HOLLYWOOD, Md. — Summer may be winding down, but Toot’s Bar is carrying the fun straight into fall with a packed September calendar featuring live music every weekend, weekly games, cash drawings, karaoke and plenty of reasons to stay out a little later.
After a summer filled with cold drinks on the patio, cornhole on the deck and dancing inside, Toot’s is adding even more excitement for September. Along with returning weekly favorites, guests can catch local and regional performers throughout the month, support a Wounded Warrior benefit and enter for a chance to win two tickets to see the New York Giants take on the Washington Commanders in October.
Weekly Queen Of Hearts Drawing Supports Rescue Squad
Thursdays at Toot’s have become a community favorite with the weekly Queen of Hearts raffle benefiting the Hollywood Volunteer Rescue Squad’s building renovation.
Tickets are $5 each and must be purchased with cash. Sales run from 5:30 to 7:15 p.m., followed by the drawing between 7:30 and 8 p.m. One ticket is selected each week, and participants do not need to be present to win.
Players must be 18 or older. A 50/50 raffle is also held, with tickets available for $1 each or six for $5.
The rest of the weekly calendar stays just as busy:
- Mondays: Dance Hall Ghosts perform bluegrass from 2 to 5 p.m. New Time!
- Tuesdays: Barstool Bingo begins at 6 p.m., with proceeds supporting local nonprofit organizations.
- Wednesdays: The Cornhole Fun League runs throughout the evening, followed by Tiff’s Tunes Karaoke at 8:30 p.m.
- Thursdays: Queen of Hearts runs from 5:30 to 7:30 p.m., followed by beer pong at 7 p.m.
- Fridays, Saturdays And Select Sundays: Live bands, special events and weekend entertainment take over the stage.
Score Free Giants Vs. Commanders Tickets On Sept. 13
Toot’s is giving one football fan the chance to turn an afternoon at the bar into a Sunday at the stadium.
On Sunday, Sept. 13, 2026, Toot’s will give away two tickets to the New York Giants vs. Washington Commanders game scheduled for Sunday, Oct. 11.
The giveaway will be held during the Wounded Warrior benefit featuring Stars in Bars. Guests must be present at Toot’s for the drawing, which will take place at halftime of the second NFL game of the day. That game is scheduled to kick off at approximately 4:25 p.m.
The benefit begins at 3 p.m., giving guests a chance to support Wounded Warrior programs, enjoy live entertainment and possibly leave with tickets to one of the fall’s biggest football matchups.
September Live Music And Special Events
- Friday, Sept. 4: Dagenhart at 7 p.m. and Angerbox at 9 p.m.
- Saturday, Sept. 5: Taboo at 8 p.m.
- Sunday, Sept. 6: Tuff Luck at 3 p.m.
- Friday, Sept. 11: CMA artist Wes Spangler at 8 p.m.
- Saturday, Sept. 12: Hate The Toy at 7 p.m. and Sundown at 9 p.m.
- Sunday, Sept. 13: Wounded Warrior benefit featuring Stars in Bars at 3 p.m., followed by the Giants vs. Commanders ticket giveaway.
- Friday, Sept. 18: Never Too Late at 8 p.m.
- Saturday, Sept. 19: Party Fowl at 8 p.m.
- Sunday, Sept. 20: Buddy Tippett Bluegrass at 3 p.m.
- Friday, Sept. 25: Copper Pennies at 8 p.m.
- Saturday, Sept. 26: Wes Ryce, Joe Cox and Joey Tippett at 7 p.m. A cover charge applies.
- Sunday, Sept. 27: Football Fun at Toot’s.
There Is Always Something Happening At Toot’s
Whether guests are stopping in for an afternoon bluegrass set, competing in bingo or cornhole, singing karaoke or catching a weekend concert, September offers another full month of reasons to visit Toot’s.
The bar also features cold drinks, an outdoor deck and a free outdoor pool table for guests looking to relax between events.
Toot’s Bar is located at 23971 Mervell Dean Road in Hollywood. Follow Toot’s Bar on Facebook for calendar updates, specials and last-minute schedule changes, or visit the Toot’s Bar website to see the full event calendar.
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