Garrick's bolt kills one of the stampeding blights.

Kess uses Steady Aim and fires at one of the blights.

Longbow: 26 for 9 damage

She kills one of the injured blights.

Chipper's turn.

With Garrick and Striker taking the frontline, Chipper scurries up a nearby tree to get away from the reach of the blights.

[[ 30ft climbing speed in addition to walking speed, so can use the full 30ft for this. ]]

Once situated he raises a hand an utters, "By flame and spark I like the air, a flaming lance to pierce and tear!" A streak of fire hurls towards the remaining injured blight.

fire bolt @ injured blight
To-Hit: 15+7 = 22
Damage: 2 fire

The injured blight dies. The rest of the blights try to rush forward, but are blocked by Garrick and Striker. Three blights attack each of them. 

Against Striker: 6, nat 1, 18 for 3

Against Garrick: 5, 6, 13

Garrick's turn.

Garrick fires once and misses, then adjusts his aim and fires a second shot (15 to hit for 20 dmg).

Striker stands strong (23/26 hp) and is ready to help Garrick (disadv on 1 attack against Garrick)

Garrick's shot kills a blight.

Kess uses Steady Aim and fires at a blight.

Longbow: 16 for 21 damage

That blight also dies.

Chipper's turn.

[[ This is probably a terrible idea. In fact, having DMed such a situation not that long ago I know it's a terrible idea. Yet in the heat of the moment I hope it's a great idea! ]]

Chipper takes a look at the field. So many blights. So so many. Garrick and and Striker were holding strong for now, but for how long? He examines the area, hoping to see something that could be used as kindling to start a fire. "I've got a bad feeling about this." he mutters to himself before unleashing another bolt of fire. This time not at a blight but at the environment itself.

fire bolt
To-Hit: 13+7 = 20
Damage: 1 fire

Want to set the area the blights are in on fire to start a spreading burning area that'll catch more and more blights as it grows. 

...and then we'll have to figure out a way to deal with everything being on fire...

The grass below one of the blights catches aflame. Start of the blights turn:

Being on fire: 5 fire damage

Three blights attack Garrick and three attack Striker:

Against Garrick: 14 to hit (after Striker prevented a 21), 22 for 5 damage, 8

Against Striker: Nat 20 for 16 damage, 13, 11

Garrick's turn.

“Retreat to the winery! There’s too many!”

Action to disengage and move to the winery. Striker does the same, keeping pace with Garrick

(garrick 34/39 and striker 7/26)

You enter into a room with strips of iron and wood lying in neat piles on the floor. The walls are lined with tools. Two worktables stand against the east wall.

Kess fires one last shot at the blights, killing one, and follows Garrick in. 

Longbow: 18 for 11 damage

Chipper's turn.

[[ By my count there's 15 blights left, 1 of them being damaged, right? ]]

Chipper is caught up in the excitement of battle, of seeing the flames begin to cackle. "We've got them where we want them!" he calls out to Garrick. "With the protection of the winery and trees the battle is ours!"

Chipper points a finger to the injured blight. "♫ Ding dong ding dong; you'll fall with a ding dong ♫"

Toll the Dead
WIS Save DC 15
Damage: 3 necrotic

[[ If no injured blight, then fire bolt Attack: 17 Damage: 7 fire ]]

After casting his spell he then scurries further up the tree to be more out of reach of the blights, but still close enough that he can come back down to be within 60ft of them and back up. 

There are 14 left, one of which is injured.

WIS save: Nat 20 (19)

The fire below the blights spreads. 5 of them are currently ablaze.

Being on fire damage: 6

The injured blight dies. 6 of the remaining 13 of them crowd around the bottom of Chipper's tree. The rest follow Garrick and Kess. They're right outside the front door.

Garrick's turn.

Breaking a window and firing out at the mass by the door.

24 to hit for 11 dmg (2nd shot misses)

That blight dies. You can hear more footsteps from inside the winery. It sounds like 2-3 people.

Kess's turn.

Kess is wary of the footsteps, but the blights are the direct threat for now. She aims past Garrick out the window and looses another arrow at the closest blight.

Action: longbow to hit 12, damage 6. Sneak attack if applicable: damage 12

Bonus Action: cunning action hide behind furniture or something, stealth (w advantage from Skulker) 24

The arrow barely scrapes the blight, making it stumble.

Chipper's turn.