Is it possible to hit multiple enemies with a two-handed weapon?

My players want to hit multiple enemies with two handed weapons, like cleave, but I can’t find anything in the rules. The most I’ve given them so far is on a critical roll; They can hit the enemies if they are close enough to each other i.e. shoulder to shoulder. This seems fair on smaller targets like kobolds. I figured maybe Unearthed Arcana guidance might be out there, but couldn’t find any. I’m guessing this was to simplify rules or maybe they will expand it officially later… Any ideas?

Penalty for trying to use a two-handed weapon with one hand?

If a character had only one hand available, but they were holding a two-handed weapon, what would the penalty for the attack and damage be?

I’d imagine the result would be significantly less effective than using a proper one-handed weapon. The only ruling I can find is that you need two hands to wield a two-handed weapon, but it seems a bit extreme that you can’t even try to make a one handed swing.

Can you attack with a two-handed weapon, drop it, and then use Crossbow Expert’s bonus action via an Extra Attack with a hand crossbow?

The Crossbow Expert feat (PHB, p. 165) says:

When you use the Attack action and attack with a one-handed weapon you can use a bonus action to attack with a loaded hand crossbow you are holding.

Consider a level 5 Ranger with the Crossbow Expert feat. This means she has the Extra Attack feature and can also fire multiple shots from crossbows, avoiding their “loading” aspect. If she takes the Attack option, she is then able to attack twice (via Extra Attack), and also use a bonus action to attack with a hand crossbow she is holding, if she attacks with a single-handed weapon.

The answer to this question indicates that the hand crossbow itself can count as that single handed weapon. So one option she has is to shoot the hand-crossbow three times, via her action (Attack), bonus action and Extra Attack, provided she has one hand free with which to reload. So far so good.

Furthermore, the answer to this question shows that the Extra Attack can be made by a different weapon to her attack, and the answer to this one says that she can drop one weapon (for free) and pick one up via her object interaction. So another option she has is:

  1. Start with a hand crossbow in one hand, and nothing in the other (so she has a free hand to reload)
  2. Attack with a hand crossbow, enabling both the Extra Attack and Crossbow Expert bonus action features
  3. Use her bonus action to shoot the hand crossbow
  4. Drop the hand crossbow (free) and pick up / pull out a heavy crossbow
  5. Fire the heavy crossbow via Extra Attack.

I think this is within RAW and RAI, but it does mean she drops, rather than stows her hand crossbow. Let’s say she’s happy to do this. On her next turn she:

  1. Starts with a heavy crossbow in her hand(s)
  2. Attacks with it, enabling the Extra Attack feature
  3. Drops the heavy crossbow (free) and picks up the hand crossbow (object interaction)
  4. Fires the hand crossbow via Extra Attack.

Having used the Attack action (albeit with a two-handed weapon), and also having attacked with a one-handed weapon (via her Extra Attack) while holding a hand-crossbow, can she now fire the hand crossbow a second time via the Crossbow Expert bonus action?

The idea is she would repeat these two turn patterns, getting in extra damage via the use of a heavy crossbow one one of her three shots, at the cost of having to leave one of her weapons on the ground between turns.

Which melee weapons have the Two-Handed and Reach property, but lack Heavy and Special?

For my Kensei monk I’m exploring potential additional kensei weapons.

Kensei Weapons. Choose two types of weapons to be your kensei weapons: one melee weapon and one ranged weapon. Each of these weapons can be any simple or martial weapon that lacks the heavy and special properties. The longbow is also a valid choice. You gain proficiency with these weapons if you don’t already have it. Weapons of the chosen types are monk weapons for you. Many of this tradition’s features work only with your kensei weapons. When you reach 6th, 11th, and 17th level in this class, you can choose another type of weapon – either melee or ranged – to be a kensei weapon for you, following the criteria above.

At level 3 I picked the longsword and longbow. At level 6 I’d like to pick a two-handed non-heavy non-special melee weapon, preferably with reach. Conceptually, a polearm would be sweet. Mechanically, a damage die of 1d8 or higher would be awesome.

Going through the list of equipment a couple times now, I seem to have only three options that come close:

  • a greatclub has two-handed but lacks reach.
  • a whip has reach but lacks two-handed.
  • a lance has reach and “kind of two-handed”, but also has the special property (so can’t be a kensei weapon unfortunately).

Are there actually such weapons, by RAW, that fulfill my wishes? In other words, is my source for equipment up-to-date with all the released books, including the playtest material of Unearthed Arcana?

In case it matters: I like the idea of wielding a two-handed reach weapon as an unarmored old man, because I think it’s cool. It’s inspired by dextrous martial artists IRL that wield relatively light polearms.

How can a Gloomblade fighter extend the list of throwable two-handed weapons?

I’m currently building a Gloomblade fighter with the Two-Handed Fighter archetype. The ranged option of this character is thrown shadow weapons, and I am looking for ways to expand the list of options.

Gloomblade and Two-Handed Fighter stack and apply the bonus of weapon training to shadow two-handed weapons only. I also plan to use Gloomstorm and Two-Handed Thrower (assuming the GM will allow Gloomstorm to count as Quick Draw for the purpose of this feat). This allows me to throw at a full rate of attacks.

Now, the problem I have is that I am restricted to shadow, melee, two-handed weapons with a range increment. There are exactly two of them, the martial Syringe Spear and the simple Spear (as well as five exotic options).

Is there a way to expand this list further? I can forfeit the Weapon Training bonus to throw one-handed weapons having a range increment (adding four additional options), or throw two-handed melee weapons (e.g. a greataxe) at a -4 penalty, but I’m looking for ways to keep both bonuses.

The other techniques that I know are not available because the Throw Anything feat works with improvised (not manufactured) weapons and the Throwing property is not a valid choice for shadow weapons.