If Boston is indeed selected for 2024, I would guess the Boston organizing committee and the state of Massachusetts will have quite a bit of say as to where the $$'s are spent - as they should since Boston and Massachsuettes taxpayers will likely be on the hook for at least some of the expenses.
Given all of that, I think it's highly unlikely that the Boston organizing committee or Massachsuetts will support money going to other states who do not have a financial stake in the whole thing.
The Boston area has plenty of stadiums - Harvard Stadium, Alumni Stadium, etc., that can be upgraded. (Not to mention the facilities that will be built.) Both stadiums will be in the heart of the Olympics goings-on, and on campuses that could very well be part of the housing for Olympic athletes. No dealing with transportation and logistics issues across 100 miles of the most congested highways in the country.
I swear BC fans on this UConn board must have the NSA or someone watching for any thread here with the word 'Boston' in it, even if no one is disparaging the wholly ones up on Chestnut Hill.
Very little information has been made public to date; but, it is generally believed that a vast majority (+75%) of events would be held within the city limits of Boston, Cambridge and the immediate surrounding communities. The Olympic Village itself seems to be targeted for Colombia Point, which would then allow it to be converted to residences for UMass-Boston post-Olympics (I hear the cannons being readied in Southie for that one already). Outside of that area, some venues have already been confirmed such as Gillette Stadium in Foxborough for the soccer/football final and Lowell for rowing events (the Charles River can't be used as it is too wide East of Mass Ave and too narrow West of Mass Ave for an Olympic rowing event). It was also noted that the Dunkin Donuts Center in Providence and the Verizon Wireless Arena in Manchester NH
may be used. Other events that will be held outside of Boston will be the Marathon (the Boston Marathon course cannot be used as it is too hilly for an Olympic marathon) and bicycling due to the distances involved. Also, sailing (heard that Boston Harbor may not be suitable so Newport RI maybe used instead due to its sailing history) and whitewater events will not be in Boston proper for obvious reasons.
As for soccer, Gillette cannot host the entire Olympic soccer tournament due to the number of matches. Historically, between 4 and 6 venues are used, each with a capacity of 50K or larger. Over the last several Olympics, the soccer venues have been spread all over the host country as a way to spread the joy so to speak. In 1996, U Georgia’s football stadium (1) hosted the soccer final plus the Citrus Bowl (2) in Orlando, Legion Field (3) in Birmingham, the Orange Bowl (4) in Miami, and RFK Stadium (5) in DC were used. Its 650 miles between Atlanta and DC. For the 2012 Olympics in London, 6 stadiums were used, 2 of which were in different ‘countries’ in Wales and Scotland (London to Glasgow is 400 miles). The 2016 Olympics in Brazil will use 5 venues with the furthest being Salvador, which is just shy of 1,000 miles away from Rio.
As for Boston, within the Boston area, the main Olympic Stadium will likely be dedicated to the Opening & Closing ceremony plus track & field and will thus be available to host soccer. In London, Wembley hosted the soccer final, the Olympic stadium did not. Fenway is too small and not configured for soccer; plus, if the Olympics go to Boston, I would be that baseball would be re-instated as an Olympic event. Harvard Stadium is down to just 30K and too small for soccer, which is why field hockey may go there. The only stadium left is BC’s Alumni stadium, which is on the small side at 45K for Olympic Soccer, would likely be used assuming that real grass can be installed. Though, I have heard that Alumni maybe the main venue for Rugby Sevens. Outside of Boston, the next two largest stadiums in all of New England are in Connecticut: the Rent with 40K at just 90 miles away and the Yale Bowl with 60K just 140 miles away. All of the other New England stadiums are at or below 25K (Holy Cross, UMass, Brown, and Dartmouth). The only reason not to use them would be if the Olympic spirit is spread further around to NYC, Philadelphia, DC, etc. While the Yale Bowl is larger and offers access to New York City, it is very old, would need extensive renovation and Yale really does not have an on-going need for a 60K football stadium. The Rent is designed to be expanded to +50K and should UConn get a P5 promotion in the next decade, UConn would need the expansion anyway.