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Enter for a Chance to Win in this Year's Raffle Calendar!

Here’s how it works:

  • For $10, you can purchase a calendar which is equal to 31 daily raffle tickets

  • There is no limit to how many calendars you can purchase - the more you buy, the more chances you will have to win

  • Enter any time between now and the end of the Rockland Holiday Stroll on Saturday, November 26th and we are giving you ANOTHER FIVE chances to win! By entering prior to the end of the Stroll, you will be entered to win 1 of 5 gift cards including: $25 to Dina's Pizza, $50 to Anita Marie's, 10 Free Subs at Jersey Mike's ($110 Value), $25 to Stop & Shop and $25 to Lucca

To enter: Email us at with your name, phone number, email address and number of entries you would like or simply enter using the Google Form here and we will contact you to arrange payment: We will also be selling the calendars during the Rockland Holiday Stroll on November 26th from 4 - 7 PM.

We are eternally grateful for the

generosity of the businesses and individuals who donated to this raffle calendar to support our festive event.

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Volunteer for this year's Holiday Stroll

We need volunteers to assist in dressing up as costumed characters, help with the holiday stroll booth, aiding vendors with getting them to their location and anything they need throughout the event along with other tasks as needed. Sign up at the link below with your availability!

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Make a Donation to the Holiday Stroll

Donations of any amount are greatly appreciated. By donating prior to November 25, 2022 all donors will be featured on our social media and on our website as a thank you for your contribution to our event. To donate, please Venmo us at @RocklandFriends or mail a check payable to Rockland Friends, Inc., 41 Hobart Lane, Rockland, MA 02370. Please send an email to if you have any questions.

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