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Toward Croatia: It can be done, but the terrain poses some issues is some areas. Particularly when hitching the coast from Kotor through Herceg-Novi toward Croatia, you'll mostly be on a 2 lane road bounded by steep mountains and with little or no shoulder - so your ability to easily and safely walk roadside will be compromised, as will the ability for drivers to find a place to pull over.
The border crossing from Montenegro to Croatia is on the outskirts of Herceg-Novi. You might find that people are hesitant to drive you over the border. If you find yourself on foot at the crossing, it's approximately 1.2km (moderately uphill) from the border station exiting Montenegro to the border station to enter Croatia. Once on the Croatia side of the crossing, it's easy to catch a ride. Keep in mind, though that it's much easier done in the morning/early afternoon since traffic gets sparse in the evenings.
Toward Albania: When headig this direction, particularly from Croatia through Kotor, instead of a steep mountain right on the side of the road and little or no shoulder, you've got the sea and little or no shoulder.
