City Mini stroller

It’s all I’ve tried but we have the Baby Jogger Citi Mini and I feel like it checks most, if not all, of these boxes. Maybe a little big for errands (I’ve never taken it in the grocery store) but I preferred to baby wear for that anyways.

3. It would be two but our Graco stroller’s front wheel sprung a leak and we couldn’t figure out how to remove it in order to change out the tube (took it to a bike shop and everything). My husband cut the tube out before I could figure out how to patch it. We have an umbrella stroller we no longer use because our three year old doesn’t fit it anymore and a Baby Jogger City Mini that’s our daily driver when we need it.

We loved our Mockingbird up until roughly 1, and we're looking forward to it as a double when baby #2 comes. In the interim with our toddler, we've got a City Mini Jogger that we like a lot. Great for travel and day-today. I wouldn't have loved it with a newborn, but great with a toddler. If you're in the US/UK/etc., I highly suggest FB marketplace. You can get great used strollers there. We didn't get our Mockingbird, knowing it would likely be out twice main stroller, but have gotten two AMAZING City Mini Joggers (on for us and one for grandparents) for under $100 each.

If you’re only going to use it in Ubers and not every day I would get a lightweight car seat like the Cosco Scenera and a stroller that is somewhere between travel and tank, like the Uppababy Minu. The Minu V3 can be used from birth but I had and liked the V2 with the uppababy bassinet (needs adaptors but they’re easy to get) and loved that the bassinet was also approved for overnight sleep, we used it as our primary bassinet. The only downside to this set up is that the cosco scenera can’t connect to the uppababy minu. We had a uppababy mesa for that but honestly it was expensive and we used it so, so rarely. And even more rarely used it with the stroller. I only don’t regret it because we are about to have a second so at least 2 kids will rarely have used it lol. The Cosco scenera is compatible with the Baby Jogger City Mini which is also a smaller stroller like the minu so that might be a better combo. The scenera is great as a car seat because it is crazy light and easy to install and lasts fairly long- my almost 3 year old still fits well!

You asking what from birth kit, right? The stroller plus basinette package.  It's a smaller shop but go to Mini Jake in williamsburg to shop strollers. They will be honest about what stroller is best for your lifestyle and apartment. I heard them tell a couple not to buy a Vista because they don't have a car and live in a walkup.  Something to keep in mind, those big strollers, Cruz and Vista, won't fit through the aisles of a corner store or a boutique. You also won't be able to lift it without help. One day, your newborn will be a toddler get something you can carry folded with one hand. The other hand is for your child's hand.  Baby Jogger City Mini and Uppababy Minu both have a decent size basket and and are in your budget. 

The CityMini is my fave of all the strollers I owned. It’s light, folds up easily, and can be steered one handed.

I have a baby jogger city mini and it's pretty solid on different surfaces. I've pushed it through sand, snow, slush, and rocky trails with minimal problems. My best purchase though was my Thule chariot. It can handle any surface easily and we convert it to bike and ski too. It doesn't hold a car seat but you can get an infant sling. I have friends who use the Thule jogging stroller and bugaboo fox and say they're wonderful in the snow.