Drew Bledsoe Wine Dinner

A legendary New England Patriots quarterback. A remarkable five-course dinner at Cape Cod’s Most Beautiful Address. Award-winning wine pairings. An irresistible combination! We invite you to join us at Chatham Bars Inn on April 12th for a memorable evening hosted by Drew Bledsoe, former NFL quarterback and current owner of three West Coast estates producing fantastic wines.


Drew Bledsoe Wine Dinner  
Sunday, April 12, 2026 | 6:00PM - 9:00PM

STARS at Chatham Bars Inn

Ages 21+

Tickets are $300 per person including tax and gratuity. Tickets are available through Eventbrite. Standard Eventbrite fees apply. 


After retiring from football in 2007, Drew “doubled back” to his hometown of Walla Walla, Washington and launched his first winery, Doubleback. Since his Cabernet Sauvignon’s first vintage earned a spot on Wine Spectator’s Top 100 List, Drew has expanded his Bledsoe Wine Estates to include the Bledsoe Family Winery in Walla Walla Valley and Bledsoe McDaniels Winery in Willamette Valley. Chatham Bars Inn is excited to welcome Drew back to his football roots in New England.

Cancellations received 72 hours or more in advance will incur no charge. For cancellations received 48 – 72 hours in advance, there will be a 50% charge per person. And for cancellations received less than 48 hours in advance, there will be a charge of 100% per person.