Revolution Flex 3.0 Duallie

for the terrain you're working with, the BOB Gear Revolution Flex Duallie 3.0 is a good pick. It can handle rough stuff and moves pretty well, but the customer service has its problems. The Thule Urban Glide 3 Double works in snow too, but make sure the seats fit your 3-year-old. Maybe check out borncritic for more reviews on these strollers before you decide

Out of all of these my vote would be Bob or bumbleride. However the one thing I didn’t love about having two under two with the Bob is it pulled a little to the heavier kiddos side. You may not experience that with the bumbleride. Another idea is a veer wagon. The suspension is not as nice but it can plow through anything and my kids love it. It can hold a car seat too. My 10/8 year olds still sit occasionally in our veer with my two year old. ETA: my kids are on the taller side and would’ve outgrown the bugaboo quickly. Another one I don’t see mentioned is valcobaby!

I’m not sure any double wide stroller will fit through “all” doorways. Generally they’re sized to fit anywhere that is ADA compliant for a wheelchair. Front to back doubles will fit doorways but you may have issues in other places like small elevators. We used (and loved) the Bob double jogger (https://www.bobgear.com/duallie-strollers/revolution-flex-30-duallie). Folds up pretty compactly, especially if you remove the wheels. Sturdy as heck. Great suspension for dealing with bumpy sidewalks or walking paths. Only downside is it’s really heavy. And it can’t fit two car seats — we borrowed a double bassinet stroller monstrosity for the first few months.

Bob Duallie's are hard to beat, one handed easy driving and steering made our baby jogger lux double feel like a heavy bus in comparison. Those big wheels really make it glide pretty effortlessly. I think for your reasons of being able to take kids by yourself and ease of use, it would be a good investment. Only con is it probably doesn't fold down quite as small as others, but still worth it IMO!

I have a Bob revolution flex that I'm pretty happy with. I don't personally use it with a car seat, but I know it has a car seat adapter and you can use it with a car seat.

I’d buy the used one and save some money. The bob is a beast and holds resale value. I’d guess you could sell that $150 stroller in a couple years for $100-$150.

5'10 and 6'7 here. We have the Nuna Triv and it's amazing! Handlebar extends and it folds so easily and fits in the car trunk so well. For around our hobby farm we have a Bob Revolution Flex, a jogging stroller with adjustable handlebar. It works great on uneven terrain and for both of us height wise, but is really huge to fold and fit in the car so I'm glad it's just our athome stroller. I bought them both used and saved a ton, they're so expensive! One on goodbuygear and one from FB marketplace.