Contests

Between now and December 15, we want to see photos of Berkshire County's best holiday light displays.

It's the most wonderful time of the year, and we want you to experience the magic of the holidays with a VIP trip to see Trans-Siberian Orchestra in Philadelphia.

We're giving you a chance to win a $500 prepaid Target gift card that you can use to deck your halls, get some gifts, or just treat yourself to some self-care this season.

Enter to win the box set and picture disc editions of Motley Crue's best album.

U2's 'UV: Achtung Baby' at the all-new Sphere is the hottest concert this year, and we want to fly you to Vegas to experience the magic of this incredible show.

Prize includes the album on vinyl, a vintage poster and more.

Ready to manifest some major money? You could fill up your tank AND your bank when you Win Cash, up to $30,000!

Think you're ready to win $30,000? We've got 10 tips to help you get ready to Win Cash on your favorite radio station.

WIN CASH Spring 2023 - RULES Sweepstakes Name: WIN CASH (the “Sweepstakes”) Sweepstakes Entry Period Dates: September 18, 2023 – October 15, 2023 (“Entry Period”) Station(s): WUPEFM (a 'participating station') Station Address: 211 Jason Street, Pittsfield, MA 01201 Station Telephone:(413) 499-3333 Townsquare Media, Inc., its subsidiaries, and affil...

There's no better way to kick off your summer than by winning a $500 prepaid Visa gift card to fuel your fun.