Quick answer
Popular fall family outings around Pittsburgh include pumpkin patches and orchards like Soergel Orchards, Simmons Farm and Triple B Farms, Halloween events at the Pittsburgh Zoo & Aquarium, and foliage views from the Duquesne Incline. On the rivers, families can sail Halloween Family Fun (Saturday, Oct. 24, 2026) or the evening Haunted Three Rivers cruise.
Ready to make the most of fall in Pittsburgh? From pumpkin patches and fall festivals to colorful foliage and family-friendly adventures, there are so many fun things to do this season. Make your fall outing extra memorable with a cruise aboard the Gateway Clipper and see the city from a whole new perspective. Gather the kids, grab your sweaters and start checking off your autumn list!
Event dates below are the 2026 dates as listed when we published this guide. Hours and dates can change, so check each website before you go.
Farm outings and pumpkin patches
- Soergel Orchards, Wexford: best overall
- Shenot Farm & Market, Wexford: best North Hills option
- Simmons Farm, McMurray: best for lots of activities
- Triple B Farms, Monongahela: best for a full-day fall adventure
- Harvest Valley Farms: best for younger kids
- Yeck's Pumpkins & Hayrides, Freedom: best traditional pumpkin-patch experience
Fall events and festivals
- Pittsburgh Monster Pumpkin Festival: Oct. 17–18, 2026
- Gateway Clipper's Haunted Three Rivers cruise: Friday and Saturday evenings through Oct. 30, 2026
- Gateway Clipper's Halloween Family Fun cruise: Saturday, Oct. 24, 2026
- Pittsburgh Zoo & Aquarium's Jack O'Lantern Extravaganza: Oct. 2 – Nov. 1, 2026
- Pittsburgh Zoo & Aquarium's ZooBoo: Saturdays, Oct. 17 & 24, and Sundays, Oct. 18 & 25, 2026

Fall foliage and Pittsburgh scenery
- Gateway Clipper's Autumn Serenade Lunch: select Wednesdays and Saturdays in October, with a lunch buffet and live music
- Duquesne Incline: a classic ride up Mount Washington with views over the Point
- Pittsburgh Botanic Garden: walking trails and gardens in autumn color
- Point State Park: where the three rivers meet, right downtown

Prefer to see the colors from the water? The one-hour Three Rivers Sightseeing cruise sails through the fall, with narration about Pittsburgh's history along the way.
Indoor activities for rainy or cold days
- Phipps Conservatory: Halloween Happenings: Friday, Oct. 23, 2026, 5–8pm
- Kamin Science Center
- Children's Museum of Pittsburgh
Planning a school or scout outing this fall? See our field trips and group cruises.
Frequently asked questions
When is the Gateway Clipper Halloween Family Fun cruise?
Saturday, October 24, 2026. It boards at 12:45pm and sails 1:30–3:30pm from Station Square, with a DJ and character friends.
Is the Haunted Three Rivers cruise family-friendly?
Yes. It's a one-hour evening sightseeing cruise with spooky Pittsburgh stories for all ages. Children 16 and younger must be accompanied by an adult.
Can we see fall foliage from a Pittsburgh boat cruise?
Yes. The Autumn Serenade Lunch sails select October Wednesdays and Saturdays with a lunch buffet and live music, and the one-hour Three Rivers Sightseeing cruise sails through November.






