We were looking at pop ups at Lazy Days this weekend and were impressed by how far they've come! I'm guessing you've considered how you want to camp, and the season for your area. I confess, I've not popup camped before but we now have a Roo which, as far as I can tell is a happy medium between a TT and Popup. I see the GVWR is 3,779 lbs for the HW276. The GVWR is 3,860 lbs for the Roo17. Although the 276 seems like it would feel bigger.
I am wondering if you could get a rooftop carrier for your bikes? The 317 has a nice front trailer area but is much heavier. Hmmmm..... so many things to consider. One thing I can vouch for is how nice the heated bunks are and how much the bathrooms are appreciated on cold mornings!
Wishing you the best in your search