Windsor PennsylvaniaATTRACTIONS & THINGS TO DO

Steam-O-Rama is an annual steam and gas engine show hosted by the Early American Steam Engine Society that has been a tradition in Windsor for more than one hundred years. Visitors can enjoy tractor pulls, tractor square dancing, kiddie rides, games, horse pulls, local bluegrass bands on Thursday nights, food vendors, and an affordable family flea market, typically starting the first Thursday of the first weekend in October.

Beer Mongers is a popular bar and club in Windsor that has earned a solid 4.1 rating from visitors. Patrons can enjoy a selection of drinks in a welcoming atmosphere that showcases the local culture and hospitality of Windsor.

Prancing Pig Pottery is a highly-rated paint and pottery studio in Windsor with a 4.6 rating from visitors. Art enthusiasts and beginners alike can explore their creativity through pottery making and painting in this charming local studio.

York Township Park offers playgrounds and green spaces that have earned it a stellar 4.7 rating from visitors. Families can enjoy outdoor recreation in this well-maintained park that serves as a community gathering spot for locals and tourists alike.

Windsor offers access to more than 95 trails covering 515 miles, including popular routes like the Stony Valley Rail-Trail and Olde Hickory Village Trail. Nature enthusiasts can explore these well-maintained pathways that showcase the scenic beauty of the Pennsylvania landscape through various terrains and vegetation.

The Underground Railroad Reenactment offers visitors an immersive living history experience that brings to life this crucial chapter in American history. Located at 512 E Strawberry St, this educational event provides powerful insights into the journey to freedom that many enslaved people undertook.

The Vineyard at Hershey offers visitors a chance to sample local wines in a picturesque setting not far from Windsor. Special events like tarot card readings complement the wine tasting experience, making it a unique destination for adults looking to unwind and enjoy Pennsylvania's wine culture.

The Railroad Museum of Pennsylvania preserves the rich railway heritage of the state through an impressive collection of historic locomotives and railroad artifacts. Special events like Sensory Hour make this museum accessible to all visitors, offering a glimpse into the technological advances that shaped American transportation.

The Zembo Shrine Circus is an annual event held at the Zembo Shrine Auditorium that brings classic circus entertainment to families in the region. With multiple showtimes available, this long-running circus tradition offers thrilling performances that delight audiences of all ages.

Main Street in Windsor offers visitors a glimpse into small-town Pennsylvania life with its historic buildings and local businesses. Travelers can explore this charming thoroughfare that serves as the heart of this borough established in 1905, connecting various parts of the community including access points to local trails.

Watkins Park serves as a convenient access point to local trails and offers plentiful parking for visitors exploring Windsor. This community park provides essential recreational space for residents and tourists alike, functioning as a gateway to outdoor adventures in the area.

Windsor Borough contains various historical landmarks that tell the story of this Pennsylvania community established in 1905. Visitors can explore these sites to gain insight into the development of this small borough that had a population of 1,359 as of the 2020 census.

The castle on Prospect Road represents an interesting architectural landmark that stands out in Windsor's landscape. Visitors walking from the east to west sections of local trails will pass by this distinctive structure that adds character to the small Pennsylvania borough.

The original train station depot in Windsor now houses a museum dedicated to preserving local railway history. Visitors can explore exhibits in this historic building while also admiring the beautifully restored caboose located opposite the depot where the right of way ends.

Windsor features trees carved with nature scenes along the paved western section of local trails. These artistic carvings transform the natural landscape into an outdoor gallery where visitors can appreciate the creative integration of art and nature while enjoying the well-maintained pathway.