I do not know any way to put the route map up on Garmin Connect. You may export the route from Strava and load it manually onto your Garmin.
Rest Stop 1 (around 30 miles): Mork's Big Lake Store 1838 60th Ave near Osceola WI.
Lunch Stop (around 55 miles): The Drive-In Taylor's Falls MN. We'll stop as necessary on the road from Taylor's Falls back to Stillwater. Depart: 8am. Breakfast: 7:15 at Chilkoot if so inclined. The 9am rides will take place as normal. This does not replace those.