3. Barbershop Lounge
Think of this place as your own private man cave on Newbury Street. Not only can you get a shampoo, haircut, and shave, but you can also sip complimentary beverages on the supple leather couch or hustle your way through a couple games of pool. Loser gets a faux-hawk?
245 Newbury St., Back Bay (617-450-0021).