McMenamins Kennedy School — Romantic Date Nights in Portland OR

⭐ 4.6/5 (8857 reviews) 📍 5736 NE 33rd Ave, Portland, OR 97211, USA 📞 (503) 249-3983 Visit Website →

McMenamins Kennedy School · Portland, OR

⭐ 4.6 stars · 8,857 reviews · 5736 NE 33rd Ave, Portland, OR 97211


There’s something undeniably romantic about stepping into a place where history and whimsy collide. McMenamins Kennedy School occupies a beautifully restored 1915 elementary school in Northeast Portland, where chalkboard hallways and converted classrooms create an atmosphere unlike anywhere else in the city. For couples who crave a date night with genuine character, this is the kind of place that sparks real conversation — the setting does half the work for you.

Wander hand-in-hand through labyrinthine corridors adorned with murals, settle into a cozy corner of the Honors Bar, or sink into a soaking pool beneath the open sky. The Kennedy School rewards slow exploration, making it ideal for couples who love discovering little moments together — a tucked-away lounge, a vintage film screening, a locally brewed pint shared in a room that once held third-grade spelling tests. It’s Portland’s most pleasantly disorienting date destination.

What to Expect

  • Atmospheric bars and lounges spread throughout the historic building, each with its own mood and décor
  • The Courtyard Restaurant offering casual Pacific Northwest dining in a striking open-air setting
  • A soaking pool perfect for a relaxed, intimate evening wind-down
  • Movie screenings in the converted theater — bring your drinks
  • Hotel rooms housed in former classrooms, ideal for a spontaneous overnight stay

Perfect For: Anniversary getaways, adventurous first dates, staycation escapes, and couples who love exploring together.