You may be asking the wrong people. Ask Yourself. Cyclists are more often very well in-tune with themselves and it is You, who You must ask.
I'm not familiar with mountains 1,000' to 2,100', as I live at 9,100' (Colorado HIGH Country) and ride when I want which ranges from 3 to 7 days a week, however, I've honestly been slipping in more fly fishing and cycling a little less.
& I'm 64.
I've experienced freakish hills in Missouri, which changes everything!
Just did a couple of rides attempting to keep up with kids (You know, 30 something's), while there is (wild fire) smoke in the air & at the moment, I believe I would have been wiser to display more self discipline which is not My nature but next ride I'm going to give smoke a breather. Today and the last couple, I believe I notice the air quality effecting My body...
Have a discussion with the person You know best & ride when You want.