There are Four Locations

Captain Bender's Tavern

Captain Bender's Tavern

113 East Main Street 
Sharpsburg, Maryland 21782  
Mondays, 7:00 pm
Captain Raleigh Bender was a C&O Canal boatman during the 1800s and proprietor of this fine tavern. Since 1936, Captain Bender's Tavern has fed the hungry, quenched the thirsty, and served loyally, the historic community of Sharpsburg, Maryland. Today we are the best restaurant and bar in Sharpsburg and are a perfect meeting spot for locals, C&O Canal and Antietam Battlefield visitors, and Shepherdstown students.
Join old friends and make new ones at Captain Bender's Tavern. After a long day at work or school, why not take a break and enjoy great food and drinks? We offer a great atmosphere, friendly staff, and affordable drinks!
At Captain Benders Tavern we offer something for everyone. Come listen to live entertainment throughout the month, enjoy a beer, or try something from our delicious tavern menu. Start with a tasty appetizer, then move on to our wide selection of delicious burgers, crab dishes, soups, salads, or desserts! Trivia is every Monday night, with your hosts Chuck and Bill.  Don't miss it!    
Ollies VIP North Side

Ollies VIP North

36 Veronica Dr. Martinsburg, WV 
Wednesdays, 7:00 pm
With more TVs than you can probably count, and one of the best sports bar menus this side of the Mason-Dixon line, Ollie's (formerly the VIP Sports Lounge) is a great place to play Flagship Trivia.  There are nightly kitchen specials and a full menu (and a full bar!). Please note that smoking is no longer permitted inside Ollie's VIP. But, their covered deck is open! 
It's every Wednesday night at 7:00, with your hosts Chuck and Bill.  Don't miss it!  
Blue Moutain Wine Crafters

Blue Mountain Wine Crafters

117 E Baltimore St, Funkstown, MD 21734 
Thursday, 6:30
Tim & Cindy Rowe established Blue Mountain Wine Crafters, LLC in September 2014. They wanted to pursue their hobby of wine-making and expand their interest in beer brewing with the community.
Cindy and Tim met with the owner of The Cracked Cork (The store’s former name), during which they agreed to terms and took over the store in December. Among other things, they wanted to carry on the hometown, small business atmosphere, and share the passion for wine and beer making.
In May of 2016, they moved to 117 East Baltimore Street and became a winery, offering Blue Mountain Wine Crafters wine for tasting and bottle sales. In addition, there was a gift shop added. The services of making your own wine, beer, or cider, and the wine and beer-making supply store still remain.
Trivia is every Thursday night at 6:30, with Phil and Megan as your hosts.
Flagship Trivia

Seven Ten Bowling

Join Suite 710 starting November 15th, 2022 for Tuesday Night Trivia hosted by Flagship Trivia in Hagerstown! Test your brainpower with seven sets of ten questions covering topics like literature, history, current events, music, sports, science, and much more. Join a team or play individually for the chance to win a $25 Seven Ten gift card! Suite 710 serves upscale American cuisine that is sure to please every palate, so make sure to arrive early enough for dinner! Event entry is free and does not require pre-registration.

Join host Sharyan Mowen every Tuesday night!

19330 Leitersburg Pike
Hagerstown, MD 21742
Mountain Lake Club Restaurant

Mountain Lake Club Restaurant

Only miles outside of Harpers Ferry, West Virginia. The beautiful 55-acre lake, 25-acre shoreline, and historic ruins are the backdrop for the Mountain Lake Club. Join us for dinner and drinks, or spend the entire day on the beach or in the water. Either way, you won’t be disappointed. 
Join Flagship Trivia every Wednesday night at 7:00 starting December 7!
Ollies VIP North Side

Ollies VIP South

214 Dellinger Dr., Inwood, WV 
Tuesdays, 7:00 pm (starting February 7)
The newest member of the Ollies group is Ollies South in Inwood, WV. It just opened in December 2022! A brand new place with the same great trivia! It's every Tuesday night at 7:00, with your hosts Chuck and Bill.  Don't miss it!