It’s often that St. Lo gets left till the end, and I find the “works” are indeed heavily gummed up by that point. That’s why I proposed the KSF (Kill St. Lo First) Strategy.
I’m also surprised that you send a “small” force to Cherbourg. I’ve done the same and ended up not having the force needed to take it (with the 1 round of combat deal). With a full zone (Eight Units) plus a few extra units, it’s a tough crawl. I like to gamble on my landings at least once and land upwards of Utah Beach. I’ve posted previously posted about avoiding Omaha by gambling on the “Allies Land” card.
To Cherbourg: I like to engage my bombers for at least 3 rounds, and make sure the “Onshore Bombardment” hits when the time is right in the Peninsula. It’s easy enough to take (IMHO) if you eliminate 65% of the defenders before you get there. Keep Axis Re-Enforcements in mind as Germany can send tonnes of units Upwards to Cherbourg up until Turn 5 before they become redundant. When attacking that “Must Have” city of Cherbourg, employ my “Great Wall of Planes” (see D-Day Post) to stem the tide of Axis Forces.
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Cheers,
Starlight Sniper