Well in Massachusetts I discovered a road while going to visit my ex at her college. I live in central mass (Worcester) and she lives in Western Mass (Amherst). The trip usually took me 1 hour and 30 min one way and was nice to do, very relaxing, and it has a nice view along the way since it goes through the valleys/hilly region of Mass.
The trip is off I90. You get off exit 8 from I90 and take a left at the light. That road (route 32) is pretty good towards the afternoon and evening since not many people are driving there during work hours and its full of twisties. This route takes you to Ware.
**Beware once you enter Ware cops are sometimes there trying to catch people speeding, especially after the school zone. They usually hide after the school zone in a blind driveway. I've done the trip over 30 times so I know that is where they usually sit.
Once you're in Ware drive past the McDonald on the left. Vernon st should be after that on the left and that is where you take a left. Then you take another left at the end of Vernon st onto route 9.
**Beware again this is where another cop sometimes just sits on a side street and waits for people that are going up/down (mainly down) the main road that is on a hill. You won't be able to see him till you pass that side street!**
Note: These two cops don't sit very far I estimate its a total distance of like 5 miles apart out of like a 30 mile long trip.
This again is a nice road to drive on has long curves and is very hilly region but not to the point that it's annoying. Also the road doesn't have many cops sitting and waiting between Ware, Belchertown, and Amherst. Although there is a state police station along route 9, I rarely ever see them sitting and waiting. They usually just drive up and down the road along with traffic. Also the quabin reseviour is just off to the right of route 9 between Belchertown and Ware which would be a nice place for sight seeing plus taking pics of group drives
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**Beware at Belchertown past the Macdonald's on the left, a cop sits on the left side of the road overlooking traffic light past traffic lights. Hard to spot during the night.**
Continuing on you get to Amherst which has some nice restaurants and shopping plazas. I don't really know much about Amherst excepts its pretty boring place. If you are into the night life UMASS would be fun for you cause they party hard basically every weekend since there is really nothing else to do there.
I can do the drive one of these weekends and post photo's although I really have no reason to go back to Amherst anymore lol.