Our go-to spot for breakfast/brunch in Lenox. Haven is a café and bakery in town, close to all the shops and walking areas. It's a lovely spot for a morning or afternoon treat.
Great option for bagels (and brews of course!).
Nice eatery/wine bar offering a Mediterranean menu & a covered porch for outdoor dining.
This is our favorite restaurant in the area. It's about 25 minutes south of Lenox, in Great Barrington, but it's worth the trip!
There are a ton of trails and hikes in the area, of all different types and styles. Monument Mountain is a popular trail in Great Barrington, but you can't go wrong with any of them. Here is a list of hikes you can go on: https://www.bnrc.org/top-berkshire-trails.