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Day of the Horse

October 8-10, 2021

October 8-Nov. 8

Equestrian Art Show Online 

Saturday, October 9

Progressive Trail Ride

Sunday, October 10

Horse Fair

A Fun-Filled 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.

View 2021 Resource Guide


Art of the Horse Exhibit

Adult Show ONLNE:
Friday Oct. 8 -Nov. 8

VIDEO & TEXT Connection:
Sat. Oct. 9 -Sun. Oct. 10
10am-6pm PST

Youth Art Show:
Sunday Oct. 10 | 11am-5pm
Woodside Village Church

Deadline for online submissions:
October 7 at midnight.

Artists retain the copyright to their images. However, accepted images do become part of the WHOA! archives and may be used in future art promotions.

Art Work Accepted:
Artwork must be the artist’s original design, and may be in is in a variety of mediums, such as oil, acrylic, watercolor, pastel, pen and ink, graphic and charcoal, colored pencil, photography, sculpture, mixed media, miniatures, jewellery, and high quality crafts. No giclees or computer generated art will be accepted.

Buyers Premium:
A 10% buyer’s premium on sales made during the live and virtual exhibitions will be donated to WHOA! to help support its mission. Details will be provided to artists with their selection notice.

Insurance: All art must be insured by the individual artist. WHOA! does not hold insurance for artwork on exhibit and is not responsible for loss of or damage to any of the artist’s work. Artists must insure their work themselves.

Virtual booths:

  • $30 fee – to be paid here: (Submit Payment)
  • Art and information for the virtual fair must be uploaded and completed by October 7, 2021.
  • Artists can load up to 6 pieces, add a URL to their website and provide additional information as requested on the application form.
  • The virtual show opens on October 8 and continues for one month.
  • CONNECT WITH THE PUBLIC: Video and /or text presence in your booth Sat and Sun. 10/9&10 from 10am-6pm PST.

WHEN:  Enter up to 6 pieces by October 7, 2021.

Virtual Booth FEE: $30 per artist

WHO: All US residents are welcome to participate

HOW: Enter online (click on “Apply for a BOOTH”) at Boothcentral

HOW DO I PAY?: Instructions are in Boothcentral, but you can submit payment here 

HAVING TROUBLE SUBMITTING? Please contact Boothcentral support at or contact them via their CHAT online
HELP Submitting my work and how to manage my online account: See the section “Communicating to Booth Hosts” VIEW NOW>

Young artists age 18 and under will have their own live (not online) Youth Art Show, from which images will be chosen for the 2022 Young Equine Artists Calendar. 

Show Date: Sunday October 10 | 11am-5pm

Where: Woodside Village Church, Woodside CA 94062


Bring your equestrian related work to be displayed or hung to the Woodside Village Church, Woodside, CA.

Friday Oct. 8, 3-6pm | Saturday Oct. 9, 11am-2pm | Sunday Oct. 10, 9-10am

Will there be Prizes?


Is there an Entry Fee?

Nope. Just bring your work for display!

How is the artwork selected for the 2022 WHOA! calendar?

The public in attendance Sunday together with our committee judges will select the  calendar artwork! Get your friends and family to attend!

Still have questions?


In 2021, the Art of the Horse ADULT exhibit will be online. 

OCT 8-NOV. 8: Virtual show at Boothcentral. Please register to attend.  VIEW>


Woodside Village Church, Woodside, Ca 94062

Sunday October 10 | 11am-5pm

TO ATTEND simply register in advance at BOOTHCENTRAL and then logon October 9 and/or 10 to enter a Live Virtual Event.

WOODSIDE ART of the HORSE live Oct. 9-10 10am-6pm PST.
Over 20 Equine artists to enjoy. 10% of all sales benefits Woodside-area Horse Owners Association.
The Live Virtual Event platform for the Virtual WOODSIDE ART of the HORSE is made possible with easy-to-use technology from BoothCentral. The platform brings the public and artists together face-to-face in a live and interactive environment. The platform requires no additional software or hardware – a compatible browser on a desktop or mobile device is all that’s needed.
TO ATTEND simply register in advance at…/woodside-art-of-the-horse… and then logon October 9 and/or 10 to enter a Live Virtual Event.
• Each vendor will have their own “STUDIO” that includes photos, videos, a web site link and ways to connect live.
• Vendors are available by live video and text chats to answer individual questions and provide additional information.
• Some artists may give virtual tours of their studios.

The exhibit includes original equestrian themed by artists countrywide.

Artwork will be the artist’s original design, and may be in is in a variety of mediums, such as oil, acrylic, watercolor, pastel, pen and ink, graphic and charcoal, colored pencil, photography, sculpture, mixed media, miniatures, jewellery, and high quality crafts.

Yes!  Awards will be presented in two categories: Artists over age 18, and Youth Artists age 18 and under.

Progressive Trail Ride

Saturday, October 9, 2021
Time: 11am-3pm

Historically, participants from all over California enjoyed this legendary trail ride that gives riders a glimpse of rural America right in the heart of Silicon Valley. 

  • 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.
  • $50 Fee until 9/15/2021
  • $75 Fee after 9/15/2021

To Pay by Check:
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)

Rig parking is available on Saturday Oct. 9 

Mounted Patrol of San Mateo County (see map)
521 Kings Mountain Rd., Woodside, CA 94115

Time: 9am-4pm

There is no overnight parking this year.

The theme for 2021 is OKTOBERFEST

Costumes reflecting the 2021 theme are encouraged, though any costumes are welcome and are optional!


Horse Fair

Sunday, October 10, 2021

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

2021 Event Drive Thru ! Pony rides at a nearby location!

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

2021 line up!

  • blacksmith demonstration
  • carriage horse
  • english & western disciplines
  • animals from NCEFT
  • a gypsy vanner
  • a horse to pet
  • vaulters
  • dressage demonstration
  • plush pony give away
  • pictures with a pony
  • pony rides nearby
  • live music

At the pony rides we will have a small booth with a few items to buy and also information on local horse camps and riding facilities. And there will be one or two ponies at the pony ride location for people to pet and take pictures with.

Horse Fair Drive thru PLAN

Learn more about the history of Day of the Horse!

Receive an Art of the Horse 2021 Calendar

Donate $15 or more to WHOA! and
receive yours today!

For additional funds, you can specify how many calendars you would like to receive, in the “comments” section on the donation form.

If you are local, we will contact you to arrange for pick up. 

Contact WHOA!

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

We will respond as soon as we can!