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Spend some time exploring the outdoor jewel of Pittsburgh’s North Side. Riverview Park offers an extensive network of trails through its dense woodlands and dramatically steep hills for hikers, joggers, and the occasional horseback ride. Riverview is also home to the Allegheny Observatory, a space-themed playground, a visitor’s center, a swimming pool, ball field and many picnic areas.

Have your breath taken away as you travel up the Duquesne Incline. Once the main mode of transportation for Pittsburghers to get up the incredibly steep hills, nowadays the historic funicular takes guests up to the top of Mt. Washington for the best view of downtown. Children will get a kick out of the authentic car, the old photographs and artifacts in the upper station, and the ride up and down the mountain.

Since 1962, Stage 62 has continuously presented at least four plays annually. Catch a musical in November, a children’s show in February, a drama/comedy in May and a musical in July. This non-profit theater company resides in the Andrew Carnegie Free Library & Music Hall, where you can catch a seasonal performance or one of the additional special events.

Order a horse-drawn carriage for date nights, weddings, anniversaries, and other special events from Caustelot Farms. Or, take a spontaneous carriage ride at Station Square, where carriage services are available most Friday and Saturday evenings from May through October. Get a tour of Station Square, take a romantic Moonlight River Ride or familiarize yourself with the city on the Downtown Tour.