Massachusetts
The Berkshires: Tanglewood & Jacob’s Pillow Dance Festival
Program No. 1496360MEADV-1116-60
Discover the artistic traditions of the Berkshires and feel like a Tanglewood insider, experience the Jacob’s Pillow Dance Festival and enjoy the renowned summer theater performance.
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800-454-5768
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6 days
5 nights
13 meals
5B 4L 4D
1
Check-in, Registration, Welcome Dinner, Orientation
Central Berkshires - Pittsfield
2
Normal Rockwell Museum, Free Time, Theatre Performance
Central Berkshires - Pittsfield
3
Theatre & Dance Class, Jacob's Pillow
Central Berkshires - Pittsfield
4
Jacob's Pillow Review, Music Class,Tanglewood, Free Evening
Central Berkshires - Pittsfield
5
BSO Closed Rehearsal, BSO at Tanglewood
Central Berkshires - Pittsfield
6
Program Concludes
Central Berkshires - Pittsfield
At a Glance
The Berkshires are home to many hidden jewels of theater and the arts in New England — find out what makes this beautiful region of Massachusetts a cultural magnet! After fun classes with local theater experts, musicologists and a choreographer/dancer, feel like an informed insider for performances at some of the area’s most noted venues. Enjoy the rich beauty of the Tanglewood Music Center, attend a production by one of the Berkshires’ renowned summer theater companies, celebrate contemporary dance at Jacob’s Pillow Dance Festival and visit one of the area’s famous art museums.
Activity Level
On Your Feet
Standing and walking up to 2.5 hours, sometimes on uneven terrain.
Best of all, you’ll…
- Attend a closed rehearsal by the Boston Symphony Orchestra at Tanglewood, and take an evening BSO concert in The Shed.
- Enjoy a performance by one of the area’s widely renowned and reviewed theater companies, such as Barrington Stage Company, Berkshire Theatre Group, Williamstown Theater Company or Shakespeare & Co.
- Take in two performances at the world-famous Jacob's Pillow Dance Festival and enjoy pre- and post-performance insight from an experienced contemporary dancer.
General Notes
The performance schedule will be available in early spring. Participants interested in attending performances on free Thursday evenings or on nights pre- or post-program, please see Day Four of the Daily Schedule for details about ticketing and transportation.
Featured Expert
All trip experts
Andrea Borak
Andrea Borak is a certified Laban Movement Analyst and a certified Trager Practitioner. While working in New York, she performed with the Eleo Pomare Dance Company and the Phyllis Lamhut Dance Company, and served as the movement specialist at The Little Red School House. Andrea has taught dance at numerous schools including NYU, and since relocating to the Berkshires in 1998, has taught at the Albany/Berkshire Ballet, the Pittsfield public schools and Berkshire Community College.
Please note: This expert may not be available for every date of this program.
Andrea Borak
View biography
Andrea Borak is a certified Laban Movement Analyst and a certified Trager Practitioner. While working in New York, she performed with the Eleo Pomare Dance Company and the Phyllis Lamhut Dance Company, and served as the movement specialist at The Little Red School House. Andrea has taught dance at numerous schools including NYU, and since relocating to the Berkshires in 1998, has taught at the Albany/Berkshire Ballet, the Pittsfield public schools and Berkshire Community College.
Suggested Reading List
(6 books)
Visit the Road Scholar Bookshop
You can find many of the books we recommend at the Road Scholar store on bookshop.org, a website that supports local bookstores.
The Berkshires: Tanglewood & Jacob’s Pillow Dance Festival
Program Number: 14963
Tanglewood: The Clash Between Tradition and Change
Explorer's Guide Berkshire: A Great Destination (Eighth Edition)
Tanglewood: A Group Memoir
A Certain Place: The Jacob's Pillow Story
The Unfolding History of the Berkshires
Barton Mumaw, Dancer: From Denishawn to Jacob's Pillow and Beyond
Program
At a Glance
Duration
6 days
Program Begins
Central Berkshires - Pittsfield
Program Concludes
Central Berkshires - Pittsfield
Meals
13
| 5B |
4L |
4D |
Activity Level
The Berkshires are home to many hidden jewels of theater and the arts in New England — find out what makes this beautiful region of Massachusetts a cultural magnet! After fun classes with local theater experts, musicologists and a choreographer/dancer, feel like an informed insider for performances at some of the area’s most noted venues. Enjoy the rich beauty of the Tanglewood Music Center, attend a production by one of the Berkshires’ renowned summer theater companies, celebrate contemporary dance at Jacob’s Pillow Dance Festival and visit one of the area’s famous art museums.)
Best of all, you'll...
- Attend a closed rehearsal by the Boston Symphony Orchestra at Tanglewood, and take an evening BSO concert in The Shed.
- Enjoy a performance by one of the area’s widely renowned and reviewed theater companies, such as Barrington Stage Company, Berkshire Theatre Group, Williamstown Theater Company or Shakespeare & Co.
- Take in two performances at the world-famous Jacob's Pillow Dance Festival and enjoy pre- and post-performance insight from an experienced contemporary dancer.
General Notes
The performance schedule will be available in early spring. Participants interested in attending performances on free Thursday evenings or on nights pre- or post-program, please see Day Four of the Daily Schedule for details about ticketing and transportation.
Featured Expert
Andrea Borak
Andrea Borak is a certified Laban Movement Analyst and a certified Trager Practitioner. While working in New York, she performed with the Eleo Pomare Dance Company and the Phyllis Lamhut Dance Company, and served as the movement specialist at The Little Red School House. Andrea has taught dance at numerous schools including NYU, and since relocating to the Berkshires in 1998, has taught at the Albany/Berkshire Ballet, the Pittsfield public schools and Berkshire Community College.
Please Note:
This expert may not be available for every date of the program
Activity Level
On Your Feet
Standing and walking up to 2.5 hours, sometimes on uneven terrain.
Suggested Reading List
View Full List
(6 Books)
You can also find many of the books we recommend at the Road Scholar store on bookshop.org, a website that supports local bookstores.
HAVE QUESTIONS?
Prefer to enroll or inquire by phone?
We can help. Give us a call, and we can answer all of your questions!
Call
800-454-5768
While we make every effort to ensure the accuracy of our published materials, programs are typically advertised more than a year prior to their start date. As a result, some program activities, schedules, accommodations, personnel, and other logistics occasionally change due to local conditions or circumstances. Should a major change occur, we will make every effort to alert you. For less significant changes, we will update you during orientation. Thank you for your understanding.
Duration
6 days
5 nights
What's Included
13 meals | 5B | 4L | 4D |
8 expert-led lectures
4 expert-led field trips
6 performances
An experienced Group Leader
5 nights of accommodations
Taxes and customary gratuity
Road Scholar Assurance Plan
Day
1
Check-in, Registration, Welcome Dinner, Orientation
Location:
Central Berkshires - Pittsfield
Meals:
D
Stay:
Holiday Inn & Suites Pittsfield-Berkshires
Activity Note
Hotel check-in from 3:00 p.m.
Afternoon:
Program Registration begins at 3:00 p.m. After you check in and have your room assignment, join us at the Road Scholar table to meet the Group Leader and confirm orientation time and place. Orientation: The Group Leader will greet everyone and lead introductions. We will review the up-to-date program schedule, discuss roles and responsibilities, logistics, safety guidelines, emergency procedures, and answer questions. Periods in the schedule designated as “Free time” and “At leisure” offer opportunities to do what you like and make your experience even more meaningful and memorable according to your personal preferences. The Group Leader will be happy to offer suggestions. Program activities, schedules, personnel, and indicated distances or times may change due to local circumstances/conditions. In the event of changes, we will alert you as quickly as possible. Thank you for your understanding.
Dinner:
Get to know your fellow Road Scholar participants with a welcome dinner at the hotel.
Evening:
Join a discussion lead by a theatre faculty member about the play to be seen Tuesday, as well as insight into the faculty's opinions of other plays available on Thursday night during free time. (Participants interested in attending performances on Thursday's free evening or on nights pre- or post-program must arrange their own transportation and ticketing. Please see Day Four for additional details.)
Day
2
Normal Rockwell Museum, Free Time, Theatre Performance
Location:
Central Berkshires - Pittsfield
Meals:
B,L,D
Stay:
Holiday Inn & Suites Pittsfield-Berkshires
Activity Note
Roughly 3 hours of standing and walking at museums; walking up to a couple of blocks at night, some stairs
Breakfast:
At hotel
Morning:
We will depart the hotel by motor coach for a full day of exploration at the Norman Rockwell Museum. Join a docent for a guided visit. The museum is home to the world's largest collection of original Rockwell art. The American painter and illustrator is best known for the cover illustrations of everyday life he created for The Saturday Evening Post magazine for over nearly five decades.
Lunch:
Boxed lunch at museum.
Afternoon:
After lunch, you will have time to explore museum on your own. Upon return to the hotel, you will have a bit of free time. Take these opportunities for personal independent exploration to see and do what interests you most. Please refer to the list of Free Time Opportunities. The Group Leader will be happy to offer suggestions.
Dinner:
At a local restaurant.
Evening:
This evening enjoy a performance: TBD
Day
3
Theatre & Dance Class, Jacob's Pillow
Location:
Central Berkshires - Pittsfield
Meals:
B,L,D
Stay:
Holiday Inn & Suites Pittsfield-Berkshires
Activity Note
Walking up to a few blocks at Jacob's Pillow over gravel and wood-chip pathways, uneven, grassy terrain at night following performance
Breakfast:
At hotel
Morning:
Theatre review class with our expert theatre faculty member, followed by class on contemporary dance, with Andrea Borak.
Lunch:
At a local restaurant.
Afternoon:
Coach bus trip to Jacob's Pillow Dance Festival in Becket. Tour of the grounds.
Dinner:
Boxed dinner at Jacob's Pillow
Evening:
Following dinner, weather permitting, enjoy a pre-show performance at the outdoor Henry J. Leir theater. Next, tune in for a pre-performance talk by a Pillow staff expert. This evening enjoy a dance performance at Jacob’s Pillow's Ted Shawn theater: TBD
Day
4
Jacob's Pillow Review, Music Class,Tanglewood, Free Evening
Location:
Central Berkshires - Pittsfield
Meals:
B,L
Stay:
Holiday Inn & Suites Pittsfield-Berkshires
Activity Note
Full day with more than 6 hours away from the hotel; walking an estimated distance of 2 football-fields over grassy terrain and roughly paved paths with slight inclines.
Breakfast:
At hotel
Morning:
Morning class review of Jacob's Pillow Wednesday performance with a local expert. Music class with an expert professor to prepare for your fullest enjoyment of the BSO concert.
Lunch:
At hotel.
Afternoon:
Depart via motorcoach. In the Linde Center for Music and Learning at Tanglewood, we will hear a live interview with a musician or BSO staff member. The talk will be followed by an important orienteering tour of the grounds with a BSO volunteer.
Dinner:
On your own to enjoy what you would like. Your Group Leader is happy to offer suggestions.
Evening:
Free evening to explore the area or take in a performance on your own. You will be provided with a complete list of restaurants and performance options when you arrive. Here are box office numbers in case you want to make early reservations. [Those attending performances must arrange their own transportation and ticketing. Ticket prices vary. Tanglewood, in Lenox: 888-266-1200. Jacob’s Pillow, in Becket: 413-243-0745. Barrington Stage Company, in Pittsfield: 413-236-8888. Berkshire Theatre Group, in Stockbridge and Pittsfield: 413-997-4444. Shakespeare & Company, in Lenox: 413-637-3353. Williamstown Theatre Festival: 413-597-3383.]
Day
5
BSO Closed Rehearsal, BSO at Tanglewood
Location:
Central Berkshires - Pittsfield
Meals:
B,L,D
Stay:
Holiday Inn & Suites Pittsfield-Berkshires
Activity Note
Walking the estimated distance of 2 football-fields on grassy terrain and roughly paved paths with slight inclines; semi-lighted, in large crowd at the end of the night
Breakfast:
At hotel
Morning:
At Tanglewood, we will have to opportunity to be special guests of the BSO in their otherwise closed rehearsal.
Lunch:
At a local restaurant.
Afternoon:
Free time.
Dinner:
A boxed dinner provided by the hotel.
Evening:
Return to Tanglewood. Enjoy the Boston Symphony Orchestra Concert. Performance: TBD.
Day
6
Program Concludes
Location:
Central Berkshires - Pittsfield
Meals:
B
Activity Note
Hotel checkout by 11:00 a.m.
Breakfast:
At hotel
Morning:
This concludes our program. If you are transferring to another Road Scholar program, detailed instructions are included in your Information Packet for that program. We hope you enjoy Road Scholar learning adventures and look forward to having you on rewarding programs in the future. Don’t forget to join our Facebook page and follow us on Instagram. Best wishes for all your journeys!
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MEALS
13 Meals
5 Breakfasts
4 Lunches
4 Dinners
LODGING
Lodgings may differ by date. Select a date to see the lodgings specific to that date.
Showing Lodging For:
- Aug 11, 2025 - Aug 16, 2025
- Jul 07, 2025 - Jul 12, 2025
- Jul 21, 2025 - Jul 26, 2025
- Aug 04, 2025 - Aug 09, 2025
- Aug 11, 2025 - Aug 16, 2025
Participant Reviews
Based on 16 Reviews
Sort By:
We really enjoyed this program, more than we expected! We had originally hoped to do the Tanglewood BSO only program but were too late signing up and took this as a second choice. We thoroughly enjoyed the variety of excellent topic specialists and experiences. The hotel was comfortable and a change for us to stay in one place on a RS tour, instead of packing up every couple of days. Definitely recommend.
— Review left September 15, 2024
This was my 20th Road Scholar program. The first one was on Cape Cod where we now live. We have also been to Canada and Mexico. On foot, bus and across Canada by train. My wife and I love the organization and will continue to attend.
— Review left August 18, 2024
This is an exciting program full of first-rate arts experiences backed up by informative and illuminating talks. My fellow travelers were interesting, intelligent, and nice. The leader was fabulous. I've gone on this trip three times now; the latest was the best!
— Review left August 17, 2024
Excellent program. The music and dance were outstanding as were the team leader and instructors. The program was well run and the accommodations comfortable.
— Review left August 13, 2024
This is a great trip to attend cultural events in the Summer Berkshires. A ton of stuff packed into four full days. Summer Stock Theater, Dance, BSO at Tanglewood, Museums, etc. Seeing the Boston Philharmonic rehersal was a mind opening experience.
— Review left August 2, 2024
Tanglewood and Jacob's Pillow Dance Festival was a marvelous mix of theatre, dance, music and art, for those who enjoy an immersive cultural experience. There is nothing quite as awe inspiring as an outdoor dance performance with a backdrop of the beautiful Berkshires. Don't miss it!
— Review left July 15, 2024
A wonderful immersion into the Berkshires' venues of art, dance, and music. Participants were a friendly bunch. We ourselves might have enjoyed a bit more about the region's history and literature, not to mention the neighboring Williams College.
— Review left August 9, 2023
A great selection of a trip to fulfill wishes on my Bucket List!
— Review left August 8, 2023
If you enjoy what the Berkshires have to offer but do want to bother with the logistics and obtaining tickets, then this trip is for you.
— Review left August 30, 2022
I would give this program mixed reviews. The actual performances, especially the dancers at Jacob's Pillow, were superb and being pleasantly surprised by a snippet of rehearsal music from James Taylor and YoYo Ma only added positively to the experience.
Unfortunately,, this wonderful musical experience was clouded over by Alex's severe hearing loss over the years made worse by a recent bout with Covid. We found this was taken lightly and we were almost told to take care of the problem ourselves.
In our local theater, for a musical , headsets are available. There was nothing like this for the play and I could see the total frustration on his face. Surely, given the average age of a Road Scholar, this can be a problem and should be addressed before the program begins.
The staff at the Fairfield Inn was very accommodating and helpful. Some days, the food was not great---too many box lunches.
Traveling on the bus was great---wonderful driver and so competent.
Sorry to have to give this a negative review but perhaps it's time for us to stop traveling with Road Scholar. i know it's not all your fault!
— Review left August 25, 2022
if you love music, dance, and the live stage. This program is for you.
— Review left August 12, 2022
Spectacular program! Being able to spend time and see world-class performances at Tanglewood and Jacob's Pillow, with enough free time to visit several of the other attractions in the area was a dream come true.
— Review left July 31, 2022
This trip exceeded my expectations! Not just in the offerings but in the artists who performed the music. Emanuel Ax playing Chopin's Piano Concerto #2! It doesn't get any better than this.
Our trip was loosely organized by day/type of cultural offering: theater, visual arts museum, dance, symphonic, and quartet music.
Norman Rockwell Museum
Shakespeare & Co Theater - Much Ado About Nothing
Jacob's Pillow - Dance: Music From The Sole by Leonardo Sandoval & Gregory Richardson; Psalm by Jose Limon
Boston Symphony Orchestra - Wagner's Prelude to Lohengrin Act 1, Emanuel Ax playing Chopin's Piano Concerto #2 Opus 21, Rachmaninoff - Symphonic Dances opus 45; all conducted by Karina Canellakis.
Closed rehearsals of Andris Nelsons conducting Still, Walker, and Brahms. Brahms's Piano Concerto #2 played by Seong-Jin Cho was fascinating. I really like seeing the musicians interacting and rehearsing casually.
An interview with Dramatic Soprano Christine Goerke was also very interesting and informative.
Our instructors were tops in their field: J. Peter Bergman, Theater Critic; Andrea Borack, former Dancer and Dance Instructor; Teresa Neff, Music Professor and Instructor at MIT.
And our Tour Manager was stellar - Tari Intardonato
I look forward to many more Road Scholar experiences!
— Review left July 28, 2022
Excellent and varied program . Presentations were awesome.
— Review left August 31, 2019
This is a very well run program, with interesting lectures to support the activities. The lecturers are all very well versed in their topics, and are experienced leaders who are interested in their areas of expertise. The leader is experienced in holding the group together while attending to individual requests and needs. I highly recommend this trip to anyone interested in music, dance and theatre!
— Review left August 19, 2019
This is a very well organized well run program including excellent cultural
experiences. The program is busy but well paced and most enjoyable and educational.
— Review left July 8, 2019