Soldiers from the island, as well as Kingussie and Beauly in the Highlands, lost their lives at Festubert in France in 1915.
Portree on Skye lost 10 men in a single night. In total, more than 20,000 men died over 10 days of fighting.
Three days of events will start on Friday and will include talks by historians and poetry readings.
Festubert's impact on the Highlands and Islands was recalled in BBC Two Scotland documentary, The Machine Gun and Skye's Band of Brothers, last year.
This week's commemorations will be held in Portree.
Many of the men from Skye, Kingussie and Beauly who died at Festubert had played shinty, a fact that will be recalled in some of the events.
A set of bagpipes recovered from the battlefield's trenches will be used to play the tune The Beauly Shinty Club. The music was composed by one of two brothers who died in the conflict.
Shinty commentator and historian Hugh Dan MacLennan will be among those taking part in the commemorations.
He said: "Festubert is our focus because it was one of the first great killing battles, which saw death on an industrial scale.
"Not only that, but its impact on Highland communities is beyond belief."

She's in the central hall - the largest space available - to accommodate the hundreds of people desperate to glean any further details on how she's going to manage the UK's EU exit.
And of course hear how exactly she's going to help narrow the inequality, which has been blamed for driving a growing anger at the current political elite.
But, the aides in the conference centre at Davos do not appear to have even heard of her.
"You want the tourism desk?," they ask, pointing to a room at the end of the corridor.
No, I say, Theresa May. "Theresa May?" they ask surprised.
The UK prime minister I explain. "Ahh a global leader?," they ask, and point the way.
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Perhaps it's not so surprising. Global leaders are ten a penny here - there's around 50 heads of state and government in Davos - and Donald Trump's fast approaching presidency, rather than Brexit, is the focus of much of the discussions.
Nonetheless by the time Mrs May takes the stage it's standing room only in the huge room.
And overall her message, that the UK will advocate for growth in free markets and free trade - which she claims will improve life for everyone - appears to have been positively received.
It's not exactly a standing ovation at the end, but the applause is solid, if not prolonged.
Wojciech Kostrzewa, chief executive of Polish media giant ITI Group, declares it "a very good speech".
"She made a clear commitment to free trade and globalisation. It was a very clear statement concerning all those who have been left behind," he said.
But does he think the UK's impending EU exit will lessen its ability to achieve this? Mr Kostrzewa is sanguine: "Europe still needs the UK," he says.
Yufen Shi from Boston, currently on maternity leave, says she agreed with Mrs May's pledge to make sure globalisation would benefit everyone, but she's sceptical it will prove possible.
"It would take a lot of work to formulate a policy to achieve that," she says.
Still, she says the speech was "uplifting".
"She committed to upholding good values and I hope globalisation does benefit everybody," she says.
Similarly, Ambassador Stuart Eizenstat, who heads US law firm Covington's international practice, but previously held a number of senior White House positions including US ambassador to the European Union during the Clinton era says Mrs May's rhetoric was "very positive".
"The notion that the UK is not withdrawing from Europe was a very important message, as was the commitment to free trade.
"We could do with more details, but the basic message was very welcome," he says as I walk with him to his next meeting.
Finally, I happen across David Moran, the British ambassador to Switzerland and Liechtenstein.
"You won't get much from me," he chuckles.
But was it good, I ask? "Oh yes," he nods.
One of the bloodiest battles of World War One will be commemorated in events to be held on Skye later this week.
[NEXT_CONCEPT]
At the World Economic Forum in Davos, UK Prime Minister Theresa May's speech has been given top billing.