Home › Collections › Fall starter outings: South Bay and Peninsula Fall starter outings: South Bay and Peninsula
Four checked picks to begin with: a rainy-day museum, a toddler playground, an easy paved stroller walk and a daytime Halloween. Every detail links to its official source.
Updated Sep 27, 2026 · Fall collection. Hand-picked, not sponsored.
Filters use confirmed facts only: a place whose bathrooms are "unknown" won't match "Bathrooms". The address bar keeps your filters, so you can share the link.
Museum special · Seasonal · Editor's pick
🗓 Sat Oct 31, 9:30 AM–4:30 PM 📍 Children's Discovery Museum of San Jose, San Jose
👶 12 mo–6 yr (our estimate)
💵 Included with admission ($20–$22)
🏠 Indoor + outdoor · has indoor space
👶 Stroller: ◐ Partly 🍎 Food: ✓ Yes 🅿 Parking: ✓ Yes Saturday Oct 31, daytime, included with admission.
Museum · Indoor play
📍 San Jose
👶 0 mo–6 yr (our estimate) ⏱ 2 h–3 h (our estimate)
💵 $20–$22
🏠 Indoor + outdoor · has indoor space
👶 Stroller: ◐ Partly 🍎 Food: ✓ Yes 🅿 Parking: ✓ Yes Rain or bad air: indoor exhibits, café and changing stations.
Playground · Splash pad · Park
📍 San Jose
👶 12 mo–6 yr (our estimate) ⏱ 60 min–2 h (our estimate)
💵 Free
🌤 Outdoor · dry weather
🚻 Bathrooms: ? Unknown 🌳 Shade: ? Unknown 🅿 Parking: ✓ Yes Toddler area year-round; the splash pad is off after Oct 1.
Walk
📍 Hillsborough
👶 All ages (our estimate) ⏱ 45 min–2 h
💵 Free
🌤 Outdoor · dry weather
👶 Stroller: ✓ Yes 🚻 Bathrooms: ✓ Yes 🅿 Parking: ✓ Yes Paved 2-mile out-and-back from the south end.
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