Welcome to Pioneer Valley

Top experiences in Pioneer Valley

Pioneer Valley activities

$3498 Multi-day & Extended Tours

All-Inclusive Berkshires Vacation Tour

Enjoy complimentary shuttle service from the Albany International Airport and begin the trip with a welcome lunch at the famed Red Lion Inn where you'll meet your three tour guides and the other guests on the trip. Parking for the week is also available for those driving. You'll kick off the trip with a private tour and performance at Jacob's Pillow, the acclaimed modern dance festival. Following the performance you'll dine at the Old Inn on the Green overlooking the Ted Shawn Theatre. You'll return to the Red Lion Inn for evening entertainment in the Lion's Den and return to your room for the evening. On Monday, you'll enjoy breakfast at the Red Lion Inn before visiting the Norman Rockwell Museum for a private guided tour. Following the tour there will be time to explore the scenic grounds of the museum and enjoy lunch on the patio. In the afternoon, you'll have the option to visit the Berkshire Botanical Gardens or Chesterwood, the home of Daniel Chester French. There will be time to relax at the Birchwood Inn in the evening, where your bags will be waiting for you. You'll dine at a lovely French bistro followed by a performance of the Boston Symphony Orchestra at Tanglewood. On Tuesday, you'll enjoy breakfast at the inn and then visit Edith Wharton's home, "The Mount." You'll take a private guided tour, have time to explore the gardens and enjoy a lunch on the patio overlooking the gardens. In the afternoon you can choose to shop in the quaint Berkshires town of Lenox and visit the many artisan shops or visit the Frelinghuysen Morris Studio for a private guided tour of some of Picasso's works. The evening will include a dinner at an American Bistro followed by a play at the Barrington Stage Company. Accommodations for the night will be at the Birchwood Inn. On Wednesday, you'll enjoy breakfast at the inn and then visit MASS MoCA for a private guided tour of the contemporary art museum. Following the tour there will be time to explore the museum, take a guided hike or enjoy a round of golf. Luggage will be awaiting you at the nearby Porches Inn, where you'll relax before dining at Loom, a brand new restaurant by James Beard-award winning chef Cortney Burns. To cap off the day, you'll have top-notch seats at the Williamstown Theatre Festival's Nikos Stage production. On Thursday, after breakfast, you'll visit the Clark Art Institute for a private guided tour and time to explore the vast museum grounds on your own. Then you'll take in a matinee of the Williamstown Theatre Festival's mainstage production. After a dinner at Mezze Bistro, you'll enjoy raucous late night cabaret put on by the actors from the theatre festival. On Friday, you'll enjoy breakfast followed by a private guided tour of the Williams College Museum of Art and time to explore shops in WIlliamstown. You will say goodbyes to the group and be returned to the airport or to you car after a wonderful week!

$35 Day Trips & Excursions

Classic New England Hike with Views 20 Minutes from Boston

ItineraryThis is a typical itinerary for this productStop At: Boston Common, Boston, MassachusettsWe will stroll through Blue Hills Reservation just south of Boston to see some of New England's dense forest and some of the most stunning views of the Boston skyline. We will hike about 4 miles round trip through some quiet wooded areas and up to two different viewpoints. This area is historic and contains two different lookout towers built by the Civilian Conservation Corps in the early 1900's. The hike will leave you feeling as if you are miles outside the city but it is located just 20 MINUTES FROM DOWNTOWN!!!The hike itself is not very strenuous and can be completed by hikers of all levels. There is some slight elevation change along the way with a few more inclined sections. The hike is beautiful at anytime of year. We will talk about the history, the natural surroundings, and see some amazing views of the Boston Metro area! The meeting point will be the Dunkin Donuts across from the Ashmont/Peapody Square T station which is on the Red Line. This can easily be accessed from downtown or any of the surrounding areas.Duration: 3 hours

$35 Day Trips & Excursions

Classic New England Hike with Views 20 Minutes from Boston

ItineraryThis is a typical itinerary for this productStop At: Boston Common, Boston, MassachusettsGuests will meet at the Ashmont/Peabody Square stop of the red line on the Boston subway. From here we will travel to Blue Hills Reservation by car.Duration: 15 minutesStop At: Blue Hills Reservation, Milton, MassachusettsWe will start our hike from the Houghton Pond parking lot in Blue Hills Reservation. If arriving by car please meet here.Duration: 3 hours

$300 Classes & Workshops

2 Hour Immersive Studio Experience

ItineraryThis is a typical itinerary for this productBluetone Studio TourDuration: 2 hoursLocation: Union Square, Somerville, Massachusetts

$70 Cruises, Sailing & Water Tours

Stargazing Boat Cruise!

ItineraryThis is a typical itinerary for this productStop At: Captain John BoatsWhale Watching, Fishing and Stargazing CruisesDuration: 3 hours

$500 Cruises, Sailing & Water Tours

Private 3 hour day sail around Vineyard Haven Harbor for up to 6 guests.

ItineraryThis is a typical itinerary for this productTake in the views of West Chop Lighthouse.Pass By: West Chop Lighthouse, Vineyard Haven, Martha's Vineyard, Massachusetts