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Eastham Windmill Weekend 2025

Arts and Entertainment

August 5, 2025

From: Eastham Windmill Weekend

Schedule of Events:

Friday, September 5, 2025

5:30 - 7:30 pm: Chicken and Fish Fry

Dinner before the show! All are welcome at the Elk’s Friday night Fish Fry. We strongly recommend ordering ahead.

Location: Elks Lodge

7:30 - 9:00 pm: 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.

Location: Elks Lodge

Saturday, September 6, 2025

10:00 am - 2:00 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.

Location: Elks Lodge

10:00 am - 12:00 pm: 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.

Location: First Encounter Beach. Ends at Nauset Light

11:00 am - 1:00 pm: Touch a Truck

Kids and kids at heart will love this. Join the Recs Department at the Red Barn to touch, explore and play!

New Location Parking lot of the Gift Barn / Red Barn

2:00 - 4:00 pm: Sand Art Contest

Join the sand art contest or come see how participants bring this year’s theme, “Out of This World”, to life on the beach.

Register at 1:30 pm

Location:
First Encounter Beach

On The Green

Join us for Yoga with Ken Fishman 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.

Spaceship Races blast off at 12:00 pm. Register at the Rec tent.

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 - 2:00.

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

Sunday, September 7, 2025

8:00 - 9:30 am: Road Race

A 5k run/walk starting at First Encounter Beach.
All ages welcome. More information and registration here.

Location: First Encounter Beach

10:00 - 11:00 am: 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 “Out of This World”. Register here.

Location: Old Orchard to Town Hall on Rte 6

On The Green

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 from 11:30 - 12:00 on Depot Road.
 
Find us at the Windmill Weekend Tent to purchase a Raffle ticket in-person.

On the Windmill Green:

Live Music 11:00 am - 3:00 pm
Food Vendors 11:00 am - 3:00 pm
Beer and Wine Garden 12:00 - 3:00 pm

Date: September 5-7, 2025

Location:

Elks Lodge - 10 McKoy Rd, Eastham, MA 02642
Gift Barn / Red Barn - 4180A State Hwy, North Eastham, MA 02651
Windmill Green - 2505 State Hwy, Eastham, MA 02642
First Encounter Beach, 1699 Samoset Rd, Eastham Massachusetts

Click Here For More Information