Not sure if you have made a decision on the Toronto portion of your trip - but if not this maybe of help.
i have used Hot.wire to get both the Sheraton and the Eaton Chelsea numerous times, The reviews are better at the Sheraton but our personal experience has been similar in both - we have actually had a slightly less consistent experience at the Sheraton.
the Sheraton is overall the nicer hotel, but not hugely so. There is an underground parking lot that is part of City Hall directly across from the hotel, it has an underground walkway that takes you right to the hotel too....this is cheaper than the hotel option. Some nice things the Sheraton has - underground PATH to the Eaton Centre, nice in bad weather! The pool is great as it is both an indoor and outdoor pool at the same time. Downside - it is so large some of the rooms are not updated..hint: when we win the Sheraton I contact them directly and ask to be close to the pool area as i am travelling with children, this usually puts you in a nicer room. As with all hotels the in house dining is expensive...and not particularly good, but there is lots of dining around the hotel. we usually park our vehicle and walk or use public transit when we stay in a city - the Sheraton has a TTC stop at its door and is a short walk to yonge street for the subway.
The Eaton Chelsea also has some rooms that are in the process of being updated as it is a larger hotel too, but we have always been lucky enough to have a nice room. The hotel is really geared to families and while the pool is small it has a great slide that the kids love. It also has a kids play room and an area for teens. I like the restaurant offering a little better than the Sheraton too, it is a market style with different stations - a pizza kitchen, a sandwich area, a hot food station and a really nice salad bar (still hotel prices though - just with kids it is nice to choose just what they want) It also has a Starbucks in the market area. The hotel also has a pub and a bar - the pub has a lively atmosphere and the bar is a really nice quiet place to have a drink and conversation with friends. The hotel is only a few blocks north of Dundas Square (and the Eaton Ctr) where there is always something fun going on! Our biggest negative at the Chelsea has been the elevators - sometimes a longer wait, especially if you arrive at the same time as a large travel group (45 students from France!).
If i am choosing between the two, i look at what we plan on doing and where, they are often comparable in price - but at $42 savings per night, and travelling with kids I would lean towards the Eaton Chelsea.
as an aside - relying on street parking in Toronto, especially in July in the downtown core is risky :-)
have a great trip
