The attack misses, goblins reading her body language and scattering away from the trajectory of the sword. 

Moneo is up unless Damara has any other bonus actions or movement she wants to do.

At this point, Moneo can likely see the beginnings of some smoke coming from one of the buildings in Damara's direction (a result of the damage the goblins are causing) and potentially one or two of the townspeople from Caradoc's group.

Knowing they’re still far to far to get to to help, Moneo does everything he can to prep those in the fort, motivating them, and readying the gates to the fort to be closed the instant he calls for it.

Alright, so Townsfolk Group 1 attacks the goblins:

• Attack: 19 Damage: 16 
• The Townsfolk definitely do some damage, here. The swarm has been reduced by about two-thirds.

Townsfolk group 2 (Caradoc's group) rushes towards the Fort using their action for full movement

Townsfolk Group 3 is preparing to fire crossbows over the roadblock as soon as they see signs of danger.

Caradoc is next. His group of townsfolk already running back towards the fort and a hooded figure out in front, sneering at him because they know they're out of his reach.

Updated Map - Round 5, Turn 7 - Caradoc's Turn

Caradoc switches to his heavy crossbow and moves closer to the cloaked man.

I'll let Caradoc attempt an attack this turn, if you want him to. Due to the range, it will be at disadvantage.

No, I’ll wait and see a moment

Caradoc waits there, about 120' away from the hooded figure. 

Goblin Group 1 goes next. they are going to attack the Townspeople:

• Attack: 9 Damage: 13 

The goblins leap and claw at the townspeople, but the locals were trained well for this moment. They dodge and parry the attacks.

Damara goes next.

Round 6, Turn 2 - Damara's Turn

Damara keeps swinging, gold eyes focused on the enemies in front of her.

Attack: 9 Damage: 8

Necrotic: 3

She swings, and her sword slices nothing but the air above the goblins' heads. 

Damara notices that the hooded figure that she saw in the distance has no moved up to just beyond where the roadblock was. All she can tell through the shadow cast over the figure's face by the hood is that they're smiling ominously. Damara also thinks that she can see some large monstrosity off in the distance, even further away than the hooded figure. It looks something like...

Moneo is next. He can see that even though they're still a good distance away, the townspeople from the southern roadblock have all finally made it to the bend in the road and look like they are going to be headed back towards the Fort. 

Updated Map - Round 6, Turn 3 - Moneo's Turn

Moneo keeps holding, and inspiring those in the fort that they’re in the best place to hold anything back. He also directs a few to the gates to be able to open, and close them, as quickly as possible when their people need to get through.

And so it is the Townsfolk's turns to go.

Townsfolk Group 1 attacks the Goblins that are still hanging around:

• Attack: 9 Damage: 4 
• This time, their nerves must be getting to them. They're punching, kicking, and prodding with their polearms, pitch forks, and whatnot, but they're getting nothing but air and ground. 

Townsfolk Group 2 continues to retreat towards the Fort, using their full 60' of movement.

Townsfolk Group 3 stands at the ready, anticipating either shooting things or opening the gate: whichever comes first. 

Caradoc is up.

Updated Map - Round 6, Turn 7 - Caradoc's Turn

The hooded figure is at about 120' away at this point, still sneering - knowingly and menacingly. 

Caradoc will move 20 feet closer and take aim, firing a shot at the hooded figure. A menacing shot. DC 13 Wis save or be frightened

Attack: 23 Damage: 11 + 6 

DC13 WIS Save: 3

He is frightened.

The enemies are next. ((Once I get to a computer as opposed to begin on my phone...))

First up are the Goblins. They'll attack Damara this time:

• Attack: 21 Damage: 15
• The original attack roll was a 16 and the original damage was 9. Damara was hit by the Goblins, taking 9 slashing damage from their claws.

Then, Hooded Figure 1 (near Damara) will move just within range of the Townsfolk and Damara to attack them:

• Action: Attack Damara with a Cantrip - Sacred Flame. Damara must make a DC11 DEX saving throw or take 6 Radiant Damage.
  • Damara DC11 DEX Save: 6 - the original roll was a 12, but for some reason it keep re-rolling, now. Damara saves.
• Bonus Action: Attack the Townsfolk with Level 2 spell 1 of 3 Spiritual Weapon (which looks like a giant, mangled great hammer) Attack: 16 Damage: 4 
  • The spiritual weapon misses! (The original attack roll was a 10.)

Hooded Figure 2 (near Caradoc, which is now fairly injured and Frightened and can't move any closer and has disadvantage on attacks) will attempt to:

• Bonus Action: Cast Level 1 spell 1 of 4 Shield of Faith on himself. He now has +2 to his AC. (DC to hit him is now 15.)
• Action: Cast Level 2 spell 1 of 3 Hold Person on Caradoc. Caradoc must make a DC11 WIS saving throw or be Paralyzed
  • Caradoc DC11 WIS save: 14 - The original roll for this was a Nat 20, so Caradoc resists the spell.

Damara can see the large monstrous beast in the distance move a little closer, but still out of range. 

Aeneas and Moneo need to roll a Perception check on their turns.

Aeneas is up.

Updated Map - Round 7, Turn 1 - Aeneas's Turn

Aeneas rolls Perception: 12 + Bardic Inspiration: 6

Aeneas sees a creature that looks like a large bird flying in from the southeast.

Damara is up.

Updated Map - Round 7, Turn 2 - Damara's Turn