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- R.B. McCallum
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- R. Ward Shipman
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- Ra-hoom-rah!
- Rabbits
- Rachel Tolkien
- Racism
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- Radbug
- Radhrim
- Radhruin
- Radio Times 4 December 1953
- Raft-elves
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- Ragnir (disambiguation)
- Ragnir (outlaw)
- Ragnir (servant)
- Ragnor
- Raiders of Cardolan
- Rainer Nagel
- Raising with the Battle-Orcs
- Rally - August, 1966
- Ralph Bakshi
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- Random House
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- Rangers (disambiguation)
- Rangers of Ithilien
- Rangers of the North
- Rangers of the North (book)
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- Ranulph Stainer
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- Ravenhill (soundtrack)
- Ravens
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- Rawlinson and Bosworth Professor of Anglo-Saxon
- Ray Dillon
- Ray Henwood
- Ray Reinhardt
- Ray Trickitt
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- Raymond E. Feist
- Rayner Unwin
- Razanur Tûk
- Reading The Lord of the Rings
- Reading order
- Realities: An Anthology of Verse
- Realms in Exile
- Realms of Tolkien
- Rebecca Guay
- Reckoning of Rivendell
- Reckoning of Years
- Reconsidering Tolkien
- Recovery and Transcendence for the Contemporary Mythmaker
- Red Arrow
- Red Book of Westmarch
- Red Elves
- Redbook (23 November 1967)
- Redhorn Gate
- Reeds
- Refuge at Helm's Deep
- Regent (disambiguation)
- Regent of Gondor
- Reginard Took
- Regional Cooking from Middle-earth
- Rehabilitations and Other Essays
- Reiner Knizia
- Remba
- Remembering C.S. Lewis
- Remmirath
- Renee Alper
- Reno E. Lauro
- René van Rossenberg
- Renée Fleming
- Renée Vink
- Report on the Excavation of the Prehistoric, Roman, and Post-Roman Site in Lydney Park, Gloucestershire
- Report on the Hobbit
- Repos Production
- Representations of Nature in Middle-earth
- Requiem for a Tower
- Rerir
- Rescue in Mirkwood
- Retarded Creatures and Caverns
- Rethe
- Retreat
- Return of the Heroes
- Return of the Shadow, or Arda, the Fourth Age
- Return to Edoras
- Return to Edoras (soundtrack)
- Return to Hobbiton
- Return to Moria
- Reunited Kingdom
- Revion
- Ribadyan
- Riccardo Federici
- Richard A. Lupoff
- Richard Armitage
- Richard Boone
- Richard C. West
- Richard Doyle
- Richard E. Blackwelder
- Richard L. Purtill
- Richard O'Callaghan
- Richard Ovenden
- Richard Sturch
- Richard Taylor
- Richard Wagner
- Richard Whiteside
- Rick Porras
- Riddle-game
- Riddle of Strider
- Riddle of the Ring
- Riddles in the Dark
- Riddles in the Dark (podcast)
- Riddles in the Dark (soundtrack)
- Riders from the West March
- Riders of Rohan (1985 book)
- Riders of Rohan (disambiguation)
- Riellë
- RiffTrax
- Ril
- Rim
- Rimion
- Ring*Con
- Ring*Con 2002
- Ring*Con 2006
- Ring*Con 2007
- Ring*Con 2009
- Ring-bearers
- Ring-finder
- Ring-inscription
- Ring-maker
- RingCon
- Ring (disambiguation)
- Ring of Barahir
- Ring of Darkness
- Ring of Doom
- Ring of Doom (video game)
- Ring of Isengard
- Ring of Thrór
- Ringarë
- Ringbearer's Day 2005 (journal)
- Ringen
- Ringers: Lord of the Fans
- Ringil
- Ringil (disambiguation)
- Ringil (tower)
- Ringló
- Ringló Vale
- Rings of Power
- Rings of Power (disambiguation)
- Ringwil
- Ringwinner
- Risk: The Lord of the Rings: Gondor and Mordor
- Risk: The Lord of the Rings: The Middle-earth Conquest Game
- Risk: The Lord of the Rings Trilogy Edition
- Rite of Sigin-tarâg
- Rivendell
- Rivendell: The House of Elrond
- Rivendell (The One Ring role-playing game)
- Rivendell (band)
- Rivendell (disambiguation)
- Rivendell (scene)
- Rivendell (soundtrack)
- River-woman
- River Running
- River Running (book)
- Rivers of Gondor
- Rivil
- Rivil's Well
- Rië
- Road of Arches
- Road of Pomps
- Roads (song)
- Roads Go Ever, Ever On
- Roast Mutton
- Roast Mutton (soundtrack)
- Rob Alexander
- Rob Dean
- Rob Inglis
- Robbie Magasiva
- Robert Aramayo
- Robert Clardy
- Robert E. Howard
- Robert Farquharson
- Robert Foster
- Robert Giddings
- Robert Havard
- Robert Murray
- Robert Pollock
- Robert Quilter Gilson
- Robert S. Blackham
- Robert Stephens
- Robin Atkin Downes
- Robin Gardner
- Robin Smallburrow
- Robin Wood
- Robley Evans
- Robyn Malcolm
- Rochallor
- Rochon Methestel
- Rock and Pool
- Rockfoot Pass
- Rod Jellema
- Roddy McDowall
- Rodney Mathews from Wondrous Tales - 1988
- Rodney Matthews
- Rodney Matthews 2003 Calendar
- Rodney Matthews Fantasy Images 1996 Calendar
- Rodrigo Machado
- Rog
- Rog (disambiguation)
- Rog the Fleet
- Roger Garland
- Roger Jackson
- Roger Lancelyn Green
- Roger Thomasson
- Rogues of the Borderlands
- Rohald
- Rohan
- Rohanese
- Roheryn
- Rohirrim
- Rokkvisa
- Roland Adlerberth
- Roll-roll-roll-roll,
- Rollin' Down the Hole
- Rollo Boffin
- Roman Britain and the English Settlements
- Roman Rausch
- Romantic Religion
- Romantropologie
- Romas Kukalis
- Ron Chironna
- Ron Miller
- Ron Spencer
- Ron Walotsky
- Ronald Kyrmse
- Rond
- Room of Logs
- Root and Branch - Approaches towards Understanding Tolkien
- Roots and Beginnings
- Roots and Branches
- Roper family
- Ropers
- Rorimac Brandybuck
- Rory Michael Kinnear
- Ros
- Rosa Baggins
- Rosalind Ramage
- Rosamunda Took
- Rose (daughter of Holman)
- Rose (disambiguation)
- Rose Brandyfoot
- Rose Cotton
- Rose Gardner
- Roses
- Rosfrith Murray
- Rost
- Roswith Krege-Mayer
- Roth
- Rothinzil
- Round World version of the legendarium
- Rov-
- Rover
- Roverandom
- Rowan
- Rowan (The Rings of Power)
- Rowans
- Rowlie Appledore
- Roy Campbell
- Royal Road
- Royd Tolkien
- Roäc
- Ruamórë
- Ruby (disambiguation)
- Ruby Bolger
- Ruby Gardner
- Ruddoc Hana
- Rudibert Bolger
- Rudigar Bolger
- Rudolph Bolger
- Ruffians
- Rufus Burrows
- Ruin
- Ruin of Osgiliath
- Ruins of the Lost Realm
- Ruins of the North
- Rules of the Exeter College Essay Club
- Ruling Queens of Númenor
- Rumble Family
- Runes
- Runes of Power
- Rupert Dolbear
- Rush
- Rushey
- Rushlight Family
- Rushock Bog
- Russa
- Ruth Lacon
- Ruth S. Noel