Wellesley alumna checking in here.
I agree with **Robot Arm ** that the commuter rail is much more convenient to Wellesley College than the D line. If you head out to Riverside you’ll have to take a taxi to get to the college. (I found this out the hard way.)
If you time things right you might be able to take the commuter rail from Wellesley directly to Fenway by getting off at Yawkey.
However, if you’re trying to travel back and forth entirely on public transit, I would highly recommend that you get a hotel room in Boston or Cambridge. As Robot Arm mentioned, going back and forth between Chinatown and Wellesley, especially with an armful of stuff, on transit is going to be tricky. And I say this as someone who uses public transit extensively.
If I recall correctly, there are a couple of motels in Wellesley and Natick along Route 9, plus the Sheraton in Framingham, but none of them are anywhere within walking distance of the college. You’ll definitely need a car for those. I think there’s at least one hotel in Newton, but again you’ll want a car to drive to Wellesley from most of Newton. I don’t think there are any hotels you can walk to from the college, unless things have changed dramatically in the last 8 years and someone built a new boutique inn or something.
Is your daughter currently a Wellesley student? It might be easier for everyone involved if you stay in Boston and ask your daughter to come to Boston for the game. She can take a bus shuttle (in my time it was called the “Senate Bus”; dunno if they’ve changed the name since then) or the commuter rail. The Senate Bus makes two stops in Cambridge and one in Boston. It runs fairly late into the night–on Saturdays I think it stopped running around 2 or 3 am, depending on whether it leaves from the college or from Cambridge.
If you want to head back to Wellesley with her, you two can take the Senate Bus together. It might weird you out to be the only non-college aged adult besides the driver on a bus jam-packed with college kids, and it’ll probably be a really noisy ride, but it’s by far the most convenient way to get to the college from Boston aside from driving your own car. The commuter rail is quieter and more comfortable, but runs less frequently than the Senate Bus.
In my experience most of my classmates were only dimly aware of the commuter rail, or didn’t even know it existed. Many were the times I swore off the Senate Bus after yet another sardine can-like ride, but dammit, it took less effort to get to the Senate Bus stop than the commuter rail station, and laziness always won out in the end.
A decade ago cab fare from Boston to the college was around $50. Not sure what it would be now.
There used to be a small hotel in Newton right next to the Riverside T station, but the last time I was at Riverside (maybe a month or so ago) it looked like it had come under new management and was still under construction. I don’t know if it’s even a hotel anymore.
Anyway, if you have any more questions, feel free to PM me.