Blogs, news, etc.
Chess.com's news roundup
http://www.chess.com/news/
The Chess Improver
http://chessimprover.com/
Chessbase
http://www.chessbase.com/
Chessdom
http://www.chessdom.com/
ChessVibes
http://www.chessvibes.com/
Kingpin, a satirical chess magazine
http://www.kingpinchess.net/
Reddit chess news 'n' stuff
http://www.reddit.com/r/chess/new/
Susan Polgar: her sister Judit is the stronger player, but we can think of at least two reasons to visit Susan's blog !
http://chessdailynews.com/
Jennifer Shahade on Twitter
https://twitter.com/JenShahade/
Spragett on Chess: if you'd care for an NSFW chess blog.
https://kevinspraggettonchess.wordpress.com/
The Week in Chess
http://www.theweekinchess.com/
2700 Chess: current roster of the top players
http://www.2700chess.com/
Instructional videos
Chess24 has a bunch o' videos on YouTube.
https://www.youtube.com/user/chess24media
John Bartholomew always has interesting games to poast.
https://www.youtube.com/channel/UC6hOVYvNn79Sl1Fc1vx2mYA
The Chess Club and Scholastic Center of St. Louis has a ton of excellent videos.
https://www.youtube.com/user/STLChessClub/videos
Dereque Kelley offers a slew of openings videos.
https://www.youtube.com/user/KebuChess/videos
On-line play
Chess.com offers free browser-based play, including correspondence-style games.
http://www.chess.com/?ref_id=10791344
Chess24 -- the most excitement in Hamburg since 1943 !
https://chess24.com/
Lichess is a free, open-source site with snazzy tournaments.
http://en.lichess.org
Software
Our top recommendation among free Windows programs is Lucas Chess which includes a number of engines (among them Stockfish).
http://www-lucaschess.rhcloud.com/
If you want an old-school program, there's always WinBoard !
http://www.gnu.org/software/xboard/
http://www.open-aurec.com/wbforum/viewtopic.php?t=51528
Arena is one of a number of free chess programs that you can use to view games, test engines, etc.
http://www.playwitharena.com/
For Android, DroidFish is a first-rate free program.
https://play.google.com/store/apps/details?id=org.petero.droidfish&hl=en
Also for Android, the Lichess app not only serves as a portal for Lichess but includes useful off-line features like a virtual board and chess clock.
https://play.google.com/store/apps/details?id=org.lichess.mobileapp
Stockfish is a first-rate open source engine. You'll need a front-end (Lucas Chess, WinBoard, Arena, Fritz, etc.).
http://stockfishchess.org/
Other resources
Cassia's Web has a handy tool that you can use to run through games and even produce an animated gif.
http://www.caissa.com/chess-tools/pgn-editor.php
Chess.com has all sorts of resources.
http://www.chess.com/
Chess Bites is a massive compendium of games and also has a daily chess problem.
http://www.chessbites.com/
Organizations
Boylston Chess Club, a Boston-area chess club
http://boylston-chess-club.blogspot.com/
FIDE, the dysfunctional worldwide chess organization
http://www.fide.com/
MACA, the Massachusetts Chess Assocation
http://www.masschess.org/
USCF, the United States Chess Federation
http://www.uschess.org/
