Family flying or driving in for a graduation in the Oakland hills? Chez Toi Cottage and Chic & Cozy Oakland Getaway are both set up for exactly that — real rest between ceremonies, photos, and family dinners, an easy reach of Head-Royce, Bishop O'Dowd, Skyline, Redwood Day, St. Paul's, and Mills College at Northeastern. Graduation weekends book up early across Oakland, so the dates below are here to help you plan ahead.
Pulled directly from each school's own published calendar in September 2026. A few schools hadn't posted their Class of 2027 date yet at the time of writing — those are marked below rather than guessed at, since ceremony dates shift school to school and year to year. Always double-check the exact time and location with the school itself before booking travel.
Upper School Commencement: Saturday, June 12, 2027
Middle School Promotion: Friday, June 11, 2027
Lower School Promotion: Thursday, June 10, 2027
Source: Head-Royce School, 2026–27 Key Dates Calendar (PDF), published on headroyce.org, updated June 2026.
Class of 2027 commencement and baccalaureate mass dates were not yet posted as of September 2026. In recent years, both have landed in the last week of May or the first few days of June (e.g. the Class of 2026's baccalaureate mass was May 29, 2026).
Check: bishopodowd.org/calendar — check back closer to spring 2027 for the confirmed date.
Skyline's own senior-year page places Class of 2027 graduation in May 2027, but hadn't posted an exact ceremony date as of September 2026.
Check: skyline.ousd.org/students/seniors for the confirmed date closer to spring.
Redwood Day holds an 8th grade graduation/promotion each year, but the 2026–27 date wasn't published on the school's site as of September 2026 (its admissions/calendar pages weren't publicly reachable during this research).
Check: rdschool.org directly for the confirmed date.
St. Paul's admissions-events calendar for 2026–27 doesn't yet list an 8th grade promotion date (checked directly against the school's own events page in September 2026).
Check: spes.org/newsevents for the confirmed date later in the school year.
The 2026 Oakland/Silicon Valley commencement was held Saturday, May 16, 2026 at Holmgren Meadow. Northeastern typically announces the next year's commencement dates several months ahead (the 2026 date was announced in November 2025) — the 2027 date wasn't posted yet as of September 2026.
Check: commencement.northeastern.edu for the confirmed 2027 date, expected to be announced around late 2026.
However the day unfolds — an early call time, a family lunch after, photos on campus — you've got a quiet, comfortable base to come back to that isn't a hotel room.
Chez Toi Cottage sleeps up to 7 across 2 bedrooms; Chic & Cozy Oakland Getaway sleeps up to 5. Both work well for grandparents, siblings, and out-of-town family traveling together for the occasion.
Some families are covering a middle-school promotion and a high-school or college commencement in the same spring — see our nearby-schools guide for how close each campus sits to both properties.
Both properties include on-site parking, so you're not circling for street parking before or after a ceremony.
Graduation-day traffic and campus parking can add real time on top of the normal drive — especially for ceremonies with a set start time. Leave more of a cushion than your GPS estimate suggests.
See both stays, check live pricing, or ask us a question first.
Re-Vitalize Getaway is an independently owned and operated vacation rental. It is not affiliated with, sponsored by, or endorsed by Head-Royce School, Bishop O'Dowd High School, Skyline High School, Redwood Day School, St. Paul's Episcopal School, Mills College at Northeastern University, or any other school named on this page — they're listed only because their graduation season genuinely brings families to the neighborhood. Every date above was sourced from the school's own published calendar as of September 2026 and is subject to change; confirm directly with the school before finalizing travel plans.