Both of Reverie's attacks fail to damage the hag's skin. (She does not use any spell slots, since she can decide about using Divine Smite after seeing the hit results.)

Hag2 decides to Disengage, and moves north of the mound. (She can only move 15' due to the wild vegetation.) She does yell at the Dryad. "They killed your sister (H1), and they are still trying to kill your sister (H2)." Not the most sensible argument, but it helps when the victim has been tortured and brainwashed to believe the hag. Deception: 13

Hag3 moves west, and slashes at Froskan. Attack: 25 Damage: 11  (hit)

The mound takes 2 swings at Jack. (I was tempted to switch back to Isk, but Hag2 is still mad at Jack.)

• Attack1: 14 Damage: 16  Jack starts to chase Hag2, and walks right into a critical hit.
• Attack2: 25 Damage: 7  Jack is hurt, but avoids the second attack (and does not get engulfed)

At the start of the next round, the Dryad is enraged that your party has killed her "sister", and trying to kill that same sister (somehow). Swings at Reverie with the magic club. Attack: 16 Damage: 7  (misses)

H1 is dead. H2 is in bad shape (took 76 damage total, barely standing) and has moved behind the Mound. The Mound has taken 64 damage, and is still over half health. The Dryad and H3 are undamaged.

Jack snarls at the Mound "Is that all you've got?", but then coughs up some blood. (He is at 2 HP!) Iskander was healed last round, and is at 20 HP. Froskan is at 33, Reverie 31, and Trimyrai is unhurt (52 hp).

Everyone in the party can go.

Isk shouts to the Dryad, "We are NOT your enemy, they have brainwashed you.  Look at the corpse, it is not your sister!" (Persuasion if need be 15)

He then pivots left around the mound to G5 and attacks H1 with his glaive.

• First Attack: 21 Damage: 11 + 2 necrotic dmg
• Second Attack: 23 Damage: 12 + 5 necrotic dmg

Words are wasted on the Dryad, who is completely insane.

Isk's first strike takes down H2. (With its dying breath, it was still cursing Jack for the earlier mental pain.)

I assume that Isk uses a Bonus action to transfer the Hex to the Mound, then hits the Mound with the 2nd attack.

(Froskan, Reverie, Trimyrai, and Jack to go. The mound is starting to show the damage from combat. The Dryad and H3 are still undamaged.)

As Isk brings down the 2nd Hag, he would see Jack smirking at him. “That’s how ye do it!” He gives a thumbs up, and is about to swing his blade at the Hag, but stops, bringing it down. He coughs a bit, before shaking his head. He places his hand against his own chest, and it glows as he hums a small tune, curing the wounds that plague him at this moment.

(Cure Wounds, heals 14 )

He wipes some blood off his cheek from the earlier swipe, and bares his teeth at the Mound, taking a look behind him to see the Dryad. He looks at it, almost pitifully for a moment, before turning back at the Plant.

Trimyrai is going to move 3 spaces up, and then attack H3.

Attack 1: 27

Damage 1(if it hits): 9

Attack 2: 18

Damage 2(if it hits): 9

Froskan throws up a hasty shield to intercept the Hag's blow, then sends frost at her before he hastily backs away out of range of the creature's claws.

Frostbite: DC15 con save or 11 damage and disadvantage on next attack.

Reverie frowns as she looks at the Dryad, pitying her for a moment. But the Dryad if insane now since her tree has been dead awhile and has controlled by the hags, making her believe that they are her sister. "I do not want to fight you or harm you, I do not want to upset you also," she mutters to the Dryad, "we were here to help you and that's why we followed you; however, the hags has been controlling you and making you believe that they are your sister. If they were your sister, we wouldn't harm her either. But look around you. Are they your sister? Why do you think I am not trying to hurt you? Because you asked for a help." Then she lowers her weapons, "I am serving the Goddess of Peace, Eldath. Please stop hurting my friends."

Persuasion - 12

(DICE PLEASE!)

Hag CON save vs. Froskan cantrip: 21  (Hag resists, will get a normal AoO against the retreating Froskan)

(Not a good roll by Reverie, but I'll make it contested, so there is a small chance of success.) Hag Intimidation vs. Reverie's Persuasion: 8  (Hag loses!)

 The remaining Hag makes an attack of opportunity against the retreating Froskan.

• Attack: 15 Damage: 7  (hit)

(Froskan gets back 11 hp, since he used Shield to stop the previous attack, but now takes 7 damage)

With Iskander getting the last blow on H2, the Mound will swing twice at him.

• Attack1: 14 Damage: 14  (miss)
• Attack2: 20 Damage: 8  (hit)

Isk avoids the first slam, but is grazed by the second slam.

The Hag3, now wounded by Trimyrai's arrows, closes at him and tries to claw him.

• Attack: 15 Damage: 12  (hit)

Reverie can see the madness in the Dryad's eyes.

Her magic scimitar, despite being restrained by "Remove Curse", is still sending her waves of emotions. The message is clear: hate those who are trying to hurt you, slay your enemies... Despite the hopelessness of the effort, Reverie makes another plea to the mad Dryad. The words fail to get through.

But it seems that Eldath has heard Reverie, and respects her devotion? How else to explain what happens next... As the Dryad raises her shillelagh to strike Reverie, from a distance the remaining hag cackles out loud, "She can't hear you. All those Lightning Bolts to her  precious  tree must have deafened her." This unnecessary bit of taunting somehow gets through to the Dryad, who goes completely berserk, shouting incoherently, foam spraying from her mouth. The Dryad moves west, and strikes at the Hag. (But after that swing, the Dryad is also eyeing Froskan and Trimyrai to get a beating from her club.)

Attack: 26 Damage: 12

(The dice gods approve of this story line, and give the Dryad a critical hit on the Hag.)

The only Hag left is H3, who has taken 30 damage, and is over half health (and looks tougher than H1 or H2 were). The Mound has taken 81 damage, and is under half health (but still plenty of HP left). The Dryad is undamaged, and ready to attack *anyone*.

Party health: Froskan 37 hp, Iskander 12 hp, Jack 16 hp, Reverie 31 hp, Trimyrai 40 hp.

(OOC: In previous rounds, Froskan had disadvantage on ranged spell attacks due to H3 being in melee range, but that was my mistake for missing that. Water under the bridge... Trimyrai will have disadvantage with his bow if he remains within 5' of the hag.)

Everyone in the party can go.

Reverie's eyes widen in shock by the Dryad's attack on the Hag, but she could see her friends are still endanger. The Dryad seems to focus on Trimyrai and Froskan. Cursing under her breath, she looks back at Iskander and Jack. After a moment, she runs towards Iskander and Jack, and then slashes the Mound.

Attack, Berserker Scimitar - 21 Damage - 7
Attack, Berserker Scimitar - 21 Damage - 5
Bonus Attack, Thunderous Smite - 10

Mound STR save vs DC 13: 14

The Mound takes a step back from the Thunderous Smite by Reverie, but stays upright. (22 damage is still a nice result.)

Froskan, Trimyrai, Jack, and Iskander are still up.

Isk joins Reverie in attacking the mound!

• First Attack: 16 Damage: 9 + 1 necrotic dmg
• Second Attack: 10 Damage: 9 + 1 necrotic dmg

Edit - so many 1s :(

Jack looks back at Trim, and sees the scuffle between the Hag, Dryad, and the ally. Why were they fighting? Had the Dryad finally snapped? Jack didn’t really care, but he saw Trim was in a bit of Trouble. Now that Reverie had joined Isk against the Mound, Jack proceeded to disengage and head to K4, within range of both the Dryad and Hag. 

“I got ye, Trim. While the others take care of the Plant, I’ll help you with the Hag.” He says the Hag in a rough, intimidating manner, as if he currently greatly despised them. “But keep your Aim Steady, now. Not that I’d doubt ye.”

Somehow, Jack’s words Inspire Trim, giving him a Bardic Inspiration!

Trimyrai: (to Jack) "Thanks!"

Trimyrai is going to do as he did before, move three spaces up and attack H3 again.

Attack 1: 10

Bardic Inspiration (adding to attack 1) : 2

Damage 1(if it hits): 14

Attack 2: 20

Damage 2(if it hits): 13

Froskan splits another frozen orb, this time between the Mound and the remaining hag.

Mound Attack: 11 Damage: 19

Hag 24 Damage: 8

(That 22... but 11 To-Hit... it’s killing me...)

Quote from BoboBoombang >>

(That 22... but 11 To-Hit... it’s killing me...)

 (Yah...)

Trimyrai moving away allows the Hag to do an AoO. Attack: 23 Damage: 17  (hits for a light wound)

The Hag's attack left Trim off balance, but with Jack's inspiration, he is able to make a correct his first arrow shot (which would have normally missed.) The hag takes both arrow shots for 24 damage.

The Shambling Mound took 58 damage this round (total of 139), which is a hair over what you needed. This huge mass of vegetation sprays over the surroundings, like someone tossed several hundred pounds of lettuce salad up in the air.

The Hag (still in her bear-mascot outfit) now looks worried. It moves 30' south, by using a Dash action. (Jack will get an AoO.) The Dryad also gets an AoO. Attack: 21 Damage: 10  (misses)

The Dryad is still in an insane frenzy. With Jack next to the Dryad, she aims her shillelagh at him. Attack: 16 Damage: 10  (misses, the Dryad is swinging wildly)

(The coordinates changed, because I had to move everything up to fit on the map.)

Trim is at 33 hp after the hag's claw attack. Everyone else is the same as the previous round.

The Mound has been destroyed. The Dryad is still unharmed, and still berserker insane. The remaining Hag has taken 54 damage (under half health).

The Hag looked worried earlier, but is now starting to cackle. You realize that it has moved outside the bright radius of Froskan's Lantern. It will soon be able to turn invisible (again), and could easily escape if it does so.

The party is up. Jack should roll an Attack of Opportunity (with his sword) from last round.