Thule - Spring 2

I got a Thule Walking my dog and my kid together I insisted on air tires. (Mud, cobblestone, sidewalks up and down) I like the 3 wheels, it rides very easy! But I got a Thule with normal wheels as a surprise.. Although the Thule doesn't fold down super tiny I do believe it will last much longer than the less bulky ones my friends have But again, get air tires! Makes it so much more comfortable

I never see it mentioned on stroller threads, but the Thule Spring is pretty travel friendly and has a locking front wheel to be a jogging stroller. It definitely doesn't fold small enough for an overhead bin, but it easily fits into a stroller bag to be checked or gate checked. I don't think it checks all of OPs boxes for bassinet, but it is good for travel, jogging, and rougher terrain!

Love air filled tires on cobblestone. We use our Thule for those conditions. 

If you are an avid walker in all sorts of terrain, I highly recommend Thule. It is worth the expense. Really solid stroller. As for diaper bag, I just use my tactical backpack.

No no nooooo to Graco. Had it with my first and terrible on trails. Had both the 4 wheeled stroller and later thr 3 wheeler and hated everything Graco. For trails the 3 wheeled ones like Uppababy Ridge (heavy AF but good... I forget which carseat we got that works) Thule and BoB (which has dreamy suspension for bouncy paths) Uppababy Ridge has bassinet option too (and fantastic in Winter with sidewalks aren't cleared). I hated the cost of Uppababy strollers but they DO last (speaking again, as someone who uses it 4hrs+ a day for walking and daycare/school dropoffs + grocery runs etc for years). Its why they're usually still expensive on FB Marketplace as they last  You can always check your local parenting FB groups and ask. We got the Uppababy Ridge new,  but got the bassinet/carseat/etc all used after asking around and they were all solid and in great condition.  But forget Graco... Ive tried a few strollers (i used it daily instead of a car so really went through a lot with two kids) and legit dont know why Graco is ever recommended, just cheaply made and cheap quality. Even Baby Jogger City Mini GT2 might be an option for you ETA: I was just at the pool today and saw out of the corner of my eye a mom wheeling by in a stroller and I just heard "squeak  squeak " and thought "ah must be a Graco " ... it was. And its not the wheels that squeak, its the entire stroller frame

I’d get a Thule for the snow