OoC - apologies for being a little inactive.  Also, for sake of ease, assume Isk has Mage Armor on all the time (its an at will ability), even though he is wearing the studded leather.

As soon as the party approaches the porperty, Isk moves his right hand and summons the large glaive.  He'll take up position next to Reverie, glaive at ready. "Let's sweep the area floor by floor, starting with the ground floor here...since its where we are."  As we move down the hall, Isk will use the bladetip of the glaive to give each statue a poke from 10 feet away, just to be on the save side.

• Initiative: 15
• Perception: 10

(I believe you can’t do that. However, with DM permission, you might have never put it on)

”True. Put it away. Now, what do ye Think is animating the horror? If it8s the house, we may need to burn it.”

(I:9 +1

P:18)

(Jack rolled good on perception!)

(You both make a good point... Scale mail is almost the same price as studded leather. Iskander can either have studded leather in his backpack (use Mage Armor), or he can have scale mail (+1 AC but with stealth disadvantage). Your choice.)

Reverie scans and yet realizes her divine sense won't be useful at this point. Then she looks at Isk readying with his glaive, which she also prepared with her scimitar and a dagger on the other hand. Though, she can chuckle slightly by Jack's word. "That wouldn't be a bad idea. To burn the house down."

Initiative - 10
Perception - 12

(DM rolls: 10, 6 Even with modifiers, those are still crappy stealth and init rolls.)

Froskan and Jack hear metallic creaking above. Froskan holds his staff up, and everyone can see the animated suit of plate mail clinging to the ceiling above the stairs. (Helmed Horrors can fly.) Trim was in the middle of putting away the still-hot torch, so he is a bit slower in getting his bow ready.

Combat begins - round 1

Initiative order - (1) Froskan, Iskander, Jack, Reverie, (2) helmed horror, (3) Trimyrai. All people in group (1) are up.

It is currently 20' up in the air, 15' west of the party's current position, armed with a long sword.

You can post ahead of time, if you want. If someone in group (1) wants to act after someone else in the same initiative group, make a note of it. (If you decide to Ready a melee attack, go ahead and roll for to-hit and damage.)

Jack smirks. “Now. Why don’t ye get down here so we can fight like real men. Man to Armor.” He draws his boomerang. “Or, Boomerang to armor.”

Boomerang Chuck!

Attack: 18 Damage: 5

(before we encounter the animated armor) Trimyrai: (to the party [in a whisper]) "I thought we were suppose to keep the house intact. If we are just gonna burn it down why even bother?"

Trimyrai is going to try and attack the suit of armor.

Movement: no movement this turn.

Action: Attack: (my range 150 (600) ) 21 (attack with longbow/piercing)

Damage: (if it hits) 8 (piercing damage) 

Bonus Action: no bonus action this turn.

(Responding to Trimyrai before hearnig the helmed horror) "I'm not worried about stealth, I just want you to have both hands free to use your bow!" Froskan says.  (That's why he cast the light spell instead :P)

He lets out a small gasp as he lifts his staff higher and reveals the horror clinging to the ceiling like a spider.  He raises his free hand and casts Frostbite at the horror (DC13 con, 2 damage and disadvantage on next attack), then immediately follows it up with a quickened Chromatic Orb.  (If the frostbite misses or hits and isn't noticably weak (resisted), it'll be his standard ball of ice chromatic orb.  If the frostbite hits and seems to be resisted (or completely ineffective), then change up the CO to be....a ball of lightning instead.)

Chromatic orb Attack: 21 Damage: 15

OoC - d'oh, misread the gear.  Isk is happy to just use mage armor and let someone else have the suit of studded leather or scale mail, if someone else can make better use of it.  Otherwise, he'll keep it in his bag and use mage armor.

Isk squares his stance and reaches out with his free hand towards the animated armor, a lance of energy flies out.  Eldritch Blast Attack: 20 Damage: 8

Shadows could around the armor as Isk's Hex takes hold adding another 1 of necrotic damage.

Reverie gasps as soon as she finds a horror helmed on the ceiling. "Well, I must save my scimitar and a dagger," she mumbles and lifts a heavy crossbow after put her scimitar and her dagger on her sides.

Crossbow, Heavy - 13 Damage - 10

Jack's boomerang just hits. (This HH does not have a shield.) The boomerang does 2 damage. The non-magical weapon does less damage, but it can still batter a suit of plate armor.

Armor CON save vs. Frostbite: 18 The HH is resistant to magic (advantage on save throws). The spell wasn't effective, but the frost still covers the armor. Froskan launches an ice orb, which hits it and does the full 15 damage.

Iskander and Reverie do their ranged attacks, but they glance off the plate mail. (Misses).

The Helmed Horror lands near the entrance, next to Froskan and Iskander. It grips its long sword in both hands, and takes a chop at each of them.  Froskan Attack: 17 Damage: 6. Iskander Attack: 7 Damage: 8. (EDIT: Froskan cast Shield as a reaction, so the attack was deflected at the last moment.)

Trimyrai takes a step back, and his magic bow is strong enough for the arrow to penetrate the plate metal for 8 damage.

Combat - Round 2

I will skip the map, unless someone requests it. The Helmed Horror is on the ground near the entrance door. It is in melee range of Froskan and Iskander. Reverie and Jack are 10' away, and Trimyrai is 15' away to the east.

Froskan was hit for 6 damage (17/23 hp). HH has taken 25 damage.

(Iskander: which ability is being hexed?)

Usual initiative order (Trim goes after the HH, everyone else before.)

Jack smirks, and runs up to the Helmed Horror. “Right. So you’re resistant to me boomerang, huh?“ he draws his sword. “But not me magic.” He notices the frostbite. “Never mind” and attacks with his sword, hoping to hit true.

Attack: 10 Damage: 9

Jack smirks. “FRoskan! Show ‘em who’s boss!” He feels inspired! (Bardic inspiration!)

Trimyrai backs up a little bit before shooting at the armor again.

Movement: use half movement to step back to get more distance between trim and the armor.

Action: Attack: (my range 150 (600) ) 26 (attack with longbow/piercing)

Damage: (if it hits) 6 (piercing damage) 

Bonus Action: no bonus action this turn.

OoC - I always forget the debuff from hex!  Let's go with CON

Isk wheels around and strikes out with the glaive! Attack: 9 Damage: 14 + 6 from hex.

 edit: ugh, of course I miss on a max damage roll!

Froskan quickly throws up a Shield to block the helmed horror's blow, then sends another bout of Frostbite at it (1 damage).  If it hits, he will take the chance to try to retreat from the creature.   If not, he stays put.

(While waiting for Reverie to post, I'll deal with Froskan's actions.)

The Shield spell deflects the attack from the first round, so Froskan is still at full health.

Frostbite is cast at the HH... CON save (advantage and disadvantage cancel out): 7

The armor takes 1 damage, and moves sluggishly. Froskan steps back, out of melee range. Opportunity Attack (with disadvantage): 12 Damage: 9 (misses)

Reverie put her heavy crossbow away and pulls out her scimitar with a blessing and a dagger on the other hand. She runs up to Helmed Horror, slashes with her scimitar and pierces with her dagger.

Attack, Scimitar - 7 Damage - 4

Bonus Attack, Dagger - 15 Damage - 6

• Froskan's spell does 1 cold damage. He moves north, and stops short of the doors on the eastern part of that hallway.
• The other blows either hit or do no damage to the armor. But the helmed horror tried to follow Froskan, and was kept in place.
• It swings its long sword twice at Iskander. Attack1: 23 Damage: Unable to parse dice roll., Attack2: 23 Damage: 7 Iskander is hit for 13.
• Trimyrai backs a little more to the east, and is almost to the wall. His arrow punches through the armor (6 piercing damage).

Combat - Round 3

(Still using the map from post 1709.) The helmed horror is just west of the entrance doors, and is in melee range of Reverie, Jack, and Iskander. Froskan is 15' north, not quite to those double doors. Trimyrai is as far east as he can go, south of that door (away from the statues lining the north part of the entrance hall).

HH has a Hex spell on it. It's CON saves are at disadvantage. The armor is unaffected by the necrotic damage. The eldritch blast from round 1 was force damage, which the armor is immune to.

HH has taken a total of 32 damage.

Iskander has taken 13 damage (11/24 hp). Froskan has one of Jack's inspirations.

Usual initiative order (Trim goes after the HH, everyone else before.)