Adventure brief
Historic Trolley Tour
Experience the charm of the Poconos aboard a historic trolley with Pocono Daytripper. Journey through Delaware Water Gap, iconic landmarks, and stunning scenery on this private tour.
Step back in time with Pocono Daytripper’s Historic Trolley Tour, an enchanting journey through the scenic beauty and rich heritage of East Stroudsburg, Pennsylvania. This one-of-a-kind experience invites you aboard a beautifully restored trolley car boasting elegant interiors and the nostalgic melodies of Fred Waring, creating an ambiance that captures the spirit of a bygone era. As you travel through the Delaware Water Gap region, you’ll encounter breathtaking views, including the iconic Castle Inn and the vast Delaware Water Gap National Recreation Area, known for its lush landscapes and dramatic river vistas.
Along the way, the knowledgeable guides share fascinating stories about the area’s history and natural landmarks, making this tour both entertaining and educational. Whether you’re a history enthusiast, nature lover, or simply seeking a relaxing way to explore the Poconos, this private trolley adventure offers an unforgettable blend of culture, comfort, and outdoor beauty. Capture memorable photos, enjoy fresh air, and learn about one of Pennsylvania’s most picturesque locations in a unique and private setting that feels far away from the hustle and bustle of daily life.
Adventure tips
Plan your experience.
Curated tips for an optimal adventure.
- 01Arrive Early for Best Seatinginfo
Secure your preferred spot on the trolley by arriving at least 15 minutes before departure.
- 02Bring a Camera or Smartphoneessential
Capture the scenic Delaware Water Gap and historic sites along the route for lasting memories.
- 03Dress in Layersinfo
Temperatures can vary inside the trolley; wearing layers ensures comfort throughout the trip.
- 04Check Weather Aheadwarning
Tours operate rain or shine but may be affected by severe weather, so confirm your booking on the day.
Recommended gear
What to bring.
Comfortable Walking Shoes
Ideal for walking to and from the trolley stops and exploring nearby attractions.
EssentialCamera or Smartphone
Capture stunning scenery and historic sites throughout the tour.
EssentialWater Bottle
Stay hydrated during warmer weather, especially on sunny summer days.
summerEssentialLayered Clothing
Adjust your clothing to changing temperatures for comfort throughout the ride.
fallEssentialLocal insights
Context for the journey.
Nearby secrets
Visit the nearby Shawnee Inn for local history and exceptional views, Explore the tucked-away trails along the Pocono Plateau
Local fauna
White-tailed deer, Eastern bluebirds
Historic heritage
The trolley system played an essential role in transporting visitors during the early 20th century, connecting communities within the Delaware Water Gap region.
Mindful exploration
Efforts in the Delaware Water Gap National Recreation Area focus on preserving natural habitats and maintaining clean waterways to protect the area's rich biodiversity.
Photography tips
Capture the moments
- Viewpoints
- Overlook at Delaware Water Gap National Recreation Area, Castle Inn grounds, Alongside the riverbanks near East Stroudsburg
- Subjects
- Historic trolley interiors, Scenic river landscapes, Autumn foliage or snow-covered trees depending on season
- Best times
- Golden hour, Late morning, Sunset
Frequently asked questions
Before you go.
Is the Historic Trolley Tour suitable for children?
Yes, the tour is family-friendly and suitable for children of all ages.
Are pets allowed on the trolley?
Pets are generally not permitted except for service animals; please check with Pocono Daytripper in advance.
Is the tour wheelchair accessible?
Yes, the trolley is accessible for wheelchairs; please notify the company when booking to make arrangements.
What is the cancellation policy?
Cancellations made 24 hours in advance receive a full refund; please refer to Pocono Daytripper’s website for details.
Are food and drinks allowed on the trolley?
Food and beverages are not allowed on board to keep the trolley clean and comfortable for all guests.
How long is the Historic Trolley Tour?
The complete tour lasts approximately 1.5 to 2 hours, including stops at key scenic points.