Bed & Breakfast Berkshire, MA

Dear Berkshire Visitor,

Thank you for your interest in the Chesapeake Inn (a Tanglewood Business Partner). We will be celebrating our 30th anniversary during 2018.

The Chesapeake Inn of Lenox features:

  • Four guestrooms with full, private, ceramic tiled baths;
  • Three guestrooms with queen-sized beds;
  • One guestroom with a queen-sized bed; and a twin-sized, custom built murphy bed;
  • Central air-conditioning in the bedrooms;
  • WI-FI HOTSPOT: High-speed, wireless, internet access;
  • a 75 foot, in-ground, heated, lap pool.

We pride ourselves on the personal services provided to our guests. For example, your full “Whatever You Want and Whenever You Want” breakfast will include your personal selections. Snacks are provided throughout the day and evening. During the summer season, fresh cut flowers are in each room, and every room has 2 windows with flowered window boxes. You are encouraged to use the grounds and barbecue. On Saturday evenings, we offer a complimentary BBQ during the summer season.

It is only 1/4 mile from the Chesapeake Inn to Tanglewood’s East Gate. This is an easy stroll for most people. It is 1 mile to the center of Lenox. It is less than 1 mile to Kripalu.

The rates for the summer season are $299 – 499/night plus tax during the weekends and special events (Tanglewood on Parade, Boston Pops, etc.), and $133 – 249/night plus tax mid-week. There is no mandatory gratuity/service charge. With some exceptions, a minimum stay is required in conjunction with Friday/Saturday night during the summer. A complimentary weekend night, if available, is included with a 3-night weekend stay. With a 2-night midweek stay, a 3rd midweek night may be offered at no charge.

We look forward to sharing the Berkshire experience with you. If you have any special requests, please let us know.


John Sporck, Your Innkeeper