Bandon, OR
As the City of Bandon web site states:
Bandon, Ore., is still not the easiest place on the planet to get to, but it used to be much more difficult.
There are three ways of getting to Bandon: Take the steamer Elizabeth from San Francisco; fare $10. Take either the Alliance or the Breakwater from Portland to Marshfield (now Coos Bay), then take a train to Coquille at 9 o'clock connecting with the Coquille River boat, landing you at noon the same day in Bandon; combined fare, not counting lodgings, is approximately $12. Over stage from Roseburg, Oregon, to Myrtle Point, from which place you take the river boat to Bandon as before; fare being $5 for stage and $1 boat.
I have had the pleasure of traveling to Bandon for multiple gigs (luckily, by car); the most recent gig brought me to the First Presbyterian Church for a memorial service. At 250 miles from my front door, Bandon is one of the farther flung gig locations. I always feel lucky when I have a chance to visit this quaint locale.