Source: MMOWTS
Aside from weapons, trinkets are arguably the most exciting and impressive gear upgrades available in all of Wrath of the Lich King Classic. The combination of the on-use effects on some trinkets alongside huge procs (procedurally generated effects) on others makes trinkets especially memorable items due to the way they augment your character.
In modern times, you may wait to fire off some of your most important abilities until all of your trinkets have already gone off. One such example of this is Unholy Death Knights unleashing their gargoyle pet after all of their trinkets and cooldowns have been triggered in order to provide the pet with an utterly ridiculous damage boost.
Grim Toll
Grim Toll is a strange item during phase one in many regards. However, it is also one of the very few items that maintains its usefulness into phase two. Due to the way armor penetration works, Grim Toll becomes an incredible on-use trinket once more armor penetration gear becomes available with the release of Ulduar.
Until that time though, Grim Toll is a great trinket for any DPS that relies on armor penetration to increase damage in later tiers, but it's not necessarily the best trinket available at the moment. Consequently, securing this item early will pay dividends later, as it becomes a much more contested trinket.
Soul Preserver
Despite coming in at only blue rarity, do not need too much WOTLK Classic Gold, Soul Preserver is still the best in slot trinket for most healers in Wrath including Holy Paladins, Holy Priests, Restoration Druids, and Restoration Shamans. It only comes with a two percent chance to reduce the mana value of your next healing spell cast, but when you're firing off spells like a magic machine gun, it triggers a lot more often than you might expect.
When looking at this item, it's important to consider that a larger mana pool effectively increases the amount of healing a single healer is capable of putting out. Thankfully, this item is easily obtained from the last boss in the normal Culling of Stratholme dungeon.
Figurine - Monarch Crab
Yet another trinket that's fairly easy to get your hands on if you've taken the right profession is the Monarch Crab. This is the best in slot trinket for all tanks in phase one. If you plan on primarily tanking, you should plan on picking up Jewelcrafting as well.
Aside from providing a large amount of stamina and gem sockets, Monarch Crab's on-use effect makes for a great additional emergency cooldown. If we're being honest, tanks can never have enough of those.
Darkmoon Card: Greatness
A reward for handing in the Nobles Deck at the Darkmoon Faire, Darkmoon Card: Greatness is the best in slot trinket for the majority of character classes and specs, all the way up until phase three of Wrath. This is due to the card's availability in multiple forms that are useful for strength, agility, and intellect-based classes. The good news is that you can purchase one of these bad boys right out of trade chat.
The bad news is that they're going for anywhere from six to 8000 gold depending on the server and time of the month. If you are interested in picking one up, they are likely to be the cheapest right after the Darkmoon Faire leaves town for the month, as players won't be able to cash in their decks until the following month when the Faire returns. If you're interested in pushing the bounds of what your character is capable of in raid environments, you should prioritize grabbing your Darkmoon Card as soon as possible. It's no overstatement to say that this is the single most important item for most, if not all, classes interested in wielding it, better get to farming.