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Trail Running Calendar near Waterford 2026-2027

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Explore the top trail runs near Waterford for 2026-2027! We've gathered 6 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
A fall trail event at Grills Preserve in Westerly with 10 mile and 10 km courses across single-track trails and riverfront sections. Club timing is used, orange clothing is required, and post-race refreshments are provided.
November 2026
A chip timed two lap cross country 5k at Stonington Vineyards with race swag, age group awards, and a charity partnership with the Connecticut Alzheimer’s Association.
A November trail race at Burlingame State Park offering 4 mile and 8 mile courses on dirt trails and roads, a required orange garment mandate, post-race food, and age group awards for both distances.
April 2027
Trail races at Deer Lake Outdoor Center in Killingworth CT include a timed 5 mile course and a timed 1 mile kids course on technical, well-marked trails.
June 2027
Timed 5K trail run at Coogan Farm in Mystic CT through meadows, woods and fields, capped at 150 runners with tiered fees and youth pricing.
July 2027
A scenic 5K at Pindar Vineyards in Peconic with a post race party featuring live music, food trucks and award winning wine.
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