Things to do in Baltimore, May 17-23

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Watch a Maryland tradition, enjoy a waterfront concert at a local brewery, celebrate musicians, sample foreign and domestic wines, or go to a smooth jazz concert.

Saturday: Preakness Stakes

Don’t miss the 149th running of the Preakness Stakes and the second stop in the Triple Crown at Pimlico Race Course, 5201 Park Heights Ave.. Can Mystik Dan chalk up another win? Get in on the fashion statements, enjoy food, drink, live music and horse racing. Ticket prices start at $203.

Saturday 6:50 p.m.

Saturday: Jack Harlow at Preakness LIVE

Preakness LIVE has transformed what was once the InfieldFest experience, ushering in a new era for live music, entertainment, and hospitality on Preakness Day. Jack Harlow will make his debut on the Pimlico Infield by closing out a full day of live music and entertainment after performances by Gryffin, Channel Tres, Frank Walker, and Chantel Jeffries. Harlow is best known for songs such as “Lovin On Me,” “First Class” and “Whats Poppin.” Tickets start at $69

Saturday 10 a.m.

Saturday: Whiskey on the Waterfront

Bring a blanket and/or chair and prepare to have a good time at the Whiskey on the Waterfront 2024 kickoff. The free event is at Sagamore Spirit Distillery, 301 E. Cromwell St. Enjoy a musical performance by Jerry Wade and the Smokin’ Jays, sample cocktails from Nineteen O’ Nine and peruse local vendors B’More Greek, Urban Oyster, Mexican on the Run, Boordy Vineyards, and Palo Santos Popsicles. Future dates are June 15, July 20, Aug. 17, Sept. 21, and Oct. 19.

Saturday noon to 6 p.m.

Saturday: Maryland Music Awards

Listen to some of the best local talent around at the Maryland Music Awards at Rams Head Live!, 20 Market Place. The event was founded in 2014 and part of the proceeds benefit children with cancer through The Nicole Van Horn Foundation. General admission costs $25.

Saturday 8 p.m.

Ongoing: Wine Village

Sample American and German wines at the Wine Village in Baltimore. The free event will be at West Shore Park, Inner Harbor, 501 Light St. There will be food, arts and crafts and live entertainment. Date and times are as follows: Monday-Thursday 3 p.m. to 10 p.m.; Friday-Sunday 1 p.m. to 10 p.m.

Through May 27

Ongoing: 2nd Annual Rotunda Rocks

Whether you like to jam to rock, folk, blues, Indie, Latin or reggae, there is something for everyone at the free Rotunda Rocks concert series, 711 W. 40th St. live music on the plaza and a street festival atmosphere with delicious local food and drinks, fun games and local vendors on Fridays, 6 p.m. to 9 p.m. Rotunda Rocks is open to the public and welcomes families and pets. A portion of proceeds from beverage sales benefits the Maryland SPCA.

Runs every Friday until September 27

Ongoing: Walter Beasley

Give a listen to a master of smooth jazz when Walter Beasley performs at the Keystone Korner Baltimore, 1350 Lancaster St. The soprano saxophonist was a professor at Berklee and founder/CEO of Affable Publishing and Affable Records. Ticket prices range from $15 to $55. Date and showtimes are Friday and Saturday 7 p.m. and 9:30 p.m.

Friday and Saturday