Events & Activities
Not to be missed activities and events for all ages. See below our full schedule. More to come!
Friday, September 8
Chicken & Fish Fry
Dinner before the show! All are welcome at the Elk’s Friday night Fish Fry. Come early to avoid long lines. Or order 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 pm | Elks Lodge
Saturday, September 9
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
Vehicle Show
One of the best vehicle shows on the Cape for over 25 years! Come see over 100 participating vehicles. Click here to learn more.
10:00 am - 2:00 pm | Elks Lodge
Touch a Truck, Video Game Truck and Family Laser Tag
Kids and kids at heart will love this. Join the Recs Department at the Field of Dreams behind Town Hall to touch, explore and play!
11:00 am - 1:00 pm | Town Hall
Sand Art
Join the sand art contest or come see how participants bring this year’s theme, “Under the Sea”, to life on the beach.
11:30 am - 1:30 pm | First Encounter Beach
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.
On The Green
Join us for Yoga with Ken Fishman at 9:15.
Support a local artisan at the Craft Show from 10:00 - 4:00.
Bring your cards/envelopes to receive a USPS Commemorative Windmill Weekend stamp from 10:00 - 4:00.
Tour the Windmill from 10:00 - 4:00.
Get your crew together and compete in Tug of War at 2:00
Hop, hop, hop in the Sack Races at 3:00
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. Click here for map.
Sunday, September 10
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. The first 50 people to register receive a free event T-shirt! Register here.
8:00 am | First Encounter Beach
Parade
A town tradition and one that we are proud to continue. Bands, floats, trucks, cars and lots of candy! 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.
Fold an Origami Paper Crane with John Muggeridge from 11:00 - 2:00.
Don’t miss the Free Kid’s Raffle from 11:00 - 3:00.
Ride in the Tricycle Race from 2:00-2:30.
Don’t miss it! Raffle Announced at 3:00 pm (although you don’t have to be present to win).
Performance Schedule
Saturday
10:00 - 11:00 Puppets, Paul & Mary Show (Mary Wilson/Paul Kehoe)
11:30 - 12:30 Sarah Burrill Band
1:00 - 2:00 Rock Harbor 3
2:30 - 4:00 Dirty Water Dance Band
Sunday
9:30 - 10:15 Trevor the Juggler (wandering)
11:00 - 11:30 Trevor the Juggler (stage)
11:30 - 12:00 Highland Light Scottish Pipe Band
12:00 - 1:00 Natalia Bonfini
1:30 - 3:00 Sarah Swain & the Oh Boys
Food Vendors
10:00 - 4:00 Saturday
11:00 - 3:00 Sunday
Hot dogs, burgers, chowder, popcorn, ice cream and much more! Don’t miss these local vendors:
- Ice Cream Cafe
- Dancing Spoons
- Mary’s Fine Provisions
- Orleans/Eastham Elks
- BSA Troops 83 & 183
Wine & Beer Garden
12:00 - 4:00 Saturday
12:00 - 3:00 Sunday
Grab a cold drink at our Wine & Beer Garden from these Cape favorites. Must by 21+