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Summer in the Berkshires: Insider FAQs

1. What are the best things to do in the Berkshires in Summer?

  • Answer: Most people head to Tanglewood, Shakespeare & Co, and Jacob's Pillow in the summer.  We love those venues, but if they are sold out, there are other options. 
    • Naumkeag: The grounds are slways open and ready for a quiet stroll. It’s the perfect time to explore the famous Blue Steps and the 48-acre Gilded Age estate. The architecture and mountain views are stunning year-round, but there is a special magic to the gardens in the summer.
    • Hancock Shaker Village and Berkshire Botanical Garden both offer some lovely strolls and opportunity to learn about the Berkshires history.  
    • For theatre, in addition to Shake & Co. there is Barrington Stage Company at the Blatt Center or the Boyd-Quinson Theater; the Berkshire Theater Group at the Unicorn and the Playhouse Theater in Stockbridge, the Colonial Theater in Pittsfield or the Mahaiwe in Great Barrington. (just naming a few!)
    • And of course, shopping, eating, hiking, fishing, eating, coffee, outdoor parks, ziplining and more eating! 
    • Check out our Berkshire Blog of all sorts of good info on things to do!   

2. Where can I find live music in The Berkshires?

  • Answer: You are minutes away from the county's top-tier venues! For an authentic barn vibe and great local energy, head to Buttonball Barn. If you prefer an industrial-chic setting with incredible acoustics, The Stationery Factory in Dalton is a must. For a more relaxed afternoon, Balderdash Cellars in Richmond offers live music paired with world-class vineyard views. Check out all of our recommendations on our Berkshire Blog.

3. What is the best "Insider" breakfast spot in Lee?

  • Answer: Our guests' favorite walkable breakfast is Starving Artist Creperie—be sure to try their toasted scone with butter! For a classic diner experience, Lee's Corner Kitchen is just a 10-minute stroll from the house.  Our Berkshire Blog has many more recommendations for your stay.

Explore more insider favorites on the Berkshire Blog

Planning your visit? Berkshire House Stay is located close to it all. Staying with us means most everything is within 15 minutes, making your trip even more seamless. Click here to check availability: BHS Availability

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