| n Date | Prize | Winner |
| 01 | Stop & Shop Gift Card | Elaine V |
| 02 | 12 Golf Balls + Gerry's Division Hair Gift Card | Steven V |
| 03 | Chapel Grille Gift Card | Brad F |
| 04 | Dave's Market Gift Card | Vickie L |
| 05 | Market Basket Gift Card | Elizabeth B |
| 06 | Cafe Tempo Gift Card + Courtesy Cleaner Gift Card | Ray G |
| 07 | Jason's Restaurant & Sushi Bar Gift Card | Marie W |
| 08 | Jason's Restaurant & Sushi Bar Gift Card | Marlene R |
| 09 | Buffalo Wild Wings Gift Card | Patty E |
| 10 | 12 Golf Balls + REI Co-Op Gift Card | Linda M |
| 11 | Pita Plus Mediterranean Grill Gift Card | Cindy F |
| 12 | Wild Birds Unlimited Gift Card | Ed T |
| 13 | McDonald Gift Card | Debbie B |
| 14 | Market Basket Gift Card | Robert S |
| 15 | Chili's Gift Card | Nick C |
| 16 | The Corner House Gift Card | Tom O |
| 17 | Khoo Malaysian & Chinese Cuisine Gift Card | Gerry B |
| 18 | Jason's Restaurant & Sushi Bar Gift Card | John W |
| 19 | Tavern In The Square Gift Card | Domenic C |
| 20 | Stop & Shop Gift Card | Lorraine C |
| 21 | Jason's Restaurant & Sushi Bar Gift Card | Cristina H |
| 22 | Market Basket Gift Card | Denise P |
| 23 | 12 Golf Balls + Cabela's Gift Card | Jack M |
| 24 | The Greenwood Inn Gift Card | Linda M |
| 25 | Dave's Market Gift Card | Joe G |
| 26 | The Corner House Gift Card | Gary M |
| 27 | Jason's Restaurant & Sushi Bar Gift Card | Jay B |
| 28 | The Shanty Gift Card | Jerry C |
| 29 | Jason's Restaurant & Sushi Bar Gift Card | Joe G |
| 30 | 2 Jason's Restaurant & Sushi Bar Gift Cards | John R |
| 31 | Wild Birds Unlimited Gift Card | Brian R |