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Cornerstone Ranch
$$$
🐎 Guided horseback trail rides · ages 10+ · year-round

Rides led by experienced Cornerstone riders on gentle, well-trained trail horses, with an interactive intro class before heading out through the ranch's trails and beyond. Choose a 45 min–1 hr ride or a longer 2-hr ride — $58.85 per rider (adults and kids alike). Must be 10+, weight limit 230 lb; arrive 30 minutes early. Younger kids can enjoy pony rides and horse-drawn wagon rides instead.

📍 Where
29 Dowds Lane, Princeton, MA
🌐 Site
🐎 Book a trail ride ↗

Cornerstone Ranch in Princeton, Massachusetts (29 Dowds Lane) offers guided horseback trail rides year-round through the forested Central Mass landscape — a memorable outing for tweens, teens and parents. No experience needed; every ride starts with an interactive class. The ranch also hosts riding lessons, pony rides and horseback birthday parties. It’s one of the spots in GOkidOZ’s Greater Boston family-activities guide — use the button above to book, or head back to browse every option by town.