(You'd be unable to hide since you're traveling at a fast pace.)

Survival 1: 25

Survival 2: 22

Knox continues his conversation with Shuushaar,

"It is good to hear we will be safe, but what religious disputes and senseless violence have been causing them trouble?"

"Are they restrictive in who they can worship in Sloobludop? I have heard that this can be the case in some parts of the world."

Shuushaar shrugs.

"It changes based on the day.  Mostly they worship Blipdoolpoolp the Sea Mother, but there's constant disagreement between sects."

Wendigo, you find plenty of food and manage to keep the group on track.

DM screen:

Nothing eventful happens on the second day either.

(Rolling the survival checks for expedience)

Survival 1: 18

Survival 2: 17

DM screen: 

On the third day of travel, you finally come across something to break the monotony, after leaving a large cavern in favor of a narrower passage.  A carrion crawler drops on the floor in front of you, and charges the group!

Initiative:

Sarith: 12

Bupiddo: 10

Derendil: 15

Eldeth: 14

Jimjar: 21

Shuushaar is a pacifist

Stool: 19

Wendigo: 15

Brio: 15

Hawthorn: 20

Jhazaal: 21

Knox: 6

Vera: 16

Carrion crawler: 16

(Everyone but Hawthorn is up)

Buppido moves to the side and sends a crossbow bolt at the crawler...

Attack: 9 Damage: 4

Jhazaal casts thorn whip

Attack: 21 Damage: 1 

He will not pull the creature towards him though.

(Probably should have mentioned—the crawler is around 15 feet away from the front of the group.  The passage is around 15 feet wide.)

Wendigo whips out his longbow and takes careful aim, looking over the creature and marking its weak points in his mind. He draws, and lets an arrow fly toward one of its compound eyes.

Attack: 24 Damage: 5

(OOC: Since we have a rest, who wants an infusion, I got weapon or armor upgrades.)

Brio hears the commotion and swings around, bringing her crossbow up. She then takes her shot and calls out, "Watch out, those things are nasty!" Attack: 24 Damage: 4

Drawing her sword, Vera rushes forward toward the creature hoping to draw it's attention from the group's most vulnerable. 

Attack: 23 Damage: 11

Lunging forward, she's able to thrust her sword forward and land a solid strike into the creature's body.

(I'm assuming I won't have sneak attack this round but if I somehow do: 5)

Knox stomps forward and engages the creature, keeping his shield at the ready, as he swings his mace down at it.

The carrion crawler disappears under an absurdly large barrage of various objects.  By the time it’s visible again, it’s quite dead.

DM screen:

During the rest, I’d like (6) Wendigo to make a perception check (Natural Explorer will apply) with advantage, as there are enough NPCs for double watch shifts.

2nd DM screen

Perception: 24

Wendigo, you notice a single drow scout on the edge of your camp.  He's trying to be sneaky, but he's extremely bad at it.  He hasn't noticed that you're aware of him yet.

Wendigo sits down and pulls his bow out. He places it on his lap and begins fiddling with it. Testing its springiness, checking the string, other... bow stuff. I don't know how bow maintenance works, sue me. He then takes out his arrows and checks on them. Testing their points, making sure none are bent or broken. Then he shoots the drow bastard in the face.

Attack: 12 Damage: 6

If advantage is needed: 12

If this is surprising enough to give surprise(bugbear sneak attack): 6

Oh, and he screams "DROW!" at the top of his lungs. That oughta wake people up.

Why do the dice hate me? That's twice now I've rolled double ones.

(I'd say advantage would apply here.  He's really not very good at his job.)

The drow screams in surprise as he takes an arrow directly through the chest, somehow staying alive despite his bloody wound.  That is, until Derendil looms behind him.

Attack: 18 Damage: 5

The drow somehow manages to stumble out of the way of the first claw swipe, but . . .

Attack 2: 22 Damage: 4

Gets his stomach split open by the second.  He falls down, dead.

Derendil looks up, a crazed look in his bestial eyes.  He starts towards Wendigo, his murderous intent apparent and all vestiges of civilized elf prince gone.

Wendigo backs up slowly, nocking another arrow.

"Deren...dil. Calm."

Jimjar also wakes up, and readies an arrow.

(The rest of the group can also ask before Derendil goes again.  He shows no sign of backing down, at least yet.)

Knox stands and advances on Derendil, bringing his shield forward.

"Stop Derendil! What has come over you? This isn't like you."

Knox stands ready to try and block Derendil from attacking any of the others.