Weekend in the Berkshires

October 25, 2021 3:17 PM

We're headed up to Great Barrington, MA in the Berkshires this weekend and would love any and all ideas on things to do/see, shops to check out, places to eat, etc. Special Halloween events particularly welcome. Couple in early/mid-40s, no kids, but open to anything. Thank you!
posted by DavidNYC to Travel & Transportation around Great Barrington, MA (5 answers total)

Bash Bish Falls painted by John F Kensett in the 1860s is 12 mi SW. It's half a mile from the nearest parking. We went there from Boston, on this [anniversary] day 39 years ago because Herself had seen the picture in the MFA. YRomanceMMV.
posted by BobTheScientist at 12:52 AM on October 26, 2021

Something called Nightwood at Edith Wharton's house in Lenox looks good. It's a nighttime activity. Daytime, you can visit the gardens for free or buy tickets and take a tour of the Mount. Are you planning to hike? There are trails up to Mt. Greylock. Or drive up there, stroll around, and take in the views.
posted by Elsie at 4:14 AM on October 26, 2021

The No. 6 Depot in Stockbridge has really good coffee and breakfast, and there's a lovely used bookstore just across the way. Seconding The Mount.
posted by TwoStride at 6:28 AM on October 26, 2021

If you like wings and beer you should have both at the Olde Forge in Lanesborough. Mass MOCA in N. Adams is a great museum.
posted by Ragged Richard at 8:04 AM on October 26, 2021

Liked Mass MOCA. Had some very good food in Pittsfield: breakfast from Misty Moonlight Diner, other meals at Patrick's Pub, though things seem to start being randomly closed starting Sundays -- like, you'll find a great place for breakfast on Monday, and then it's closed Tuesdays. And there's a place called Olivia's Overlook that I hope to make it out to some night to get a good look at the sky.
posted by troywestfield at 11:29 AM on October 28, 2021