Events & Activities

Not to be missed activities and events for all ages. Sorry, no pets on the Windmill Green.

Friday,
September 11

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


Karaoke (NEW!)

The kick-off event! The evening with start with a few songs from Don Lynch, then we will open up the mic for karaoke. Watch Your Step will close out the evening.

6:00 - 8:00 pm | Elks Lodge


Saturday, September 12

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 70 participating vehicles. Click here to learn more.

10:00 am - 2:00 pm | Elks Lodge


Historical Bike Ride

Join us 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 at the Red Barn to touch, explore and play!

11:00 am - 1:00 pm | NEW LOCATION Parking lot of the Gift Barn


Sand Art Contest

Join the contest or just enjoy how participants bring this year’s theme, “Eastham Rocks!”, to life on the beach. Learn more. Live music by Pans in Paradise steel drum band!

Register at 3:00 pm. Build 4:00 - 6:00 pm | First Encounter Beach


On The Green

Join us for Yoga at 9:15 - 10:00 am.
Try your luck in the Free Kids Raffle. Under the big tent Saturday & Sunday 10:00 - 3:00. Winners announced Sunday at 3:00 pm.
Support a local artisan at the Craft Show from 10:00 - 4:00.
Grab your crew and play Tug-of-War starting at 1:00.
Play the Raffle. Find us at the Windmill Weekend Tent to buy tickets OR purchase your tickets in advance here.
Shop Windmill Weekend Merchandise.


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, Main Street Mercantile (the Gift Barn) and the Eastham Public Library. Service to the Elk’s ends at 2:00 pm. Click here for a map.

Sunday,
September 13

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.

7:00 - 8:30 am | First Encounter Beach (UPDATED TIME!)


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 “Eastham Rocks!”. Register here.

09:00 - 10:00 am | Old Orchard to Town Hall on Rte 6 (UPDATED TIME!)


On The Green

Support a local artisan at the Craft Show from 10:00 - 3:00.
Try your luck in the Free Kids Raffle. Find us under the big tent Saturday and Sunday 10:00 - 3:00. Winners announced Sunday at 3:00 pm.
Ride in the Tricycle Race immediately following the Parade on Depot Road ~11:30.
Play the Raffle. Find us at the Windmill Weekend Tent to buy tickets OR purchase your tickets in advance here.
Shop Windmill Weekend Merchandise.


Performance Schedule

All performances take place on the Windmill Green.

Saturday

10:00 - 11:00 Catie Flynn
11:30 - 12:30 DJ Angel
1:00 - 2:30 Right To Go Left
3:00 - 4:00 Monica Rizzio

Sunday

11:00 - 11:30 Highland Light Scottish Pipe Band
11:30 - 12:30 Rock Harbor 3
1:00 - 2:00 George Gritzbach Band
2:00 - 3:00 Natalia Bonfini

Food Vendors

10:00 - 4:00 Saturday
11:00 - 3:00 Sunday

Docito Homemade
Polka Dot Panini
Elk’s

Good Times Ice Cream (Saturday)
Ice Cream Cafe (Sunday)

Wine & Beer Garden

12:00 - 4:00 Saturday
12:00 - 3:00 Sunday

Sign reading 'TRURO VINEYARDS' with a black background.
Logo for Devil's Purse Brewing Co., featuring a stylized black thread spool with curlers on each end.

Sorry, no pets on the Windmill Green.