The Berkshires in Summer


July 29-August 1, 2016


Trip Highlights

Our annual cultural trip to the beautiful Berkshires offers new and old treats. Orchestra seats await you at Tanglewood, Williamstown Theatre Festival  and Jacobs Pillow.Wander the historic villages of Stockbridge, Lenox and Williamstown. Tour the  Clark Institute,  see old favorites at the Norman Rockwell Museum, and explore Val Kill, Eleanor Roosevelt’s private sanctuary at Hyde Park.

For 20 years we partnered with the Theatre Development Fund in offering theatre- rich tours around the world and Tdf has endorsed our annual trip to the Berkshires.

Register now: This trip fills quickly and single rooms are limited.           

Detailed Descriptions

Day 1. Friday, July 29                                                (L/D)

Meet your guide at the central midtown Manhattan location (30th Street @ 7th Avenue) at 9:00am and travel aboard a comfortable private motor coach to Stockbridge in the beautiful Berkshires.

You have lunch before touring the Norman Rockwell Museum, to see the world’s largest collection of the artist’s original works. This was his home and studio for the last 25 years of his life. Continue to Pittsfield and check in at the Crowne Plaza Hotel, located near the theatres and sites on your tour. The hotel has a heated indoor swimming pool & fitness center.

Tonight, enjoy dinner before the performance at Jacobs Pillow Dance Festival. The “Pillow”, a 220 acre National Historic Landmark is home to America’s longest running international dance festival. The choreographer Brian Brooks has again teamed up with former New York City Ballet star Wendy Whelan.  They return with new solos and duets, full of elegance and electricity. This singular performance is amplified by the remarkable, live musical stylings of string quartet Brooklyn Rider.

Day 2. Saturday, July 30                                                  (B/D)

Tour Pittsfield’s Berkshire Museum to view Window on the WorldA Look into the Permanent Collection, an innovative exhibition of some of the most significant and fascinating objects from the Museum’s more than 40,000 artworks, specimens, and artifacts.

Continue to Lenox where you have free time for lunch and exploring the charming town. You return to Pittsfield to refresh before returning to Lenox and Tanglewood.  

Stroll the grounds and have a group supper before the program in the Music Shed. Andris Nelsons conducts Corigliano, Sibelius and Beethoven. Violinist Augustin Hadelich is the featured soloist


Day 3, Sunday, July 31   (B/L/D)

Spend the day in Williamstown, the picturesque, quintessential Berkshire village, where you visit the renowned Clark Institute, founded by Robert Sterling Clark, heir to the Singer sewing machine fortune. The Clark is the exclusive venue for Splendor, Myth, and Vision: Nudes from the Prado. The exhibition, co-organized with  the Museo Nacional del Prado, Madrid, consists of Old Master paintings from the Spanish Court. Major paintings by Titian, Rubens, Tintoretto, and others are on display.

After lunch at the museum you have matinee tickets at the award winning Williamstown Theatre for a world premier of Romance For Dummies. Tony Award nominee Moritz von Stuelpnagel directs this new comedy by Boo Killebrewwhich asks us to imagine how we might handle the curve-balls — big and small — that life throws us. Sisters Liz and Bernie couldn’t be more different: Liz is a good, Southern stay-at-home mom; Bernie is a flailing actress smoking and swearing her way through New York City. But when Liz is suddenly widowed, she and her young daughter move in with Bernie to start again. While Bernie challenges all of Liz’s assumptions about life, love and raising a child, Liz goes out on a series of internet dates.  Can Liz compel her own story to end like a romance novel?   Return to Pittsfield for a dinner.  

Day 4. Monday, August 1      (B/L)

Depart in the morning and travel to the Franklin D. Roosevelt National Historic Site in Hyde Park NY where you tour Eleanor Roosevelt’s modest house called Val-Kill Cottage, the only National Historic Site dedicated to a first lady.  Val-Kill was Mrs. Roosevelt’s quiet retreat. You have lunch and free time to walk the grounds and visit the FDR Library and Museum. You depart Hyde Park and travel to New York where you arrive around 500pm.


 Click to Download Registration Form

Notes & Pricing

This engaging experience includes:

  • Round trip private coach transportation from New York.
  • Coach at disposal throughout tour.
  • 3 nights accommodations at the Crowne Plaza Pittsfield.
  • Breakfast daily, 3 dinners; 3 lunches.
  • Tickets for three performances:
  • Tanglewood, Williamstown Theatre Festival, Jacob’s Pillow
  • Tours of Clark Institute, Norman Rockwell Museum, Pittsfield Museum, Val Kill.
  • On site services of Carew Travel tour escort.


Per person (double occupancy): $1399

(Based on a minimum of 20 people)

Single Supplement: $299

DEPOSIT:  $300 per person due IMMEDIATELY

BALANCE: Due prior to May 30


$300.00 deposit due immediately. Deposit is non-refundable. Final payment due May 30 and is non- refundable after this date.

Insurance is highly recommended


Carew Travel Consultants Inc./tdf act only as agents for the passenger with respect to transportation and hotels, and exercise every care possible.  However we can assume no liability for injury, damage, loss, accident, delay, or irregularity in connection with the services of any motor coach or other conveyance used in carrying out these tours, or for acts of defaults of any company or person engaged in conveying  the passengers or in carrying out the arrangements of the tour.  We can not accept responsibility for losses of additional expenses due to delay or changes or other causes beyond our control.  All such losses or expenses will have to be borne by the passenger as tour rates provide for arrangements only for the time stated.  We reserve the right to make alterations to the itinerary as may be deemed necessary for carrying out the tour. The right is reserved to cancel any tour prior to departure in which case the entire payment will be refunded without further obligation on our parts.  The right is reserved to decline,  accept, or retain any person as a member of the tour.  Baggage is at the owners risk entirely. 


Information on Travel Insurance will be sent upon receipt of deposit or click on the link below.