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+