April 28 Middle School Parent Night

May 5 Grade 3/4 Parent / Guardian Night 5:30 – 7:00 pm

May 7 No School-records day

May 11 & 13 Picture Day

May 13 Board of Trustees Meeting

May 15 Grade 2 Parent/Guardian Meeting, 9:30-11:30 am

May 22 (New Date) Urban Prairie Alumni Reunion, 1-3:00 pm

May 28 Pentathlon


Picture Day

Individual and class pictures will be taken on May 11 and 13. Your class teacher will let you know which day your class will participate. We recommend solids over patterns! Ordering information will follow.

Board of Trustees Meeting and Recruiting

Calling big picture thinkers, particularly those with professional experience in marketing, strategic planning, law, and finance. For more information, contact shannon… or any current trustee. Meet the Board and hear school updates at Open Session on May 13, 6:30 p.m.

Here is the Zoom link:

Meeting ID: 778 139 0165;   Passcode: Paul

Urban Prairie Alumni Reunion

Event moved from May 15 to May 22!

Calling all Alumni and their Parents/Guardians! Join us Saturday, May 22, from 1-3:00 pm at Promontory Point Park at 55th and Lake Shore Drive for an Urban Prairie Reunion/Ice Cream Social. Hosted by Sharla Paul. Please register using this link, so we know how many treats to bring – Email invitations are coming. 


Pentathlon, traditionally held in late May, is an important capstone in the Waldorf fifth grade year at Urban Prairie and many other Waldorf schools in the U.S. Due to the pandemic and COVID related protocols, the Pentathlon will look different this year, but we are excited that we will be able to host an on-site, UPWS-only Pentathlon during school hours on Friday, May 28th. Families of former and future Pentathletes: Please join the faculty and staff in wishing this year’s fifth graders a wonderful experience!

Summer Camp

Capoeira!! and Circus! and Archery! Oh my!  Now’s your chance to secure your child a spot in UPWS summer camp! Enrollments are filling up. Follow this link for all the details:

Community Members Making a Difference

Special thanks to all the classes, faculty, and staff for carrying endless buckets of wood chips from the south berm to the play structure to Hummingbird Garden and around every tree.  Additional thanks to Chicago Community Garden Association (CCGA) plant distribution and donated wood chips from Mr. Riccardo’s tree service.


All Things Jump

Jump-a-thon is a UPWS tradition the kids just love, logging countless hops and skips in the name of supporting our school. Family & friends from near and far support their efforts with pledges and the color team with the most jumps wins. Big doings 🙂

Community Connection delegates are going to be meeting this Saturday to learn how to make jump ropes so each pod can have a fun, safely distanced, day of its own to make jump ropes together on the play lot later this month. Stay tuned for donation details and keep your eyes out for an email from your class delegate about jump rope fabrication fun later this month!

CC Volunteers Needed for Next Year

A huge thank you to those who stepped up to be CC class delegates in this particularly challenging year. Next year we can use all the help we can get, not necessarily in the class delegate role either. We’re looking to change up the structure a little bit so it doesn’t fall so heavily on one person in each class. If you’d like to be part of a team that helps pull together an event or two of your own choice next year, please drop us a line at c… Thank you so much, we could really use your help!

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