There are few caches by Hadashville and on the way to/from Winnipeg along Hwy #1. Several of them involve walks though, so you may be time constrained:
Trees 'n Trains is very close to Hadashville and a nice park. The gate might only be open until 5:00 though. They won’t mind if you walk in from the road if the gate’s closed – they know about the cache so just tell them what you’re doing if you see anybody.
Winter Camp '06 TCDNMB is in a nice location and easy drive up cache off the highway right now
Cache Grove. HALT! TCDNMB is quick and easy and a must do.
PinerestTCDNMB and Mickey Mouse are in the bush along the TCPL right-of-way. You might skip these if you don’t have enough time.
Friends of the Forest Blitz TCDNMB is a fun cache along the highway. Plan your multi route so you’re not crisscrossing yourself to save time.
Jigsaw puzzle rock is a very nice location and accessible via vehicle if you take the forestry road coming from the West followed by a short walk.
East Meets West TCDNMB is an easy drive up cache along #1, but make sure you read the cache listing first.
Deacons Corner (Scrabble-C TCDNMB) is another easy drive up cache closer to Winnipeg.