You've got advantage on any perception checks for raider movements outside of the keep.

(rolled a nat 20 didnt need it😁) 

No I mean from this point on when you are out of the keep until you return to the keep you will have advantage on your rolls regarding perception checks involving the raiders and their movements/locations.

Wolfstine please roll perception; depending upon your roll you may gain advantage on any perception checks against raider movement outside of the keep based upon what you observe from the parapet.

Wolfstine perception

23

Wolfstine turns to Thufir

"I'm sure we must make  haste but let us talk to this Escobert to see if he knows a way out of here that doesn't involve moving through a siege, and wasting our resources and time."

Then he adressess Nighthill "What does Escobert look like? And how would he know we're on the need to know."

"A chance to prove ourselves and save a town. A great adventure," Gae-Al says as she hurries down the stairs. Hearing Wolfstine ask about Escobert she pauses. "Yes it would help if we know what he looks like. But we could fight our way out of the siege. Would make a great tale."

Thufir stops and nods, though clearly ready to get to the action, and says gruffly, "Quickly to this Escobert then."

After the short respite, Lord Vitre thumbs through his spellbook and musters a small amount of arcane energy.  "I am ready.  Pixal, to the skies."

The wizard's owl takes flight amid the commotion at the keep, circling high above to spot any marauders.

Once Nighthill tells them where we can find  Escobert and what he looks like, he does a curt bow and heads that way

The half orc nod in agreement to what Wolfstine said. "Our priority is to clear the mill so the people of the town that are already safe won't starve. So we need to be at our best when we get to it so we can protect it until reinforcements arrive, and then we clear the rest of the town and save as many as we can" said Steven while walkin towards the location of Escobert.

Nighthill directs the part to the bottom of the keep. He informs the group that Escobert is either at the bottom level, or in the building next to the Sally Port door out of the keep itself. A quick look around and the party finds a stout shield dwarf with knotted and tangled, bright red hair. A ring of various keys made of iron and brass is settled at his side and he is looking through what appears to be the keep's armory, cataloguing swords, shields, and other armaments that have been brought in to the keep.

"If ye've got nothin' t' hand ov'r, then best ye be on ye way," he grumbles to the party, barely sparing each of you a glance. "I've not a mo' t' spare."

"We need a way to get past this siege sir Escobert. Governor Nighthill sent us and has directed us to help save the Mill! Those bastards are about to burn it down!" 

Escobert startles at the sudden emphatic words from the shifter in front of him. He eyes the party as a whole and then says, a bit gruffly, "What d'ye need? A way out? The Sally Port is guard'd. Ye can head out that-a-ways, fer one." He looks them over. "If the Mill's afire best ye take the Port, though the more ye use it the less secure it can become. Elsewise there's a path hidden from them raiders, little used an' full o' webs." He looks them over. "Down in the basement o' the keep, there's an old tunnel, disguis'd like sewers. Kind of a second Sally Port like, see? Got a key here som'ere." He rustles around on his keys for a moment. "Safer route, more hidden, if ye catch m' drift. Better fer gettin' people in an out, too."

He finds the key and holds it aloft, a triumphant grin across his face. "Ain't free t' give, but needs must an' all. I can give it t' ye if ye've plans t' use it." He offers the key out to the party. "Elsewise if ye need'n supplies I've got rope an' spare weapons t' trade out. All'r loans, t' b' fair. Expect 'em back less ye up an' kick the can."

Gae-Al listens not understanding most of what the man says. "So, Sally's port of a hidden tunnel. Who is this Sally and do we need her permission to use her port?"

"If the Port is the fastest we should go that way," Thufir says, grabbing a couple extra ropes and tying them to his pack. Heading towards the exit, he adds, "The basement sounds like it would take longer to find and navigate through. Being purposed for secrets and less for quick access."

Wolfstine shrugs and follows

As Wolfstine and Thufir both head towards the sally port, Gae-Al follows shaking her head. "These lowlanders really do confuse me. I hope Sally isn't too mad that we use her port."

Steven leaned closer to Gae-Al "I think he meant that the port is called Sally, not that someone called Sally owns the port. But I understand your confusion, I'm slow to understand many things too." whispered with a quiet and embarrassed chuckle.

"We need to do this stealthily, it would be nice to have an aerial scout watching so we can avoid conflict till we get to the mill."

he takes out his bow and covers the rear.

"Do we really have time for stealth?" Thufir grunts as he rushes towards the Port entrance, adding , "The Mill'll be ablaze any minute now."

Wolfstine says "Do we have time for battle? Which do you think will take longer? Sir knight."