Townsquare Media

While others get stressed during the holidays, you go full on and don't stop until the Christmas tree goes through the chipper.

We're giving you THREE chances to win up to $5,000 weekdays through Nov. 27. That's three chances to get extra cash for gifts for your family (or yourself).

Do you think $5,000 would help you forget about all of the stress of the season? Your chance to win is coming Nov. 14.

We want to send you to Memphis, Tennessee for a Trans-Siberian Orchestra Christmas.

WIN CASH – PHASE 2
Fall 2019 - RULES 
Sweepstakes Name: “Win Cash ”
Sweepstakes Dates: November 14, 2019 to November 27, 2019
Station(s): WSBS 860AM & 94.1FM
Station Address: 425 Stockbridge Road
Station City, State, Zip Code: Great Barrington, MA 01230
…

Your chance to win up to $5,000 is here! To get you ready to win, we have eight things you need to know before you grab that dough.

We know you count on us to have the best contests with the biggest prizes. That's why we are giving you a chance to win up to $5,000 starting Sept. 12. Here's everything you need to know.

Think you’re a football expert? Make your picks here for every regular season pro football game this year.

WIN CASH – PHASE 1
Fall 2019 - RULES 
Sweepstakes Name: “Win Cash”
Sweepstakes Dates:  September 12, 2019 to September 27, 2019
Station: WSBS (860AM & 94.1FM)
Station Address: 425 Stockbridge Road
Station City, State, Zip Code: Great Barringto…

No matter the reason, we all can agree that now is the best time of the year to have some extra bills in your wallet. That's why we're giving you THREE chances to win up to $5,000 weekdays through May 31.