I go to Judy Jetson, near Porter Square in Cambridge. I can never remember my stylist's name (I'm really awful at names...) but I think it's Lauren (?). She's pretty great (can recommend her boyfriend, the dog trainer, for any unruly pups!) and good with curly/wavy hair since she has it herself. It costs $60 for a regular cut and style, and I know she and her assistant do color jobs as well, and Lauren (?) usually makes it so it's 6 weeks at minimum before I have to go back, if not 3 months.
My last trip there was a little stressful, seeing as I went in with a "do whatever, you know best!" attitude... My almost-down-to-the-boobs length ended up as a pixie cut about an hour later - tears were inevitable, but I wanted until after my girls' night book club and presidential debate #2 before I had my breakdown. However, it's starting to grow on me, and it is super chic and flattering. Circa Audrey Hepburn/Anne Hathaway shortness. It's about time for me to go in for a touch-up, actually!
Hope you enjoy Boston! The Back Bay/South End stylists are pretty expensive, but the further out of Downtown Crossing/Copley you get, the better your price I think. Also, if your hubby could use a non-Super Cuts style (my husband refuses to pay over $35 for a cut, sigh...), then David at JJ is pretty phenomenal. Good luck!