Dream Away Lodge Reopening in 2023 Under New Ownership

BECKET, Mass. — The historic Dream Away Lodge is expected to reopen in the spring under new ownership.

It was announced on Sunday that former owner Daniel Osman sold the restaurant to The Dreamaway Lodge RE LLC. 

The plan is to bring back everything that the Dream Away is known for and make it even better.

"The intention is to return the Dream Away to service and to offer all the things we did before but even better — great food, great music, a beautiful place to make a wedding, retreat, or private event, an awesome outing for you and your friends, your partner, your lover, your grandma or your kids," according to a press release from the new owner.

"The Dream Away will once again be the Berkshire's magical spot — so close and yet so far, the secret place your either know about or don't!"

The new ownership group is reportedly comprised of Scott Levy, Sheryl Victor Levy, Daniel Giddings and April Wilson, with Scott Levy the signatory on the limited liability corporation's registration. The purchase closed last Tuesday for $615,000 according to documents on file with the Middle Berkshire Registry of Deeds. 

The storied Dream Away Lodge featured numerous folksingers and songwriters in its nearly 100-year history, including Arlo Guthrie, Joan Baez, and Bob Dylan.

It closed during the pandemic and Daniel Osman, its owner for the past quarter-century, recently put it up for sale. It includes the 200-year-old farmhouse, restaurant, music/event room, and grounds.

Earlier this year, the property was subject to a glamping proposal but after loud opposition from residents, the applicants withdrew the special permit application.

More information is expected to come soon. Employment inquiries can be sent to hello@thedreamaway.com.

Lt. Governor Driscoll Visits Great Barrington Businesses

By Brittany PolitoiBerkshires Staff
05:50AM / Wednesday, December 24, 2025

Lt. Gov. Kim Driscoll, Housing Secretary Ed Augustus and state Rep. Leigh Davis are ready to chop wood out back of Pleasant and Main. 

GREAT BARRINGTON, Mass. — Lt. Gov. Kim Driscoll did some holiday shopping on Main Street last week after announcing millions of federal Community Development Block Grant funds. 

She was glad to see an array of small-business owners thriving, and the eclectic items that Great Barrington has to offer. 

"We know that the vibrancy of communities can often be defined by what's happening on Main Street," she said. 

"It's great to be here in Great Barrington and see so many independent entrepreneurs who are running really, not only fun, but businesses that are doing well, and we want to try and find ways to uplift and support that work moving forward." 

State Rep. Leigh Davis coordinated a business tour with Pleasant and Main Cafe and General Store, Robbie's Community Market, and Butternut Ski Mountain. While downtown, Driscoll also stopped at Robin's Candy and Rob's Records and Audio. 

Earlier that day, the Healey-Driscoll administration announced $33.5 million in federal CDBG funds at the Housatonic Community Center. Great Barrington, in conjunction with Egremont and Stockbridge, has been allocated $ 1.25 million to rehabilitate approximately 14 housing units.  A new Rural and Small Town Housing Choice Community designation for its Housing Choice Initiative was also launched. 

Davis emphasized the significance of the state announcing these dollars in the small village of Housatonic.  

Craig Bero, founder of Pleasant and Main, prepared desserts and hors d'oeuvres for the group at his cozy cafe across the street from the Housatonic Community Center. Bero opened more than a decade ago after migrating from New York City, and Pleasant and Main offers sustainable, organic meals for an affordable price while enjoying the museum of antiques that is the restaurant.