I think you can test out the Mockingbird single to double at Target. We have this stroller and LOVE it. So sturdy and affordable. Also if you move to double the bassinet for the newborn can be on top closest to mama. Which is unlike others.
Target in Attleboro should have some! Also Kohls just opened babies r us , we haven’t been yet but they may have some. I HIGHLY recommend Graco though. We have the Graco DLX car seat and the Graco modes pramette stroller. The car seat clicks right into it and the stroller folds up really easily. The stroller itself turns into a bassinet as well.
There’s a place called tadpole in the south end that has strollers you can test out. They have a bunch of options that are great and they even let you walk around the neighborhood with it to test it on the sidewalks and stuff
Target in Westborough has some strollers you can look at, but honestly looking didn’t do much for me — it’s a tough call to know what you’ll want and need several years from now. I undervalued car seat compatibility and ended up getting a second stroller.
There are a couple strollers you can test at Framingham Target. Nordstrom and PB Kids at Natick mall also have higher end selections available to test (car seats too)