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
    © 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
    © 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
    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
    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.