS Commemorative Windmill Weekend stamp from 10:00 - 2:00.
Parking at the Windmill Green is very limited. Shuttle Services are available Saturday from 10:00 am to 4:00 pm. Loops from the lot at First Encounter Beach, the Elks Lodge and Windmill Green. Service to the Elk’s ends at 2:00 pm. Click here for a map.
Sunday,
September 8
On the Windmill Green:
Live Music 11:00 am - 3:00 pm
Food Vendors 11:00 am - 3:00 pm
Beer & Wine Garden 12:00 - 3:00 pm
Road Race
A 5k run/walk starting at First Encounter Beach.
All ages welcome. More information and registration here.
8:00 - 9:30 am | First Encounter Beach
Parade
A town tradition and one that we are proud to continue. Bands, floats, trucks, cars and lots of candy! This year’s theme is “Back to the Farm”. Register here.
10:00 - 11:00 am | Old Orchard to Town Hall on Rte 6
On The Green
Play Family Games with the Recs Department from 11:00 - 3:00.
Ride in the Tricycle Race from 11:30 - 12:00.
Face painting by Cape Cod Masquerade from 11:30 - 2:30.
Get your crew together and compete in Tug of War at 12:30.
NEW this year! Don’t miss Line Dancing from 1:00 - 3:00.
Find us at the Windmill Weekend Tent to purchase a Raffle ticket in-person.
Performance Schedule
Saturday
10:00 - 11:00 Rock Harbor 3
11:30 - 12:30 Sarah Burrill Band
1:00 - 2:00 Monica Rizzio
2:30 - 4:00 Sarah Swain & the Oh Boys
Sunday
11:15 - 12:20 Trevor the Juggler
12:20 - 1:20 Natalia Bonfini Band
1:30 - 3:00 The Dirty Water Dance Band
All performances take place on the Windmill Green.
Food Vendors
10:00 - 4:00 Saturday
11:00 - 3:00 Sunday
Dancing Spoons
Ice Cream Cafe
Mary’s Fine Provisions
Eastham/Orleans Elks
Boy Scouts
Wine & Beer Garden
12:00 - 4:00 Saturday
12:00 - 3:00 Sunday
Sorry, no pets on the Windmill Green.
