It’s always nice to be on vacation for your birthday, but that doesn’t always guarantee a great time. Since we had exhausted most of what we wanted to do in the lower Berkshires–I might have just made that up, I guess we would probably say the southern Berkshires here in the US, but ‘the lower Berkshires’ makes it sound like I’m in rural England–anyhoo, since we had kind of run out of things to do and so many shops are closed on Tuesdays and Wednesdays, we decided we needed to go further afield for our day’s adventures.
One of the beauties of a road trip is you can be spontaneous. The night before my birthday, I looked at a map and decided we could drive north with Bennington, VT as our main destination with the idea of being in Troy, NY for my birthday meal. In doing so I broke the the cardinal rule of any good trip–Always do your research. But more on that later in this post.
On the drive up to Bennington, which I quickly realized we had started on too early in the morning, we came to Williamstown, MA the home of both Williams College and the Clark Art Institute. We hadn’t intended on going to the Clark because we had been there on our previous trip to the Berkshires and I knew that they had implemented timed entry tickets due to Covid, and we didn’t have a timed ticket. But since we had plenty of time we decided to take a chance on being able to get in. I’m so glad we did. Having expanded since 2008, the Clark is even more amazing than before and it provided a really nice way to spend a couple of hours.
After the Clark we continued our path north by zigging over to North Adams the home of MassMOCA, another art museum we had been to in 2008. I opted out of going there this time because the art tends to be room-size conceptual kind of stuff, or other things that are somewhat lost on me. I mean how long can you stare at a Dan Flavin. (Look it up, not long.) And because we had Bennington to look forward to, we didn’t bother to poke around the former mill town.
Now, when I picked Bennington as our destination, I had visions in my head of another serendipitous stop we had made in Vermont on our previous road trip in 2008 in which we stayed the night in the very charming town of Woodstock where there was one of my favorite used bookstores of all time (and the place where I first discovered the work of May Sarton).
But Bennington is no Woodstock. While the town has some very nice architectural bones, there was a lot of empty retail space that appears to have been vacant prior to Covid. Half of the shops that were closed that day and not very interesting to start with. This town could use about 100 LGBTQ families to fill up the great old buildings with shops you actually want to visit.
There are a couple of museums that we might have enjoyed in town, but as I mentioned, I hadn’t done my research, and I didn’t know they existed.
And I hate to say it, but the indie bookstore that was there had recently moved locations and was not even remotely conducive to browsing. I’m sure my mood had something to do with it, but the store felt very suburban and not at all cozy. I literally spent less than a minute inside and turned around and left without even touching a book. Back out on the street I saw one of those “open” flags that seem to be all over the place in vacationland to draw attention to shops that visitors might be interested in. We crossed the street and walked a bit to go see what we could see only to find a vape shop. Time to leave Bennington.
Although my birthday felt like a bust at times because of Bennington, if we had only planned to go to the Clark, Famous Lunch, and the DQ, I would have considered it a fantastic day. I guess it is all about setting expectations.