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Experience the Magic of the Chesapeake Jubilee!

Listen to Devin for Your Chance to Win!

Carnival rides
Carnival rides
BSPollard/iStock/Getty Images Plus

The Chesapeake Jubilee is back and going to Chesapeake City Park from May 14th through May 17th, 2026! This four-day community celebration is packed with high-flying carnival rides, live music on the main stage, local craft vendors, and all your favorite fair foods. It’s the ultimate way to kick off the season with the whole family in the heart of Chesapeake.


For more information, click HERE.
Contest Dates:

May 04, 2026 at 06:00AM US/Eastern through May 08, 2026 at 10:00AM US/Eastern

Contest Rules:

For the Chesapeake Jubilee On Air Giveaway On Air Contest, enter between 6:00am (ET) on Monday, May 4, 2026 to Friday, May 8, 2026 by listening for the cue to call. The tenth (10th) caller to get through the station contest line at 757-420-1013 will be selected, and upon verification, will receive four (4) tickets to the Chesapeake Jubilee at Chesapeake City Park in Chesapeake, VA on May 14, 2026 - May 17, 2026, valued at $30 per ticket, sponsored by Dreamland Amusements. There will be up to, but no more than five (5) winners in this contest. Otherwise, WWDE-FM general contest rules apply and are available by clicking HERE.

COVID 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.