Since i'm flying solo with DD for 10 days, DH and I decided I get a 3-day weekend in early September all to myself. Driving/flying out of the Boston area, where would you go? I'm up for just about anything--beach, mountains, spa, just a place to sleep in, LOL
This may sound crazy, but I might consider Orlando. Stay in a Disney resort or local Hyatt and rent a car. Eat my way through Epcot, lay by the pool, and sleep in. The entire city is "user friendly", per se, and that's what I would want out of this trip.
That, or a hotel right on the beach in FL somewhere. I wouldn't stray too far from the east coast so I could minimize my travel time.
I would personally go visit a friend in that time--wherever that might be for you.
My second choice would be choosing a nearby city (since I wouldn't want to spend too much time and effort traveling) and pick the nicest hotel my budget allowed. I would sit by the pool and get a massage.
Lovely, but the $3K price tag is a little too rich for my blood. I'm thinking more like $1K or less
So $1k or less is your overall budget? That's probably going to make most places you'd have to fly to over budget.
Drive to Burlington, VT? You could probably do NY on that budget, because plane/train would be cheap. Maybe Chicago or DC too.
Not set in stone, but everything above that makes me twitchy for some reason. I can get to Savannah, Toronto, or Montreal for under $1K, I'm just casting about for ideas.