Reddit mentions of The Latin Mass Explained: Everything needed to understand and appreciate the Traditional Latin Mass.

Here's a pretty good book for you "The Latin Mass Explained":
https://smile.amazon.com/dp/0895557649

You can also check out http://livemass.net to watch the Latin Mass from home whenever you want and then use http://divinumofficium.com/cgi-bin/missa/missa.pl to follow along with the Mass (there's a button for Solemn at the bottom if it's a sung Mass).

It's very helpful if you try to learn the prayers in Latin. Start with the Pater Noster, Ave Maria, Gloria Patri, and Symbolum Apostolorum (Apostle's Creed). This will allow you to pray the Rosary in Latin. The repetition of praying the Rosary will allow you to ingrain and really learn these prayers in Latin.

Next, you can move on to try learning the Novus Ordo responses in Latin, so Dominus Vobiscum -> Et Cum Spiritu Tuo; Kyrie/Christe Eleison (Greek); the entire Gloria; Deo gratias; Gloria tibi, Domine; Laus tibi, Christe; the Credo (Nicene Creed); Suscipiat Dominus sacrifícium de manibus tuis... (May the Lord accept the sacrifice at your hands...); Preface responsorial (sorsum corda, habemus ad Dominum, etc); Sanctus; Agnus Dei; Domine non sum dignus (Lord I am not worthy).

Once you've got all the NO responses down, then you can learn the prayers at the foot of the altar (good to know the priest and server responses). At this point, your knowledge of the Latin Mass would be quite high. If you're ambitious you can go into the offertory and Canon, but that's up to you. It's nice to at a minimum know all of the server responses for the entire Mass and what the priest says leading up to those responses.

Also, a big help for things like the Kyrie, Gloria, Credo, Sanctus, Agnus Dei, Asperges/Vidi Aquam, and all of the Marian Antiphons (Alma Redemptoris Mater, Ave Regina Caelorum, Regina Caeli, Salve Regina) is listen to Gregorian Chant recordings and try to sing along. Music makes these things easier to learn. There are plenty of places to find them (YouTube). It's easiest to start with setting VIII (easiest) and then work into others like IX and XI.

It took me a while to get used to the Latin Mass. At first I was completely confused. After a few times of going, it slowly started to sink in, now I dread the times I have to go to the NO. I've even gotten my wife who was more fallen away (still isn't 100% on board, but I'm trying) to go to TLM, understand what's going on, and like it more than the NO.

>So I’ve reached the point where I’m very frustrated by the masses offered where I live.

We must be neighbors!

>There’s a Church by me that offers Latin mass 7 day’s a week, but I’m a little confused and could use some help. Monday through Friday they offer a traditional Latin chanted mass and a Traditional Latin low mass. On Sunday, they offer a low mass and a high mass.

Nope, not neighbors. I can only dream of such things.

>Where should I start?

High Mass first. Or, at the very least, a Missa Cantata. Low Mass is absolutely incredible, but it's jarringly quiet. Incredibly useful for growing in understanding--it can be easy to get lost at a High Mass since what the Schola's doing and what the Priest is doing are often on very different pages.


>Can someone point me to a good guide on line that they found personally helpful?

I personally read this book in preparation. I can't speak to anything else's quality. It can be hard to separate the wheat from the chaff online.

>Should I cover my head? If so, is a scarf appropriate for now? Any and all help is greatly appreciated.

You don't have to...but it's really great if you do. A scarf is fine. A nice hat is fine.