
Joolz
Aer+
Travel-friendly, city-nimble, but tiny storage and struggles off-pavement.

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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
We have the mockingbird and it is hard to maneuver as our toddler has gotten heavier BUT it is lovely for appointments and the beginning days when your NB is in a car seat. As our baby got bigger, we transitioned to the double BOB for walks and it is seriously the best walking stroller EVER! I recommend both.....they're great for different things.
Get the BOB secondhand. It's the best jogging stroller there is! I have 3u3 and have the single and double bob strollers and we use them every single day.
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 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.

Joolz
Aer+
Travel-friendly, city-nimble, but tiny storage and struggles off-pavement.

Bugaboo
Butterfly Series
Durable, compact for city travel, good storage, but expensive.

UPPAbaby
Cruz V2 Stroller
Durable workhorse with massive storage, but heavy and bulky.

UPPAbaby
Minu V3 Stroller
Compact travel, decent storage, but pricey, seat not upright.

UPPAbaby
Cruz V3
Durable, massive storage, great service, but heavy and bulky.

Ranked #1
Joolz - Aer+

Ranked #1
UPPAbaby - Vista V2

Ranked #1
Thule - Urban Glide 3 Series

Ranked #1
Bumbleride - Era

Ranked #1
Joolz - Aer+

Ranked #1
Thule - Urban Glide 3 Series