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Arts & Entertainment

Movie Magic: Outdoor Screenings in Annapolis

August 4, 2025 by Sandy Biello
Backyard movie nights are better with a fire—nothing like cozying up under the stars with a great film.
Photo Courtesy of Sandy Biello.

With summer winding down and fall approaching, there’s no better way to enjoy a warm evening than with a movie under the stars. Whether you’re looking to experience a nostalgic drive-in, watch a classic film in a historic setting, or set up your own backyard movie night, Annapolis and the surrounding areas offer plenty of outdoor movie options.

We’ve rounded up the best local screenings so you can grab some popcorn and make the most of these remaining summer nights and the fall season. Here’s your guide to outdoor movie fun:

Annapolis Town Center
Where: 1906 Towne Centre Boulevard, Annapolis, MD
When: Second Saturdays (August 9)
What: Family-friendly movies under the stars

Movies Under the Stars returned this summer at Annapolis Town Center’s Boat House Pavilion & Green. Pack your blankets, lawn chairs, and snacks, and enjoy a free movie night under the stars with their last screening of the summer on August 9. Seating is first come, first served, so plan to arrive early and soak in the summer vibes.

Bengie’s Drive-In
Where: 3417 Eastern Blvd, Middle River, MD
When: Weekend nights and some week nights (early spring to late fall)
What: Classic drive-in vibes

For those looking to step back in time, Bengie’s Drive-In is where you need to be. Complete with double features, this spot offers a great chance to relive the classic American drive-in experience. And for a deeper dive into the magic of Bengie’s, check out the article in our Fall 2024 edition of The Motherlode. It’s a must-read for drive-in enthusiasts!

Navy-Marine Memorial Stadium
Where: 550 Taylor Ave, Annapolis, MD
When: August 20 at 6 p.m.
What: Family-friendly movie on the Navy football field

If you’ve ever dreamed of sitting on the 50-yard line without needing to be a star wide receiver, this is your chance! Navy-Marine Memorial Stadium offers a summer family movie night event on August 20. Picture yourself on the field, soaking in the evening air, and enjoying Moana 2. It’s a unique way to enjoy both the outdoors and a movie.

Reynolds Tavern
Where: 7 Church Cir, Annapolis, MD
When: Sundays at dusk (June to October)
What: Classic movies in the heart of downtown Annapolis

What could be better than enjoying a classic movie in the historic atmosphere of Reynolds Tavern? This downtown gem hosts weekly movie nights with crowd-pleasing classics like Casablanca, Edward Scissorhands, and Psycho. Grab a bite at the tavern before the show, and enjoy a movie night that’s as charming as it is nostalgic. You can find what movies will be playing on their Facebook events page.

SOFO Drive-In Bay Ridge Shopping Center
Where: 117 Hillsmere Dr, Annapolis, MD 21403
When: Last Friday of Each Month (July – October)
What: Movies at dusk, live music starting 1.5 hours before the movie

Situated in the Bay Ridge Shopping Center, SOFO Drive-In brings together all the best outdoor movie vibes. Grab a bite to eat at Grump’s Cafe and enjoy live music before the movie kicks off. It’s the perfect way to wrap up your month, so bring the whole family or make it a casual date night.

Make Your Own Movie Night at Home

Sometimes the best movie experience is the one you create yourself. Set up a projector in your backyard, grab your coziest blankets and snacks, and create a DIY outdoor movie night. You don’t need to go overboard — a simple sheet hung up can work wonders! There are tons of projector options to fit different budgets, and you can create a custom movie experience from the comfort of your own home.

Outdoor movie nights in Annapolis are a fun, memorable way to spend time with friends and family. So grab your blankets, pack your popcorn, and let the good times roll!

Disclaimer: Be sure to check with the venue for any changes to schedules or availability before
heading out.

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Category: Arts & EntertainmentTag: Activities, Family Friendly, movies, outdoor movies See all posts by Sandy Biello

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☀️ Ready for summer adventures and winter savings all in one stop?

We’re giving a big shoutout to @skihausannapolis , one of our amazing Annapolis Moms community supporters! Whether you’re planning beach days, bike rides, hiking trips, paddleboarding adventures, or weekends outdoors with the family, they’ve got the gear, apparel, and expert advice to help you make the most of summer.

And while you’re shopping for sunshine, don’t miss their HUGE Winter Sale on Saturday the 13th, featuring incredible savings on ski gear, snowboards, and winter apparel. It’s the perfect chance to stock up for next season while scoring everything you need for the one we’re in right now!

When you shop local, you’re investing in businesses that give back to our community all year long. Skip the big-box stores, support a local favorite, and discover why Ski Haus Annapolis has been helping families get outside and explore for generations. 🌊🚴‍♀️🥾☀️

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☀️ Ready for sum

☀️ Ready for summer adventures and winter savings all in one stop?

We’re giving a big shoutout to @skihausannapolis , one of our amazing Annapolis Moms community supporters! Whether you’re planning beach days, bike rides, hiking trips, paddleboarding adventures, or weekends outdoors with the family, they’ve got the gear, apparel, and expert advice to help you make the most of summer.

And while you’re shopping for sunshine, don’t miss their HUGE Winter Sale on Saturday the 13th, featuring incredible savings on ski gear, snowboards, and winter apparel. It’s the perfect chance to stock up for next season while scoring everything you need for the one we’re in right now!

When you shop local, you’re investing in businesses that give back to our community all year long. Skip the big-box stores, support a local favorite, and discover why Ski Haus Annapolis has been helping families get outside and explore for generations. 🌊🚴‍♀️🥾☀️

#ShopLocal #SupportLocal #AnnapolisMoms #SkiHausAnnapolis
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