Journey's Start

It's very clear to Adran and everyone in the party that the owlbear can break out at any moment, and if there was a time to calm it down/befriend it, that time was before it was attacked, not after. It's hooting mad and out for blood, now. It's faster than the draft horses can gallop without a load, so outrunning it is very unlikely. It would take serious injury or serious magic to drive it away/stop it from retaliating now.

Accordingly, @GeneCortess, if you want to revise Princess' round two action before I declare the round two results in a few hours, you may do so.

The owlbear is restrained and outlined with faerie fire, so attacks on it have ADV.
Here's the actions I have so far:
Bramlin attacks it with a javelin.
Morik runs up and attacks it with his staff.
Elowin runs toward the caravan.
Gunter runs closer and attacks it with his crossbow.

Still waiting for an action from Adran (and a possible revision for Princess' action).

ROUND TWO
West, fifty yards away from the place where the road turns and she'll be able to see what's happening, Elowin sprints east, towards the sounds of the owlbear, hoping to arrive before there will be need to use the glimmerberries she's just acquired.

Gavath is trying to settle the horses as their whinnying and rearing in terror threatens to break the tongue and traces of Dugal's wagon.
Dugal, meanwhile, hearing Adran's question, is standing some distance away, trying to see if there's firm, clear ground enough anywhere nearby for wagons to pull around and past the monster, if the horses can be convinced to settle down and move on.

Confronting the angry owlbear that was disturbed by the passing of the caravan, is now restrained by grasping vines and outlined with pink faerie fire, the soldier Bramlin flings another javelin, but this time the tip gets tangled in the thick layer of matted fur and the missile falls to the ground. Morik the druid runs up and cracks the beast across the beak with his imbued staff, dealing the monster 6 bludgeoning damage! Princess harmonizes with the note she started before, attempting to soothe the savage creature, but it gives a grunt of rage and continues snapping at the vines that have wrapped around its body. Adran braces himself, ready to strike the monster the moment it breaks free of its bonds. Gunter jogs forward and releases a crossbow bolt with a loud THWOCK of the string...but the monster turns its head just as he pulls the trigger, and the bolt caroms off of its beak, rocking its head backward but not piercing its flesh. The owlbear, snapping, grunting, and growling, tries to break free of the vines...but for every vine it snaps, two more wrap around it, and it is unable to break free! The owlbear is still restrained and did not attack this round!

Morik is adjacent to the monster, just outside of the zone of difficult terrain.
Bram, Adran, Princess, and Gunter are all within one move of being adjacent, so close enough for ranged attacks.
Elowin has a little ways to go yet before she can affect the encounter.

Submit your actions for round three, please.

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Bramlin (13/13)
Morik (13/13)
Princess (9/9)
Adran (10/10)
Elowin (10/10)
Gunter (10/10)
Owlbear (?)

Gavath is working on doing exactly this, but Princess could certainly help speed that up, particularly if it seems to her like her fellow guards are going to eliminate the owlbear threat on their own.

ROUND THREE

The round begins with the owlbear still wrapped in coiling vines, preventing it from pouncing on anyone, and glowing pink from Princess' magics.

Bramlin draws and flings his third javelin, hitting the monster for 8 more piercing damage!
Morik continues to bash the large creature with his staff, for a total of 8 more bludgeoning damage!
Princess joins Gavath, and each one manages to grab a bridle and stop the horses from rearing.
Adran waits to defend the caravan should the monster break free of its bonds.
Elowin sprints toward the bend in the road. Coming around the last trees blocking her view, she can see the great shaggy beast roaring and straining against the grasping vines. @runekyndig: Elowin can loose an arrow now.
Gunter drops his crossbow, draws his warhammer, and rings a death knell on the bell of the dead! The monster attempts to resist, but the ringing of the bell commands it to take 6 necrotic damage!
Furious, the owlbear lashes out at the closest thing that is causing it pain: the valiant hero druid, Morik! The brave dwarf dodges its slashing claws and its ferocious beak!As Elowin is doing her round three attack, what are the rest of the characters doing for round four?