New England Contests

Enter These Contests to Win New England Trips and Prizes

What's better than a New England vacation? A free New England vacation! Check this page regularly for the latest chances to win New England trips and other cool New England prizes. Good luck!

  • 01 of 07
    Block Island, RI
    ••• With its Victorian hotels and laidback vibe, Block Island is truly one of a kind. © 2014 Kim Knox Beckius

    Complete the Block Island Tourism Council's online survey for your chance to win a getaway that includes round-trip transportation for two aboard Interstate Navigation's Block Island ferry from Point Judith, two nights at the Hotel Manisses, a $100 Eli's Restaurant dining voucher and a $100 National Hotel Tap and Grille dining voucher. The contest winner will be selected in December 2017 for travel in 2018. Good luck!

  • 02 of 07
    Woodstock Middle Bridge Vermont
    ••• Win a Woodstock, Vermont, escape by sharing your best photos via social media. © Kim Knox Beckius

    Woodstock, Vermont is a lovely destination, season after season, and once each season, the Woodstock Inn & Resort awards a free two-night stay for the best photo and caption tagged with #SeasonallyWoodstock and #woodstockInnVt on Facebook, Instagram, Twitter or Pinterest. Share your best shots, and good luck!

  • 03 of 07
    Golf Ball and Driver
    ••• Enter to win a Cape Cod golf event for your group. Getty Images / Copyright Anek

    When you subscribe to the Cape Cod Country Club's email list, you'll be entered to win a free golf party for 20. Wouldn't that impress your friends? The Cape Cod Country Club in Falmouth, Massachusetts, stays open year-round so don't let your game get rusty just because summer's coming to an end.

  • 04 of 07
    Marginal Way - Ogunquit, Maine
    ••• ReflectedSerendipity/Flickr/CC BY-SA 2.0

    Subscribe to the Meadowmere Resort's free "From the Meadow" newsletter, and you'll be entered to win a three-day/two-night getaway at this family hotel in Ogunquit, Maine. One winner is selected each quarter.

    Continue to 5 of 7 below.
  • 05 of 07

    Win a North Adams Getaway

    MASS MoCA
    ••• MASS MoCA, the Massachusetts Museum of Contemporary Art, is North Adams' most prominent attraction. Media photo by Kevin Kennefick, courtesy of Massachusetts Office of Travel & Tourism

    From the Berkshire Visitors Bureau, enter online for your chance to win a weekend getaway to North Adams, Massachusetts, including accommodations for two nights at Porches Inn, dinner for two at Freight Yard Pub and a MASS MoCA weekend gallery pass.

  • 06 of 07
    Cape Cod MA
    ••• Peter C in Toronto Canada/Flickr/CC BY 2.0

    From Captain Parker's Pub on Cape Cod in West Yarmouth, Massachusetts, enter online for your chance to win a $50 gift card for dinner. One winner is selected each month.

  • 07 of 07
    Labor Day shore dinner
    ••• Rex Hammock/Flickr/CC BY-SA 2.0

    From Sagamore Lobster, enter online for your chance to win a New England Clam Bake for Two, delivered to you. A winner is selected each month in Sagamore Lobster's Live Maine Lobster Contest.