Visit Portland Sweepstakes

Enter for your chance to win a trip to Portland, Maine!
Visit Portland
Photo credit Visit Portland

With its heady mixture of artistic and outdoor adventure, Portland, Maine is stylish and sophisticated, genuine and welcoming—a place where grey flannel and plaid flannel can coexist. Modern marvels mingling with maritime history. And underlying the latest art, fashion, music, and culinary scene is a deep sense of continuity. There’s always something to do in Greater Portland, Maine. From daily tours to cruises, art exhibitions, music, and live performances. We invite you to experience the character of a region that blends the present with a very special past. Check out all Portland has to offer at Visit Portland!

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Enter below for your chance to be one of three lucky winners to win a trip to Portland, Maine! Thank you to Cambria HotelCanopy Hotel, Embassy SuitesNorthern New England Passenger Rail AuthorityPortland Discover Land & Sea ToursThree Of Strong SpiritsMaine Historical SocietyPortland Comedy FestivalNonesuch River BrewingThe Holy DonutCoffee By Design, David's, Flatbread Company, The Axe PitPineland FarmsPortland OvationsGeary Brewing Co., Shipyard Brewing Company, Allagash Brewing Company, Orange Bike Brewing Company Rising Tide Brewing Company, Angoor Wine Bar, Find Your Way ChartersMaine BayCycle, Maine Day Ventures, The Tate House, and Portland Chamber Music Festival.

Contest Dates:

March 31, 2025 at 8:00am ET through April 13, 2025 at 11:59pm ET

Online Contest: For the Visit Portland Sweepstakes, enter between 8:00am (EST) on Monday, March 31, 2025 and 11:59pm (EST) on Sunday, April 13, 2025 by filling out the enter for a chance to win form in its entirety located on https://www.audacy.com/mix1041/contests. At approximately 12:00pm (EST) on Monday, April 14, 2025 up to three (3) winners will be randomly selected and upon verification will win one (1) Visit Portland Prize Package. 


Visit Portland Prize Package #1 includes:

· One (1) night stay at the Cambria, located at 25 Hancock St, Portland, ME 04101

· Two (2) Amtrak tickets valid for the Northern New England Passenger Rail Authority Trains

· Two (2) tickets for the Shipyard Brewing Company Tour, located at 27 Hancock St, Portland, ME 04101

· One (1) $50.00 gift certificate to Portland Sea Dogs located at 271 Park Ave, Portland, ME 04102

· Two (2) tickets for the Three Of Strong Spirits Tour, located at 35B Diamond St, Portland, ME 04101

· Two (2) tickets for Maine Historical Society, located at 489 Congress St Portland, ME 04101

· Two (2) tickets to the Geary Brewing Tour & Tasting, located at 38 Evergreen Dr, Portland, ME 04103

· Two (2) tickets to Allagash Tour & Tasting, located at 50 Industrial Way, Portland ME 04103

· Two (2) tickets Orange Bike Brewery Tour & Swag Bag, located at 31 Diamond St Suite D, Portland, ME 04101

· Two (2) tickets for the Portland Discover Land & Sea Tours, located at 170 Commercial St, Portland, ME 04101

· Four (4) tickets for The Axe Pit, located at 333 Clarks Pond Pkwy, South Portland, ME 04106

· Two (2) tickets to the Portland Comedy Festival, located at 34 Mosher St, Gorham, ME 04038

· One (1) $25.00 gift certificate to Nonesuch River Brewing, located at 201 Gorham Road Scarborough, ME 04074

· One (1) $10.00 gift certificate to The Holy Donut, valid for any The Holy Donut location in Portland, ME

· One (1) $25.00 gift certificate to Rising Tide Brewing, located at 103 Fox St, Portland, ME 04101

· One (1) $100.00 gift certificate to David's Restaurant, located at 22 Monument Sq, Portland, ME 04101

· One (1) Coffee By Design Box

This prize package is valued at $1,510.00, courtesy of Visit Portland.


Visit Portland Prize Package #2 includes:

· One (1) night stay at the Canopy Hotel, including a swag bag and breakfast for two at the Salt Yard, located at 9 Center Street, Portland, Maine, 04101

· Two (2) Amtrak tickets valid for the Northern New England Passenger Rail Authority Trains

· Two (2) tickets for the Portland Discover Land & Sea Tours, located at 170 Commercial St, Portland, ME 04101

· Two (2) tickets for the Three Of Strong Spirits Tour, located at 35B Diamond St, Portland, ME 04101

· Six (6) tickets for the Find Your Way Charters Sunset Cruise with beverages, located at 72 Lafayette St Slip D16, Yarmouth, ME 04096

· Two (2) tickets to the Geary Brewing Tour & Tasting, located at 38 Evergreen Dr, Portland, ME 04103

· Four (4) tickets for Disc Golf, located at Pineland Farms, located at 15 Farm View Drive New Gloucester, ME 04260

· Four (4) tickets for The Axe Pit, located at 333 Clarks Pond Pkwy, South Portland, ME 04106

· One (1) $100 credit to Maine BayCycle, located at 70 Commercial St, Portland, ME 04101

· Two (2) tickets to the Portland Comedy Festival, located at 34 Mosher St, Gorham, ME 04038

· One (1) $25.00 gift certificate to Nonesuch River Brewing, located at 201 Gorham Road Scarborough, ME 04074

· One (1) $10.00 gift certificate to The Holy Donut, valid for any The Holy Donut location in Portland, ME

· One (1) $50.00 gift certificate to Flatbread, located at 72 Commercial St #5, Portland, ME 04101

· One (1) $50.00 gift card and key chains to Angoor Wine Bar, located at 100 Fore St Ste A, Portland, ME 04101

This prize package is valued at $2,717.00, courtesy of Visit Portland.


Visit Portland Prize Package #3 includes:

· One (1) night stay at the Embassy Suites, including breakfast for two, located at 1050 Westbrook St, Portland, ME 04102

· Two (2) Amtrak tickets valid for the Northern New England Passenger Rail Authority Trains

· Two (2) tickets for the Portland Discover Land & Sea Tours, located at 170 Commercial St, Portland, ME 04101

· Two (2) tickets for the Three Of Strong Spirits Tour, located at 35B Diamond St, Portland, ME 04101

· Two (2) tickets for Maine Historical Society, located at 489 Congress St Portland, ME 04101

· Two (2) tickets for Tate House Museum, located at 1267 Westbrook St, Portland, ME 04102

· Two (2) tickets to the Maine Day Ventures World of Flavors, located at P.O Box 1905 Portland, Maine 04104

· Two (2) tickets the Portland Chamber Music Festival from August 14-23, 2025, located at 22 Monument Sq #406, Portland, ME 04101

· Two (2) tickets to Bach Birthday Bash at the Merrill Auditorium, located at 20 Myrtle St, Portland, ME 04101

· One (1) $25.00 gift certificate to Nonesuch River Brewing, located at 201 Gorham Road Scarborough, ME 04074

· One (1) $10.00 gift certificate to The Holy Donut, valid for any The Holy Donut location in Portland, ME

· One (1) $100.00 gift certificate to David's Restaurant, located at 22 Monument Sq, Portland, ME 04101

· One (1) $50.00 gift card and key chains to Angoor Wine Bar, located at 100 Fore St Ste A, Portland, ME 04101

This prize package is valued at $1,321.00, courtesy of Visit Portland.


There will be up to three (3) total winners during this contest period. Prizes are courtesy of Visit Portland. Winner will need to provide a valid email address. Due to COVID restrictions, an employee of Audacy will reach out to each verified contest winner via email to arrange delivery of the prize package. The winner(s) and any guest(s), if applicable, must comply with any and all COVID-19 vaccination, screening, testing, safety and related requirements imposed or required by (if applicable) the Station, the venue, event promoter, sponsors, travel providers, hotels, governmental authorities or others in connection with the receipt, use, and redemption of the prize. Refusal to comply with all applicable COVID-19 requirements will result in forfeiture of the prize and no replacement or alternate prize will be provided. All cancellations are deemed beyond the control of the Station and its sponsors. This includes, but is not limited to, event cancellations due to any pandemic or epidemic constituting a public health emergency, including those subject to government mandated quarantines, travel restrictions, or stay-at-home orders. The Station and/or its sponsors shall in no way be responsible under any circumstances whatsoever for replacing, and/or for reimbursing any winner(s) with any form of compensation for, any prize(s) or portion(s) thereof forfeited due to the refusal of the winner(s) and/or their guest(s) to comply with all applicable COVID-19 requirements and/the cancellation of any event, nor will any alternate prize(s) be provided. Travel may be taken from the time that no travel restrictions, stay at home orders, quarantine orders, shelter in place orders, “safer at home” orders, or similar orders or recommendations are in effect at either the winner’s place of origin or destination and through March 31, 2026, unless otherwise noted. Blackout dates may apply. Redemption instructions will accompany all certificates. Prizes are non-transferable, cannot be sold or gifted, may not be redeemed for cash, and will not be replaced if lost or stolen. Extensions to expiration dates will not be granted. Winner must be aged twenty five (25) or older and a legal resident of the state of Massachusetts, Connecticut, or New Hampshire by Monday, March 31, 2025 to be eligible to win. Otherwise, WWBX’s general contest rules apply and are available by HERE.