Vitsky Bakery – Wassiac Bridge over a Creek loop from Amenia

Rudd Pond – Rail trail bridge loop from Centennial Watershed State Forest

Lake Waramaug State Park – Lake Waramaug loop from Marbledale

Rail trail bridge – Wassiac Rail Station loop from Wassaic

Wassiac Rail Station – Wassiac Bridge over a Creek loop from Millerton

Candy-O's Candy & Collectibles loop from Benton Hill Preserve

Gas station to refill water loop from Route 55 & Route 216 (CR 32)

Lake Waramaug – Lake Waramaug State Park loop from Lake Waramaug State Park

Snake Hill loop from Thompson Pond

Elizabeth Freeman Monument – Mill Pond loop from North Canaan

Whaley Lake – Whaley Lake loop from Route 55 & Route 216 (CR 32)

Lake Waramaug – Lake Waramaug State Park loop from New Preston

Squantz Pond – Squantz Pond loop from Candlewood Mountain