Tournaments we have attended:

CT Sportsplex - North Branford, CT (~20min from Madison)

Diamond Zone - North Haven area, CT (~30min from Madison)

War At The Shore - East Lyme area, CT (~30min from Madison)

Providence Slugfest - Providence area, RI (~1.33 hours from Madison)

Baseball Heaven - Yaphank, NY (~2.5 hours from Madison)

Diamond Nation - Flemington, NJ (~2.75 hours from Madison)

Tournaments we are considering:

New England Baseball Complex - Northborough, MA (~1.75 hours from Madison)

Sports Kingdome - East Fishkill, NY (~1.75 hours from Madison)

Cooperstown Dreams Park - Cooperstown, NY (~4 hours from Madison)

Ripken Baseball - Aberdeen, MD (~4.25 hours from Madison)