The FA Youth Cup third-round tie at Plymouth Argyle will take place on Wednesday 9 December
The young Hammers, who won the competition in 1963, 1981 and 1999, are in good form ahead of the match, which will be played at Home Park with a 7pm kick-off.
Tony Carr and his side are especially eager to put in a good showing in the prestigious competition because the club have been knocked out at the first hurdle in each of the last two seasons.
Last December, the Hammers were frozen out 3-1 by Nottingham Forest on a wintry night at the City Ground.
However, the Academy youngsters will make the 260-mile journey to Home Park in good spirits, having remained unbeaten in their last five FA Premier Academy League matches.
Plymouth have enjoyed good runs in the tournament in each of the last two seasons, reaching the fifth round last term before being knocked out by Tottenham Hotspur. Two years ago, the Pilgrims progressed to the quarter-final stage before being beaten by eventual winners Manchester City.
Argyle are not part of the FA Premier Academy League set-up, instead fielding their youngsters in the Puma Youth Alliance South West Conference, which they won in 2007/08.
Managed by former Stoke City and Everton defender Mike Pejic, Plymouth have won just one of their six league and cup fixtures so far this season.
To view the full third-round draw, click here.