WI Philip The Handsome Marries Margaret Tudor

I'm thinking of a timeline where Isabella and Ferdinand don't marry. in this timeline, there will be no suitable Iberian princesses for Philip, so he marries Margaret Tudor. What effect would this have on history? Now, to make it even more interesting, OTL Henry VIII dies in 1502, leaving Margaret and Philip the Handsome as heirs to England. Would the English accept a Germn king or would Margaret be bypassed for her sister Mary? What do you think?
 
Well assuming that Henry VIII doesn't disinherit Margaret or something similar, I can see a struggle for power between those that support Margaret and those that support Mary ensuing. Unsure how long the civil war would go, since we've no way of actually determining of the Spanish could contribute a lot to the war, or how the French would react... but I don't see this turning out well for England in the long run.
 
Few thoughts
Henry VII was keen on marrying into a well established royal house - hence the Spanish marriage for Arthur.
Securing the Scots border was a vital consideration for English Kings hence the marriage of Margaret to James IV which had long been contemplated.
With no Spanish infanta available for Arthur you will have a host of considerations.
Henry VII's first priority will be a wife for Arthur and a Hapsburg alliance would be possible and respectable.
A major problem - Margaret of York Dowager Duchess of Burgundy was a bitter enemy of Henry and remains close to her grandchildren and influential she will not be very supportive of a match and will probably work against it.
Another problem - Henry actively avoided conflict and had a reasonable relationship with the French for much of his reign - ties to Burgundy will unsettle that relationship and risk him being involved in any conflict.
Philip was born in 1478 - he is going to be very marriagable from 1490 onwards and even more so when he assumes control of his inheritance in 1494 (in OTL he married in 96). Whether a 16 year old in need of a wife is going to wait up to seven years for a bride is debateable (particularly if richer better connected girls are available for him)

Few options - in 1486 ish - Henry offered Cecily of York (his wife's unmarried sister as a bride for the new King of Scots James IV) - let's assume that goes ahead - Henry has peace with the Scots and his wife's sister as Queen.

Margaret of York dies earlier say around 1491 (in OTL she died in 1503) - Henry is looking for marital alliances for his children - particularly Arthur (b1486) and Margaret (b1489) - he proposes a double marriage - Margaret and Philip marry Arthur and Margaret - Maximilian might be tempted at that period in the early 1490s. With the weddings taking place pretty much as the dates in otl.

I think it is a bit of a push though - Margaret Tudor isn't a big catch for Philip and even if Ferdinand and Isabelle don't marry (which is a pretty enormous change) much will depend on who they do marry and what age their children and heirs will be because they will also be available and a daughter or son of Castile/or Aragon is still a bigger match than the daughter of the King of England (who at the time her marriage is being negotiated will still have two brothers).
 
I think it is likely that there is no double marriage - the likely marriage is Margaret of Austria still marries Charles VIII of France.
 
Another possible of another Tudor/Habsburg match is a marriage between Princess Mary Tudor and possibly Charles V or his younger brother Ferdinand. The age difference between Charles and Mary is not too bad (around 4 years), but might be a bigger problem with Mary and Ferdinand (around 7 years).

Or you could have HVII marry one of his wife's younger sisters to Philip the Fair. EIV was working on having Anne of York engaged to Philip the Fair (or worked it out, I'm not sure which). So that could go ahead as her father planned. But with the animosity over Perkin Warbeck and other York pretenders, I don't know if relations between Burgundy and England would be smooth enough for the match/or if Anne of York would be considered an attractive enough bride politically.
 
I think it is likely that there is no double marriage - the likely marriage is Margaret of Austria still marries Charles VIII of France.

Margaret was betrothed to Charles however he dumped her to marry Anne of Brittany that is unlikely to change - therefore by the 1490s Margaret is free.
 
@ladymadchan: IIRC the Habsburgs did try to arrange a match between archduke Charles (later Charles V) and Mary Tudor (Henry VIII and Margaret's younger sister, not Henry VIII's daughter). In fact they were betrothed for a while.
When this came to nothing, since Mary ended up marrying an Habsburg rival, king Louis XII of France. Charles eventually married Isabella of Portugal.

IIRC Ferdinand was indeed the first option to marry Anna of Bohemia & Hungary; HRE Maximilian of Habsburg and king Ladislaus II of Bohemia & Hungary had negotiated a marriage and inheritance treaty, where grandchildren Maximilian (which he could choose) would marry the children of Ladislaus.
Changing the latter IMHO would require the Crown of Castille and the Crown of Aragon not being inherited by the Habsburgs.
 
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