Quote from owlbear89 >>

 

Action: Shortbow Attack: 16 Damage: 5

 and attack with advantage if I managed to blind any of the spiders. …for everybody until my next turn. 

• A blinded creature can’t see and automatically fails any ability check that requires sight.
• Attack rolls against the creature have advantage, and the creature’s attack rolls have disadvantages.
  
  

(Reminder that it's all Difficult Terrain behind and between these three buildings. Apologies if the map implies otherwise!)

Syzygy fights his way through the thick brush toward Kimberley. He cannot get close enough to see much, but he is able to mystically teleport into the doorway, reappearing ghostly and translucent, and finds the unconscious, webbed Kimberley and two massive spiders all suspended above him. A dazzling array of flashing, colored light springs from his hand, blinding one (but not both) of the spiders. (Unfortunately he is now in immediate melee range of both.)

Aros dashes forward as best he can, but can only get as far as the doorway. He doesn't have time yet to try to pull her free, but he does manage to provide a dose of healing for Kimberley. (Bonus action! She is now conscious, with 8 hp.)

Bryony races forward, hopping over the wall. She gets a glimpse of one (blinded) spider from where she lands, but it is a difficult shot (three-quarters cover; 16=miss).
Bryony: Advantage roll to hit blinded spider: 18 

The blinded spider snaps at Syzygy:
Disadvantaged Blind Bite Attack vs. Syzygy: 14.  Hit: 10 piercing damage, and Syzygy must make a DC 11 CON save, taking 9 poison damage on a failed save, or half as much damage on a successful one.  (Also: any damage halved again due to his Blessing this turn.)

The other spider sprays Aros with webbing:
Web Attack vs. Aros: 16.  Hit: Aros is restrained by webbing.

Top of the round. Everyone may act! 
One spider is still blinded until Syzygy acts (so advantage for all to hit). Kimberley is still Restrained and "prone" (well, suspended horizontally)

Jurgen will move up 1 and over 2 squares and BA let out a Draconic Cry (everyone gets Advantage till next round).

Action - He will let loose with a crossbow bolt to the one to the right of door. 

Attack: 9 Damage: 7

Seeing that there’s a bit of a logjam forming at the entrance to U6, Quinn moves straight north and scales the wall to get inside of the structure. 

Athletics check: 19

Move: full movement speed plus dash if necessary. 

( OOC: IF dash is not necessary and Quinn has an available action after scaling the wall, I’ll throw in an attack as well. )

Very annoyed, Kimberley again summons moon-flame to attack the spider to her left.

DC 13 Dex Save or 4 radiant.

Bryony will hang back and shoot at the blinded spider.

Attack: 22 Damage: 4

Sneak Attack - 10

[ was gonna wait for Aros turn but seeing as Jurgen has chained advantages for us I’ll post now because won’t be available until later this evening] 

shocking grasp against non blinded enemy: adv hit 18, damage 2 

syzygy moves 10ft north, possibility provoking opportunity attack at disadvantage from the still blinded one before end of my turn and before its vision returns. 

[I think that makes sense] 

Aros ignores the web and focuses his energy on the foliage, calling a vine forth to struck the non-blind spider.

Thorn Whip

To hit: 7 Damage: 6

With a terrifying shriek, Jurgen shoots wildly at the spider, missing completely.

Quinn finds that this former store isn’t a complete ruin yet; portions of its tile roof remain intact. Nevertheless, he vaults up and through a gap at the top of the wall, and finds himself inside, behind the westmost spider. (He may still have his Draconic Cry-advantaged action.)

Still webbed and suspended prone, Kimberley pulls a familiar flame-like radiance down upon the western spider. DC 13 Dex Save: 8

Bryony fires another arrow at the glimpse she has of the spider behind the walls. (3/4 cover; 18 just misses) Her arrow cracks against the nearby doorframe, instead.

Syzygy mildly shocks one spider before ducking under Kimberley and past the blinded spider.

Blinded Bite Opportunity Attack vs Syzygy: 13. Hit: 10 piercing damage, and Syzygy must make a DC 11 CON save, taking 12 poison damage on a failed save, or half as much damage on a successful one. 

Aros lashes out with his arcane vine-like whip, but is unable to damage the spider's thick hide.

Quinn may still act. 

Perched high on the walls of the ruined building, Quinn see's his target. Given the precarious nature of his position, Quinn favors using one of his throwing darts instead of his longbow

Action: 24 to hit (w/ADV) for 12 damage (or only 7 damage of the target is NOT at full HP)  

Quinn catches the spider under one of its long legs, piercing it deeply. It is seriously wounded.

It spins and attempts to sink its fangs into Quinn.
Bite Attack vs. Quinn: 20.  Hit: 11 piercing damage, and Quinn must make a DC 11 CON save, taking 5 poison damage on a failed save, or half as much damage on a successful one.

The other spider, its sight restored (and web recharged) shoots sticks strands of webbing at Syzygy:
Ranged Web Attack vs. Syzygy: 6.  Hit: Syzygy is restrained by webbing. 

Top of the round: Everyone may act.
Kimberley is still prone and restrained in the air.

"Bravo Quinn" Syzygy compliments Quinns sudden appearance over the wall. And, unfazed by the webbing slung past his head, Syzygy focuses on the seriously wounded spider. He raises a his hand outstretched, then clenches tightly.

Chill touch: w/adv 19 to hit. 3 Necrotic. 

Jurgen will BA direct Draco to move into the building and protect the others. (Not sure if he can move through the others and into an open spot, if he can jump over the wall, or if he needs to dash around. Let me know if I need to roll something.)

He will take aim and attack again Attack: 19 Damage: 11

Quinn recoils at the pain of the spiders venomous bite. The fangs found their mark and he feels the venom coursing through his body.

Con save: 20

Bryony mutters a curse as her arrow misses its mark. It's no use trying to shoot the spiders from outside. She dashes inside the ruined building and gets up close to whichever spider is left to see how it likes the taste of her steel.

Action: Shortsword Attack: 21 Damage: 9 and Sneak Attack 6 damage

Bonus Action: Cunning Action to Dash if necessary to get inside

A ghostly, skeletal hand reaches out from Syzygy, assailing the wounded spider with the chill of the grave. It's in bad shape.

Jurgen hits the other one with a crossbow bolt. It's not in good shape, either. 
Draco scurries past Aros and Jurgen, and under Kimberley, between the two massive spiders.

Bryony dashes past Jurgen on the other side, and crouches underneath Kimberley. Stabbing upward at the badly-wounded spider to the left, she slays it.

Quinn (on the wrong side of a huge dead spider), Aros (10 feet from the remaining spider, and next to Kimberley), and Kimberley (prone, restrained aloft by webbing) may act next!

Not being able to do much else in her current position Kimberley again called on Selune to cook the spider.  Casting an apologetic look in the others direction...

DC 13 Dex Save or 2 radiant.

Quinn drops down from the wall, moves up against the northern wall wincing in pain with every move. He draws his longbow and lets loose an arrow at the spider. 

Attack: 9 to hit for 14 damage

Aros continues to strike out with the vine, seeing the spider in a weakened state.

Thorn Whip

To hit: 21 Damage: 3

Kimberley again pulls down a flame-like radiance upon the wounded, remaining spider. It flinches back from the radiant fire: DC 13 DEX Save: 9

Quinn moves north into the corner, delicately circumnavigating the dried, silk-cocooned corpse. He fires an arrow, but it flies high, hitting a naked ceiling beam.

Aros lashes out against the creature with his thorny vine-like whip, nearly tearing off one of its smaller legs.

The massive spider, having had enough of this fight, retreats to the northeast, through a hole in the ceiling, and hides behind the crumbling, web-covered exterior wall. Stealth: 26 (Anyone who can roll Investigation or Perception higher than this – or has a passive perception score higher than this - can sense where it is and attack it, albeit with half-cover. It is invisible (and with half-cover) to anyone who cannot.

Kimberley (prone, restrained), Bryony, and Draco may have an opportunity attack against it.

Then, everyone may act.