The Annual Giving Campaign 

Each fall, the school year’s annual giving campaign is launched. Every family receives a letter/packet, describing the year’s goals and needs. While a family can make its annual giving donation at any time in the school year, we encourage parents to make their donation before December 31 to claim their donations as deductions. Donations can be pledged over several months or offered in a lump sum. Donations have ranged from a few dollars to thousands.  Each family feels into what the school means to them and their child(ren) and what their finances allow. We call this giving from the heart.

It absolutely matters that 100% of families make a donation. Being able to say that we have 100% of our families contributing shows foundations or grant organizations that we are offering something an entire community feels is beneficial and thus something they also might want to support. No gift is too small. Every dollar makes a difference and advances us towards our goal. 

Community Fundraising Events 

WinterFaire 11/23

The school’s largest and best known community outreach event is WinterFaire! The Siskiyou School’s Annual WinterFaire is held on our campus each November either on the Saturday before Thanksgiving or two Saturdays before Thanksgiving. It is a wholesome day of fun for the whole family. Admission is free and all are welcome! Winterfaire 2019

Annual March Auction

Our annual auction, held in March, brings together over 250 people for a great evening! With food and wine, over 300 auction items up for bid, a live band and professional auctioneer, our community celebrates and raises money at the same time. To make a donation, be a sponsor, or purchase a ticket to this important annual fundraiser, please email Lora. For more information see here.

May Raffle 

As our last fundraising effort of the year, we hold a raffle. Tickets are $5 each. Each family receives a packet of 20 tickets to sell. Students take pride helping their school by selling tickets to neighbors or family friends.  The winning ticket is drawn either on May Day or at our end-of -year Talent Show. Raffle prizes change each year, but usually include a first prize cash prize of $500, gift certificates to many local businesses, and a big draw item for kids such as a scooter or bike! Read more about the Raffle here.


To make a contribution, mail your check to: The Siskiyou School, 631 Clay Street, Ashland, OR 97520 or donate online. You will receive a receipt for your donation within a couple of weeks. Please save that receipt for when you file your tax returns.  The Siskiyou School is a 501(c)3 and donations are tax deductible. For more information on the tax benefits of giving please look here.

If you have any questions please contact our Director of Development, Trine Ostergaard. She will be happy to answer any questions and help you find the best way for you to donate. You can email her here or reach her on this number (541) 482 8600 

Ways to contribute without any cost to you 

Through eSCRIP & iGive you can support our school without it costing you anything. You just shop and a percentage of your spending comes back to the school. The shopping can be for groceries at local stores or online shopping. It takes just minutes to sign up. Once you do, you never have to think about it again, but every time you shop at one of the hundreds of sites that use eSCRIP or iGIVE, a percentage of your spending will be channeled back to the school. It’s amazing  how these contributions add up over time. The more parents participate in these indirect programs, the less we have to raise through direct giving. Trine, our Development Director, is happy to help you set up your accounts or you can follow the links below and sign up on your own. Please consider enrolling. It’s so incredibly helpful!


Go to and follow the sign-up instructions.  They ask for only a few details, like your name and email. Select The Siskiyou School as the organization to support.  With eScrip, register at least one debit or credit card. They only ask for the number—not the security code or the expiration date.  It is very safe!


With iGive, install the iGive addon to your browser.  This ensures that your online shopping will automatically benefit the Siskiyou School! Go to, type in your cause: Siskiyou School, and shop and follow the instructions for installing iGive.


 If you shop on Amazon, sign up to support the Siskiyou School at We receive a percentage back from this program, too! Amazon donates 0.5% of the price of your eligible AmazonSmile purchases to the charitable organization of your choice.
Support your charitable organization by starting your shopping at click here to set up Amazon Smile.

Ways to leverage your donation

Oregon Cultural Trust (OCT)

Through OCT’s fantastic program, a donation to the school can be leveraged significantly. If you are able to give at least $200 to our Annual Giving Campaign, leveraging your gift through the Oregon Cultural Trust is definitely worth considering. Unbelievable as it may seem, by using tax benefits, you can actually make money while giving away money!Please see the chart or visit the Oregon Cultural Trust website for more information.

Oregon Community Foundation (Endowment)

For those of you who are able to and desire to give a gift that ensures our healthy financial future, we have established an endowment fund through the Oregon Community Foundation