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I'd definitely go for repeat flowering. I've got a rambling rose in the back garden with lovely white flowers, but even with diligent deadheading it only flowers for a few weeks. The roses at the front of the house produce copious amounts of dark red flowers from May until September/October - much better
Have you thought about a Clematis? One of the varieties that doesn't die back to ground level each year. Wisterias look lovely while they're in flower but the rest of the time they look a bit meh.
Edited to add: Does it have to be a pink rose?
Brommers
Light_EDDed
I’m looking for a climbing rose for my house. I think Ive narrow it down to either a Constance spry or a giardina.
I prefer the larger blooms of the giardina and it repeat flowers, however it’s only 2-3metres.
The Constance spry is super tall but on flowers once.
I do also like the idea of a wisteria.