ABOUT THE BAR
Welcome to Toots Bar—one of Southern Maryland’s most enduring and beloved gathering places. Established in 1947 and proudly refreshed under new ownership in 2025, we’ve carried forward decades of local tradition while introducing a renewed spirit of community, hospitality, and entertainment.
Located in the heart of Hollywood, MD, Toots Bar is where good music, friendly faces, and memorable nights come together. We’re known for our lively atmosphere, rotating lineup of live bands, and a staff that treats everyone like a regular. Whether you’re stopping in for an evening of dancing, grabbing a cold drink after work, or meeting friends on our covered outdoor deck, you’ll always find a welcoming spot waiting for you.
At Toots, we believe in keeping the good times rolling while honoring the roots that made this bar a local landmark. Great service, great people, and great music—that’s what we’re all about.
Come visit us and experience why Toots Bar has been a favorite hangout for generations. Cheers!
Monthly Calendar for Toots!
ABOUT THE OWNERS
You ever meet someone you know you don’t like right from the start? Well, that is how this story begins. I will, however, make it s as short as possible.
My name is Greg Reynolds. The first time I met my Timmy Quade I truly believe we both tried very hard to like one another. It did not take. We are both loud and a little obnoxious. And we both think we are funny. It was like a constant battle to be the center of attention. Alcohol likely didn’t help.
Since we shared dozens of mutual friends, we ended up around each other a lot. In fairness, I wouldn’t have ever been invited except that everyone loves my wife.
So a year or two into it, I found out that Timmy was in the Optimist Club. At some point, I offered to donate through another company I own.
The more I watched Timmy, he was always giving his time and energy…so whenever I found out he needed sponsors or donations, I donated.
This lead to our friendship. A mutual respect for each other, as well as our community, made us settle down and see we weren’t that different.
We both have been going to Toot’s Bar for years. When we found out we could buy it, we jumped on it. We both see an opportunity to not only save an historic venue, but to make Toot’s available to gatherings, fund raisers and other things in the communities.
Toot’s will always be a band bar. We have some great bookings coming up in 2026. We can infuse the live music with other appealing attributes, (you will see soon enough), and have an amazing bar. Check us out. We will re-open after renovations in late January. Come check us out and “Be Part of the History” with us.
UPCOMING EVENTS
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No Green JellyBeenz !
July 11th Show starts at 8pm!
First time ever TRIPLE Header weekend at Toots!
15$ per ticket or the entire weekend pass for 25$. The weekend pass is good for Doc Marten and the Flannels on Friday , No Green JellyBeenz on Saturday , Joey Tippet and the Highway Ramblers on Sunday! -

Doc Marten And The Flannels!
July 10th Show starts at 8pm!
First time ever TRIPLE Header weekend at Toots!
15$ per ticket or the entire weekend pass for 25$. The weekend pass is good for Doc Marten and the Flannels on Friday , No Green JellyBeenz on Saturday , Joey Tippet and the Highway Ramblers! on Sunday! -

Joey Tippet and the Highway Ramblers!
July 12th Show starts at 2pm!
First time ever TRIPLE Header weekend at Toots!
15$ per ticket or the entire weekend pass for 25$. The weekend pass is good for Doc Marten and the Flannels on Friday , No Green JellyBeenz on Saturday, Joey Tippet and the Highway Ramblers on Sunday!