Boston
Several guys have suggested the Back Bay area of Boston. This is an excellent choice. The area is convenient to the downtown financial district, so men working there can pop out for "lunch"... It's also quite convenient from north, south, and west by interstate. There are quite a few good 3* and 4* hotels in the area, great shopping (Newbury Street, Prudential Plaza, and Copley Place), excellent restaurants, and even nice parks (Esplanade, Boston Common, and Public Garden). But it might be a little cold for wandering through the parks... 
If you can book a hotel to a credit card, you might want to consider using Priceline. It's well-suited to getting rooms in the Back Bay (I've done it many times for outcalls). You can probably get a room for $60-80/night, versus twice that booked conventionally. If you'd like suggestions on how to use Priceline, just reply to this post...
Someone also suggested the Burlington/Waltham area along 128. This is another great suggestion... There are many good hotels in the stretch of 128 between Mass Pike (I-90) and I-93 north. And it's extremely convenient for guys to get there from the west and north.
But unless you have a car -- or unless you plan on working 12 hours a day -- you'll die of boredom out there! If you really want to see and experience Boston, stay downtown...
Have a great visit and good luck...
Have fun, MG