((Laala wouldn't be able to actively hold her spell, but she can be ready to cast it when she gets a chance (ie, once we're on initiative order, she can use her action to cast it). Holding it as a readied action would fizzle if not cast within 6 seconds.))

The elf keeps it fairly cool, raising a pair of manacled hands to brush hair away from her ear. She lowers her head and Nimble hears: "Truly? Be careful, they have been corrupted by some foul magics... No other guards I've seen, I can distract them, when?"

Copy

Ursula watches in awe as Nimble talks with the blue elf.  She sure is learning more about the outside world with the group she is with, she feels so ignorant as she watches these others with their abilities.  She waits for the others to give the command…

Nimble passes the information to the others in the party “The elf is willing to help with a distraction, but the prisoners are in manacles.  I have ways to free them, but I need to get within 30 feet. Drink your tea and prepare yourselves.  Once everyone is ready, I will pass the message and we can start the attack.”

Xal nods at Nimble, "That is good, I am ready".

Elafir nods and drinks a sip from his enchanted flask. Feeling the warmth of the tea, he continues to drink all of it.

Healing: 7

Healing: 10

((Posting ahead as I'll be busy later. Feel free to resolve other actions like drinking tea before my post.))

Then he takes a few steps out of the shadow towards the guards. He grabs the glaive with both hands, using it as a walking stick. "Hey you! Now this is a nice little tower you got here" He shouts to the guards to grab their attention. "But what are you doing here? And why the grim looks? Anyway, could you help me? I got lost and the door was open, so I figured the friendly folks inside must be waiting for visitors." He keeps chatting to gain their curiosity as tries to walk a third of the distance towards the guards. He will stop at 30ft away from the stairs (in range of the party), waiting for enough guards to gather around him before attacking them.

Deception: 13

((Dammit, I broke the dice results I think. Edited the post to add another roll of healing but apparently that rerolled the Deception roll. Was a nat 20 before which makes it even worse haha.))

Elafir takes a few steps out from the others, hobbling along on his glaive, and really selling it.

All five of the feral Bad Toymakers make for him, snarling and hooting, three of the orcs close behind, seemingly more present of mind and trying to constrain the bloodlust of their fellows. The other three remain with the prisoners.

The five Toymakers have dashed close to Elafir, but seem to me more circling and snarling than directly attacking, the three orcs are not far behind, one of them calling for Elafir to lay down his weapon, another one pulling a length of rope from his belt.

((Probably time for initiative!))

Ursula’s initiative: 20

Xal

Initiative: 17

Initiative: 7

Elafir carefully watches their actions, taking a step back to not get surrounded by them. "Oh my.. You don't wanna take away my walking stick, do you?" he says, preparing to dodge ((taking dodge action if possible).

Nimble works to come up with a plan to free some of the hostages from their manacles in order to help even the odds, he just has to get a little closer.  Perhaps in the confusion that is starting as Elafir steps forward.

Nimble initiative 19.

(Would Laala have her spell go off?)

Initiative: 22

((Laala is up first, with her spell, she'd be able to get all 5 Toymakers, but also Elafir, or three Toymakers and keep him out of it, or two Toymakers and 1 Winter Orc.))

Laala > Ursula > Nimble > Toymakers > Xal > Elafir > Winter Orcs > Blue Elf > Winter Orc Leader > Dimble >

Dimble: 4

Elafir: 11

(She would try to position it to get the most enemies without her new friends being caught so the 3 toymakers it is)

Laala peeks out and begins to speak some words in gnomish, but they have an eerily odd tone to them, almost whimsical. As she finishes her incantation a bright purple area flares up encompassing a 20 ft area around some of the toymakers and as the light subsides everything that was in there is glowing purple, including 3 of the toymakers.(if they fail a dex save DC15)

Casting Faerie Fire

She will then try to duck back behind some of the bigger folk. 

Toymaker DEX: 13
Toymaker DEX: 21
Toymaker DEX: 12

Ursula moves as close as her 40' will allow her and draws her longbow.  She pulls back and attempts to pierce the toymaker that appeared to fail the faerie fire..

Attack: 23 Damage: 9

Attack: 27 Damage: 14

And with her bonus action, she embues her bow with Kensei's shot which gives extra damage to both attacks:

2

4

((40' would be able to get her in melee with the lone faerie-fired Toymaker, if she wished.))

(I didn't realize - let's just say she came about 10' closer)

Ursula makes short work of the glowing Toymaker, dropping him with her second arrow.

Nimble > Toymakers > Xal > Elafir > Winter Orcs > Blue Elf > Winter Orc Leader > Dimble > Laala > Ursula >