Here's a short list of books and resources that I usually recommend to students who are interested in typography and type design. Take a look at the bibliographies of each of these to find the deep cuts.
Typography Basics
Inside Paragraphs by Cyrus Highsmith
Shaping Text by Jan Middendorp
Thinking With Type by Ellen Lupton
The Elements of Typographic Style by Robert Bringhurst
The Complete Manual of Typography by James Felici
Drawing Type & Lettering
Designing Type by Karen Cheng
Logo, Font & Lettering Bible by Leslie Cabarga
YouTube & Instragram videos of lettering & calligraphy. Seb Lester, for example.
Desk Reference
The Anatomy of Type by Stephen Coles
The Typographic Desk Reference by Theodore Rosendorf
Online
ilovetypography.com
typographica.org
fontsinuse.com
smashingmagazine.com (with a grain of salt)
monotype.com/blog
fontfeed.com
practice.typekit.com
There are many starting places for learning experiences. These are just a few. What am I reading? I'm still working on getting through Gerry's list for MATD students.