October 2, 2026
America 250 Cultural Fair
York County History Center, N. Pershing Avenue • 4:00 PM–6:30 PM
This free, family-friendly celebration is an easy downtown York outing from Wyndham Hills, with live entertainment, children’s activities, heritage displays, hands-on experiences, and local organizations highlighting the county’s diverse cultures. It is a good choice for residents seeking an accessible community event with plenty to explore without a major time commitment.
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October 3–25, 2026
Smyser’s Family Fall Fest
Smyser’s Farm, 2691 East Berlin Road, York • Weekends; hours not specified
Smyser’s Farm offers a classic York-area fall experience close to Wyndham Hills, including a corn maze, pumpkin picking, hayrides, a petting zoo, slides, a corn box, food trucks, and other seasonal attractions. The weekend format makes it convenient for families to choose a date based on weather and availability.
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October 18, 2026
Fall Oyster Festival
York County History Center Colonial Complex, Pershing Avenue, Downtown York • 11:00 AM–4:00 PM
This free downtown York festival combines fall scenery, live music, food, drinks, vendors, and family activities in a historic setting. For Wyndham Hills residents, it offers an enjoyable Sunday outing close to home while supporting the York County History Center and providing a relaxed way to spend time in the city.
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October 24, 2026
Wyndham Garden York Sweet Treats Trunk-or-Treat
Wyndham Garden York, 2000 Loucks Road, York • 1:00 PM–4:00 PM
Located very near Wyndham Hills, this free community event is especially convenient for families with young children. Guests can enjoy decorated vehicles, trick-or-treating, costumes, prizes, a 50/50 raffle, and a festive afternoon atmosphere without traveling far from the neighborhood.
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October 25, 2026
York Halloween Parade
Downtown York, beginning at the York Fairgrounds • 2:00 PM
York’s 76th Halloween Parade is a free, rain-or-shine tradition that brings elaborate costumes, community groups, marching units, and spooky entertainment to Market Street. It is a convenient seasonal activity for Wyndham Hills residents, with the downtown route offering an energetic, family-friendly way to celebrate Halloween before the holiday arrives.
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October 3–25, 2026
Pennsylvania Renaissance Faire
Mount Hope Estate and Winery, 2775 Lebanon Road, Manheim • 11:00 AM–8:00 PM on Saturdays and Sundays
Although it requires a regional drive from Wyndham Hills, the Pennsylvania Renaissance Faire is a notable autumn day trip with a 35-acre village, costumed performers, daily shows, themed food, crafts, and Halloween weekends in October. It is particularly appealing for families and groups wanting a full-day seasonal experience.
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