Keeping combat scenes fresh and interesting is a hard job. Many players have played through thousands of combat encounters and it's up to us DMs to make each one memorable.
We DMs probably make this harder on ourselves than we need to, however. A lot of the time, players just want to watch their characters do awesome stuff. The details of the monsters and the battle only needs to let the players tap into the cool capabilities of their characters. This is why we're able to abstract combat enough to run it in the theater of the mind and use static monster damage to speed up the rolls on the DM's side of the screen. We might think monster and environmental details matter a whole lot in combat but they probably don't matter as much as we think.
Back in the 4th edition days, many DMs spent considerable time building interesting battle arenas with lots of dynamic pieces. Environmental effects had their own stat blocks similar to monsters. We can still spend a lot of time on the environmental effects of a battle in 5th edition, of course, and, for our big set-piece battles, its probably worth doing.
Other times, however, we want to keep some loose tools on hand to help us improvise dynamic combat elements so we can make the battle interesting without having to prepare a lot ahead of time. If the characters take a turn we didn't expect and get into a scrape we can still put together interesting environments for this battle to take place. D&D 5e gives us three very powerful tools for this: advantage, disadvantage, and inspiration.
We can break down the implementation of these three tools into the following broad guidelines:
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Give characters advantage when they succeed on a skill check that puts them in an advantageous position against their enemies.
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Give characters disadvantage if they fail in this skill check and unbalance themselves or impose disadvantage on enemies when a creature puts an enemy at a disadvantage.
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Use inspiration to draw characters into heroic actions, helping them make a leap that puts themselves at risk for the good of the party or the world.
Tying Advantage, Disadvantage, and Inspiration to Skill Checks
Players often overlook skills when engaged in combat, instead focusing on the combat abilities they have on their character sheet. Using skills in combat can add a new dimension to the battle. Instead of simply moving up to attack a troll, a character might use their acrobatics to leap up and use the vines hanging above the troll to drop down onto the beast. We can quickly improvise a difficulty check to account for this unexpected use of a skill depending on the situation. We do this by picking a number between 10 and 20 (usually around 12) to represent the difficulty based on the situation.
Often we'll want to state the DC so the player knows the risk and the difficulty before making the choice. If we want to reinforce the use of skills like this, we might make it easier or offer advantage if there's some other reason their character would be particularly good at it.
Tying Advantage, Disadvantage, and Inspiration to Fantastic Features
Fantastic features make combat scenes come to life. It's one thing to fight a handful of orcs in a room. It's something else when you're fighting orcs in a room with a huge glyphed draconic skull hanging from above. When players see a thing like that, they want to do something with it. Maybe those trained in arcana can see that they can channel the rage of this dragon with a DC 13 Intelligence (Arcana) check, giving them advantage on magical attacks. Maybe, when properly called upon with a DC 13 Intelligence (Religion) check, the spirit trapped within the dragon skull will protect the dragonborn paladin, making attacks against it at disadvantage. If the characters fail at these checks, the results may inflict the opposite as penalties. If it doesn't seem like the players are biting on these offers, we can throw in inspiration as an incentive.
We can tie advantage, disadvantage, and inspiration to all sorts of objects. Climbing the slick wall to reach alcoves high above combat can grant advantage to ranged attackers. Smashing the huge raised water basin can put all of the ogres underneath it at disadvantage.
The nice thing about this concept is that little prep needs to be done ahead of time. We might come up with a fantastic feature for a location on the spot and all we need to do is use advantage, disadvantage, or inspiration to make it something useful in combat.
Advantage, Disadvantage, Inspiration, and Story Beats
In Hamlet's Hit Points Robin Laws describes how stories oscillate hopeful and fearful beats to keep people interested in the story. In our D&D games, we likewise oscillate hopeful and fearful beats to keep our players engaged. We often cannot plan ahead of time whether the players will take a situation as a hopeful or fearful beat but, during the game, we can use advantage, disadvantage, and inspiration to easily add a beat of the right type.
If the party has been having an easy time slaughtering goblins, maybe a new wave of goblins enters the fray from above, firing with advantage down on the characters. Maybe if the characters have been having a hard go of it, they can tap into ancient primeval forces within the care walls to grant them a blood-rage that gives them advantage on attacks.
Advantage and disadvantage are wonderful built-in tools to not only improvise interesting encounters but also change the very feeling of the story to keep players hooked.
An Easy and Powerful Improvisational Tool
Giving characters the opportunity to use a skill check to gain advantage is a powerful and easy-to-use tool to keep in our toolbox. It doesn't require a lot of thought or preparation on our part to implement and makes the entire scene come to life in ways we wouldn't normally expect. Likewise, we can use disadvantage as a failure mechanic should things go poorly or inflict disadvantage on a variety of foes if a large enough event calls for it. When we're having trouble getting players to buy into these bold moves we can draw them in with an offer of inspiration. Many times, thats just the reward we need.
Keep advantage, disadvantage, and inspiration in your toolbox as a quick and easy way to make combat scenes more dynamic.