The Roseroad is a major highway in the Seven Kingdoms, second in size only to the Kingsroad. It connects the two largest cities in the realm, King's Landing and Oldtown, via Highgarden, the seat of House Tyrell. The Roseroad meets the Searoad at Highgarden, which travelers coming up from the south would take if they wanted to head north along the coast to Casterly Rock and Lannisport (those directly traveling from King's Landing to Lannisport would take the Goldroad to the north).
The road does not directly begin at King's Landing, instead splitting off from the Kingsroad just south of the mouth of the Blackwater River, under the eves of the Kingswood (King's Landing itself is on the north side of the river's mouth). From there it runs southwest across much of the Reach until it arrives at Highgarden.
The road crosses the great Mander River twice on the way from King's Landing to Highgarden: at Bitterbridge the road crosses from the southeastern to northwestern side of the upper Mander, then further to the southwest it crosses back across the Mander again from the northern bank to the southern bank just before it comes to Highgarden.
The Roseroad runs almost east-to-west between King's Landing and Bitterbridge, though always in a generally southwestern direction. However, after Bitterbridge the road angles much more sharply in a southwestern direction as it continues through Highgarden and on to Oldtown further to the southwest. As Oldtown is located on the west bank of the Honeywine River, the Roseroad also has to cross that river just before it reaches the city.
In the books
In the A Song of Ice and Fire novels the Roseroad is in the same location. It greatly speeds travel and commerce between King's Landing and Highgarden. It was apparently named for the rose-sigil of House Tyrell, because it links their castle seat at Highgarden to the capital city.
The army of House Tyrell uses the Roseroad to make a forced march from Bitterbridge to King's Landing to arrive in time to help swing the tide at the Battle of the Blackwater. Prior to the battle Tywin Lannister's army left the Riverlands by following along the southern bank of the Blackwater River. Tywin's army joined with the Tyrell army under the eves of the northern Kingswood, near where the Roseroad merges with the Kingsroad on the southern bank of the Blackwater, before crossing to the capital city on the northern bank.
In the TV series, the joint Lannister-Tyrell army attacks Stannis' army near the walls of Kings Landing itself. This is a condensation, as in the books, the majority of Stannis' forces marched by land to the southern bank of the mouth of the Blackwater, and his fleet was there to ferry soldiers to the north side of the bay (instead of carrying his entire army by sea from Storm's End). Because they were already on the southern bank of the river, the Lannister-Tyrell army coming up the Roseroad didn't have to cross the river to engage them right in front of the city walls.
Old Oak · Red Lake · Goldengrove · Bitterbridge · Tumbleton · Grassy Vale · Cider Hall · Ashford · Horn Hill · Brightwater Keep · Bandallon · Honeyholt · Oldtown (The Citadel · The Hightower · Starry Sept) · Uplands · Blackcrown · Three Towers · Sun House · The Arbor
Roads of Westeros
|Mountain passes into Dorne||