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L Tecolote

Good advice, Gent & Rogue. High heels won’t do on a hike, or a bike. If the woman you’re likely to be travelling with is your wife, girlfriend, or relative (otherwise, why?) you might want to take her shopping for shoes or boots she would be able to walk in (before SHTF), then go walking/camping at least enough to get them broken in, and stash them as best suits your plans.

Alternatively, if that’s a non-starter, you might want to consider a folding bike trailer, or a more reasonable travelling companion. ;-)

Cry, "Treason!"