Random travel for 5e: weather that changes day by day, sights on the road, and encounter checks with fights rated for your party.
Travel Montage · Free, no sign-up · saved in this browser only
Pick where they're going and for how long. Every day gets its weather, something on the way, and a roll to see whether anything finds them.
Travel is where most campaigns cut to "three days later, you arrive", because making up three days of road on the spot is work. And the days are where the world gets its texture: the gibbet at the crossroads, the storm that pins everyone down, the wolves that follow the wagon at dusk.
Pick a terrain, a season, how many days, and how dangerous the road is. Each day gets its weather, something on the way, and a roll to see whether anything finds the party. The weather changes one step at a time, so a journey never goes blizzard, sunshine, blizzard. About half the encounters aren't fights at all. The ones that are use real SRD creatures and come back already rated against your party (choose its size and level, or with a subscription it uses your saved party), with a button to send them straight to the Combat Tracker.
Roll them above, free; every row is also on its own page. No account, no sign-up.
Travel Montage is free. The paid plan joins it to your party, your character sheets and your AI assistant, and saves everything to your account, on every device. It is one of twenty-one tools, 15 of them free.
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