The best things to do in Annapolis

21 things to do we’ve checked and stand behind — with the story on each one. Not a ranking; a record.

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Two pinned places a day in Annapolis — $10 here, $25 adds the newsletter. List your business →

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Entertainment · 21 places · showing the latest additions first

Whether you’ve got a sliver of daylight or want a low-stress tune-up, Carroll Park Golf Course serves up a breezy 9 that’s easy to squeeze…

2100 Washington Blvd (Baltimore)

Whether you’ve got a sliver of daylight or want a low-stress tune-up, Carroll Park Golf Course serves up a breezy 9 that’s easy to squeeze in, plus FootGolf if the squad wants to mix it up. Bonus, this place carries serious Baltimore history from the city’s desegregation era.

From the Baltimore newsletter, August 5, 2026

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FSK Unity Mural

Entertainment

FSK Unity Mural turns the Francis Scott Key Elementary/Middle School wall into a burst of student-powered color, designed around unity,…

Locust Point Community Garden, 1 Jones St (Baltimore)

FSK Unity Mural turns the Francis Scott Key Elementary/Middle School wall into a burst of student-powered color, designed around unity, diversity, and joy. Created through workshops and a giant paint-by-numbers mural cloth process, it’s worth a slow neighborhood stroll this week to soak up the feel-good energy.

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Whether your driver’s feeling moody or you just want some low-stakes fun, Pasadena Golf Center has a fully lighted practice facility with…

4358 Mountain Rd Suite A (Pasadena)

Whether your driver’s feeling moody or you just want some low-stakes fun, Pasadena Golf Center has a fully lighted practice facility with 34 stations, including covered and heated bays, quality balls and mats, a waterfall-filled mini golf course, and baseball/softball batting cages with multiple speeds.

From the Annapolis newsletter, August 6, 2026

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Dinner theater in which audience members try to solve a murder mystery.

4901 Eastern Ave (Baltimore)

Dinner theater in which audience members try to solve a murder mystery.

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Golf course, club and event destination, Chartwell is known for its friendly staff and eateries.

1 Chartwell Dr (Severna Park)

Golf course, club and event destination, Chartwell is known for its friendly staff and eateries.

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Luxurious venue for first-run films, with tasty snacks and drinks, plus comfortable seats, some of which recline.

727 W 40th St (Baltimore)

Luxurious venue for first-run films, with tasty snacks and drinks, plus comfortable seats, some of which recline.

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Walden Country Club

Entertainment

Country club with tennis courts, a pool, and food service, open to the public.

1500 Riedel Rd (Crofton)

Country club with tennis courts, a pool, and food service, open to the public.

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Movie theater screening new releases as well as independent, foreign & avant-garde flicks.

2474 Solomons Island Rd

Movie theater screening new releases as well as independent, foreign & avant-garde flicks.

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Golf course featuring recreations of famous holes found at major tournaments, plus a snack shack.

1380 Central Ave (Davidsonville)

Golf course featuring recreations of famous holes found at major tournaments, plus a snack shack.

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Golf course with hilly terrain and a peaceful atmosphere, also featuring an elevated view of the city.

2701 St Lo Dr B (Baltimore)

Golf course with hilly terrain and a peaceful atmosphere, also featuring an elevated view of the city.

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Harbor East Cinemas

Entertainment

Clean movie theater featuring plush seating, a bar and a concession stand, plus validation for parking.

645 S President St (Baltimore)

Clean movie theater featuring plush seating, a bar and a concession stand, plus validation for parking.

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Golf course featuring well-maintained fairways and greens, plus a challenging layout.

1576 Generals Hwy (Crownsville)

Golf course featuring well-maintained fairways and greens, plus a challenging layout.

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Driving range, plus a 9-hole course and batting cages. Also featuring mini-golf and an instructor.

814 MD-3 South (Gambrills)

Driving range, plus a 9-hole course and batting cages. Also featuring mini-golf and an instructor.

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Members-only country club hosting events, weddings, and holiday parties, plus bowling.

4712 Club Rd (Baltimore)

Members-only country club hosting events, weddings, and holiday parties, plus bowling.

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The Senator Theatre

Entertainment

Grand 1939 theater, plus 3 modern cinemas, showing both Hollywood blockbusters & indie films.

5904 York Rd (Baltimore)

Grand 1939 theater, plus 3 modern cinemas, showing both Hollywood blockbusters & indie films.

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This long-running 18-hole golf course once hosted Arnold Palmer & features a pro shop.

6001 Hillen Rd (Baltimore)

This long-running 18-hole golf course once hosted Arnold Palmer & features a pro shop.

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Parkway Theatre

Entertainment

Historic movie theater featuring curated films, locally sourced concessions & a bar-lounge.

5 W North Ave (Baltimore)

Historic movie theater featuring curated films, locally sourced concessions & a bar-lounge.

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Charles Theatre

Entertainment

Maryland Film Festival host specializing in first-run independent & foreign film showings.

1711 N Charles St (Baltimore)

Maryland Film Festival host specializing in first-run independent & foreign film showings.

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World Trade Center's 27th-floor observation tower with 360-degree views of the city & harbor.

401 E Pratt St 27th floor (Baltimore)

World Trade Center's 27th-floor observation tower with 360-degree views of the city & harbor.

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Well-maintained public golf course featuring 2 courses, woodlands, and a putting and chipping area.

2309 Ridge Rd #2 (Baltimore)

Well-maintained public golf course featuring 2 courses, woodlands, and a putting and chipping area.

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Relaxed destination with a 9-hole par 3 course and a Toptracer-equipped covered driving range, plus mini golf and batting cages.

1257 Ritchie Hwy ste a (Arnold)

Relaxed destination with a 9-hole par 3 course and a Toptracer-equipped covered driving range, plus mini golf and batting cages.

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