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Day of the Horse

October 9-11, 2020

Friday, October 9

Equestrian Art Show – Online

Saturday, October 10

Progressive Trail Ride

Sunday, October 11

Horse Fair – Online

A Celebration for All

The Woodside Day of the Horse celebrates the unique equestrian heritage of Woodside and the extraordinary contribution horses make to the quality of life throughout San Mateo County. Made possible by a public-private partnership of Woodside-area Horse Owners Association (WHOA!), The Town of Woodside and our generous Sponsors and Volunteers.

Art of the Horse Exhibit

Friday October 9, 2020

Special for 2020, the Art of the Horse exhibit will be online for your year round viewing pleasure!.

Special for 2020, the Art of the Horse exhibit will be online for your year round viewing pleasure!

The exhibit includes original equestrian themed art created by Bay Area residents.  

Artwork must be the artist’s original design, and may be in oil, acrylic, watercolor, pastel, pen and ink, graphic and charcoal, colored pencil, photography, sculpture, miniatures, or mixed media, as long as the artwork celebrates the horse.

Progressive Trail Ride

Saturday October 10, 2020
Time TBD

During this legendary trail ride, which draws participants from all over California, riders enjoy a glimpse of rural America right in the heart of Silicon Valley, while local residents enjoy the sight of riders costumed according to each year’s unique theme.
  • The route will be “Take Your Own Line” within the time allowed and will encourage an efficient path to all stops.
  • Riders may start at any point. The official route will use only town trails without gates.
  • Stop locations will be annotated on the map with directions as needed and well-marked signs.
  • Stops include both public and private horse-friendly locations, concentrating in the areas near central Woodside.
  • All riders must pre-register, sign a liability release, and make a minimum donation per rider.
  • You must bring your own horse.
  • The ride is open to the public; all participants must be mounted on the trail ride.
  • Boots and helmets are strongly advised.
  • No stallions or dogs are permitted.
  • Your “Ticket to ride” maps will be sent to you.

2995 Woodside Road, #400-466
Woodside, CA 94062 

Checks should be payable to: Woodside Community Foundation- WHOA!
The Woodside Community Foundation is a 501(c)(3)

The theme for 2020 is The Roaring 20’s!

Costumes reflecting the 2020 theme are encouraged, though any costumes are welcome and are optional!

  • There is limited off-site overnight stabling and dry camping. There are no hookups available.
  • First come/first serve after completed registration.
  • If you need overnight accommodations, please note this request on your registration form.
  • Reservations are made directly with the Horse Park at Woodside.
  • Overnight stays are NOT allowed at the Mounted Patrol grounds.

For those trailering in for the event, directions are included for trailer parking in the rider packet.

  • Trailer parking is available at the Mounted Patrol grounds from 9:00am Oct. 12, 2019.
  • Volunteers will be onsite to assist you in parking.
  • Trailer parking is for the day of the ride only. Overnight stays are NOT allowed at the Mounted Patrol grounds.
  • Download the map for directions to Mounted Patrol.

Stay tuned for details.

Horse Fair

Sunday October 11, 2020
Time TBD

There’s equestrian fun and information for everyone in the family.

Special for 2020, the Horse Fair exhibits will be online for your year round viewing pleasure!


Mainly online! However, we may have a small live portion of the Fair located at the Woodside Town Hall, behind the Wells Fargo bank.  STAY TUNED!

Woodside Town Hall
2955 Woodside Rd
Woodside CA 94062
view map>

So many ways for your children to enjoy and learn more about horses!

  • pony rides
  • ride a horse-drawn carriage
  • see the Wells Fargo Stagecoach
  • watching a blacksmith at work
  • face painting
  • take your picture with Super Girl!
  • decorating horse cookies
  • making equine art
  • listening to a horse’s heartbeat
  • educational and interactive booths
  • visit the Woodside Community Museum

Learn more about the history of Day of the Horse!

Contact WHOA!

2995 Woodside Rd. Suite 400-466, Woodside CA 94062

We will respond as soon as we can!