Deeper Learning 2026

Physical, temporal, and technological contexts of schooling constitute the "third teacher" in education. Too often, these environments work against our learning goals. Authentic learning doesn’t respect the constraints of classroom walls. Community learning experiences get stymied by bureaucracy. Collaboration collides with regimented teacher and student schedules. Efforts to design active learning within traditional school structures face constraints of time, space, and technology. In this interactive workshop for teachers and school leaders, participants will explore creative strategies to break down these barriers. Drawing on XQ Design Principles and inspired by student testimonials and artifacts of learning, we engage in an intensive design process to uncover opportunities to adapt even the most rigid learning environment. Participants will leave with a plan to create space for innovation in any school.

Explore the strategies and resources NYC Outward Bound Schools is using to shift Crews and classrooms to be more student-led. The combination of establishing strong, predictable routines and prioritizing student-designed content creates the conditions for students to feel ownership and belonging in school. Grounding in NYC Outward Bound Schools’ Student Voice Spectrum and a multi-media case study of a student leader’s growth in her Crew class, participants will design their own mini-lessons using the same tools students use and will learn strategies to implement in their own school contexts to elevate student leadership. Ideal for educators looking to meaningfully elevate student leadership in Crew/Advisory and classrooms.

Note: This DL session also invites attendees from the National Summit on Improvement in Education to participate. Summit is a gathering and rallying point for a vibrant and diverse community of improvers who are working to create educational systems where all young people learn and thrive. In 2026, we're bringing together the powerful Deeper Learning and Improvement communities through select crossover sessions, culminating in a joint closing keynote. You are invited to dive deeper and make new connections at DL26. Check out our Summit and DL26 comparison to learn more.

What if students could be more engaged because they understood what you were assessing—and why? How do we keep middle schoolers truly invested in their learning? In this workshop, educators will explore how authentic, collaborative assessment—when connected to real-world challenges and student interests—can transform classroom culture and deepen learning. We’ll examine a middle school project that sparked curiosity, built essential skills, and led to meaningful work, while highlighting how student voice and choice played a key role in both the process and the assessment. Discover how inviting students into the assessment conversation can make their thinking more visible, foster ownership, and drive deeper engagement. You will leave the workshops with tools, strategies, and inspiration to co-create learning experiences that matter—to you and your students.

This session introduces Neighborhood Walks as a powerful entry point into a community-connected, place-based learning experience. Drawing on WPS Institute partnerships with urban schools in Massachusetts, we’ll engage with student voices that illuminate the dimensions of learning, connection, and engagement that can happen when young people step outside the classroom. Participants will then experience a Neighborhood Walk near the conference site, guided by simple lenses such as Making a Living or Being in Community. Along the way, you’ll practice skills that scaffold student confidence for learning in the wider world.
Together, we’ll identify the skills and mindsets students develop through these immersions, and leave with practical tools to create neighborhood walks for your own schools and communities.

Note: This DL session also invites attendees from the National Summit on Improvement in Education to participate. Summit is a gathering and rallying point for a vibrant and diverse community of improvers who are working to create educational systems where all young people learn and thrive. In 2026, we're bringing together the powerful Deeper Learning and Improvement communities through select crossover sessions, culminating in a joint closing keynote. You are invited to dive deeper and make new connections at DL26. Check out our Summit and DL26 comparison to learn more.