doctorima
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 Sun, Sep 28 2014, 9:51 pm
Hotels - Boston isn't known for cheap ones, and certainly not in the prime tourist areas where you probably want to stay.
Restaurants - most of them are along a street called Harvard Ave., near a major intersection called Coolidge Corner. There aren't so many, but I would think that at least a couple of them would have a sukkah. Probably worth calling in advance to make sure. Otherwise, shuls will have. The YI of Brookline is very close to Coolidge Corner.
Activities - not sure what a 2-year-old would like, but the duck tours are a lot of fun if the weather is nice (not cheap though), also swan boat rides in the Public Garden, plus children's museum is great, maybe science museum or aquarium.
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