Skip to Content

50 Best and Fun Things To Do In Southern Maryland


TouristWire Editors

Explore the beautiful Chesapeake Bay and its surrounding islands the next time you’re in Southern Maryland!

You can also visit historic Washington, D.C., which is about an hour away by car.

For those who enjoy the outdoors, there are hiking trails available throughout the region, as well as parks with playgrounds for children.

Other outdoor activities here include kayaking, sailing, and fishing in the Chesapeake Bay.

If you are interested in learning about local history and culture, there are also plenty of museums and historical sites to visit, including the Maryland Veterans Museum and the Civil War Museum.

Want to know more about what Southern Maryland has to offer? Check out our list of additional attractions and activities below so you can plan your trip accordingly

The 50 Most Popular Things To Do In Southern Maryland

50. Flag Ponds

5.0 ★★★★★ (3 reviews)

52285286737 a125022c72 h

Credit: alliecat1881, License, Flickr

49. Saint Clements Island

4.8 ★★★★★ (4 reviews)

214285855 5e6d731062 b

Credit: WorldIslandInfo.com, License, Flickr

48. Chesapeake Beach Railway Trail

4.0 ★★★★☆ (5 reviews)

Af1qipm5paeddugi0o9lph72kjhgzr0awailnf8nj9q=w296-h202-n-k-no

Credit: Alex Hawe, Google Maps

47. La Plata Train Station Museum

4.9 ★★★★★ (8 reviews)

Af1qipn5u 4gl-uiug8lkjrod77ruirogomyp7vrhky=w296-h202-n-k-no

Credit: Ernie Herring, Google Maps

Location: 101 Kent Ave La Plata MD

Tel:  301 934 8421

Web Address:   https://townoflaplata.org/trainstationmuseum

46. Fridays Creek Winery

4.2 ★★★★☆ (20 reviews)

Af1qippomuw svzxfqb19d0ptjrsaurwggqylwli1buq=w296-h202-n-k-no

Credit: Fridays Creek Winery, Google Maps

Location: 3485 Chaneyville Road Owings MD

Tel:  410 286 9463

Web Address:   http://fridayscreek.com/

45. Bayside History Museum

4.6 ★★★★★ (24 reviews)

Af1qipotn-iraj3ivpoyrqx1b-pig7nud xbodts8sbz=w296-h202-n-k-no

Credit: Deanna Hume-Cheatwood, Google Maps

Location: 4025 4th Street North Beach MD

Tel:  410 610 5970

Web Address:   http://baysidehistorymuseum.org/

44. Purse State Park

4.3 ★★★★☆ (26 reviews)

800px-thumbnail

Credit: Famartin, License, Wikimedia commons

Location: Unnamed Rd. 10200 Riverside Rd Nanjemoy MD

43. Chesapeake Beach Railway Museum

4.7 ★★★★★ (38 reviews)

Lossy-page1-745px-thumbnail.tif

Credit: License, Wikimedia commons

Location: 4155 Mears Ave Chesapeake Beach MD

Tel:  410 257 3892

Web Address:   http://cbrm.org/

42. Mallows Bay

4.6 ★★★★★ (39 reviews)

41. Perigeaux Vineyards & Winery

3.7 ★★★★☆ (43 reviews)

Af1qipn2wo9760wolynvunj dz1jspmwgqkv30dvkyva=w296-h202-n-k-no

Credit: Melissa Newsome-Gowdy, Google Maps

Location: 8650 Mackall Road Street Leonard MD

Tel:  410 586 2710

Web Address:   http://perigeaux.com/

40. Charles County Parks Department

4.5 ★★★★★ (44 reviews)

761px-panoramic view of downtown los angeles showing pershing square%2c ca.1910 %28chs-5033%29

Credit: Pierce, C.C. (Charles, License, Wikimedia commons

Location: 1001 Radio Streetation Road La Plata MD

Tel:  301 932 3470

Web Address:   https://charlescountyparks.com/

39. Newtowne Neck State Park

4.6 ★★★★★ (53 reviews)

750px-newtowne neck state park - 50592015062

Credit: MDGovpics, License, Wikimedia commons

Location: 21308 Newtowne Neck Road Leonardtown MD

Tel:  301 872 5688

Web Address:   http://dnr.maryland.gov/publiclands/Pages/southern/newtowne.aspx

38. Cove Point Winery

4.6 ★★★★★ (68 reviews)

Af1qipmyqs5uxzvrsv2kla8qm6n slvyexufdt-3kbrx=w296-h202-n-k-no

Credit: A Little Something 2 Wine About Podcast, Google Maps

Location: 755 Cove Point Road Lusby MD

Tel:  410 326 0949

Web Address:   http://covepointwinery.com/

37. The Maryland Dove

4.7 ★★★★★ (78 reviews)

800px-violetbiscoe.lexwood.lexpk.md.2august1992 - flickr - elvert barnes

Credit: Elvert Barnes, License, Wikimedia commons

Location: Old Streetate House Road Lexington Park MD

Tel:  240 895 4990

Web Address:   https://marylanddove.org/

36. Brownies Beach

2.6 ★★★☆☆ (94 reviews)

Af1qipnbeludjycj67tj7mlqa499anlf4tg1b1wgd xd=w296-h202-n-k-no

Credit: Alex Tucker, Google Maps

35. Elm’s Beach Park

4.2 ★★★★☆ (108 reviews)

Af1qipot6lj7gr4gmav7yljet1sd4f4gho6oiq86z0ht=w296-h202-n-k-no

Credit: Steve May, Google Maps

Location: 19350 Back Door Road Lexington Park MD

Tel:  301 475 4200

Web Address:   https://stmarysmd.com/docs/elmsbeachpark.pdf

34. St. Clement’s Island State Park

4.6 ★★★★★ (135 reviews)

448px-cross and blackistone lighthouse sept 09

Credit: Pubdog, License, Wikimedia commons

Location: Coltons Point MD

Tel:  301 872 5688

Web Address:   http://dnr.maryland.gov/publiclands/Pages/southern/stclements.aspx

33. American Chestnut Land Trust

4.8 ★★★★★ (140 reviews)

51430458850 0a53649adc h

Credit: alliecat1881, License, Flickr

Location: Double Oak Rd. Double Oak Rd Prince Frederick MD

Tel:  410 414 3400

Web Address:   http://acltweb.org/

32. Dr. Samuel A. Mudd House Museum

4.6 ★★★★★ (141 reviews)

14710882805 659196617e b

Credit: Tim Evanson, License, Flickr

Location: 3725 Dr Samuel Mudd Road Waldorf MD

Tel:  301 645 6870

Web Address:   http://drmudd.org/

31. Cove Point Lighthouse

4.4 ★★★★☆ (142 reviews)

5635688585 24ad4ed095 h

Credit: Jimmy Emerson, DVM, License, Flickr

Location: 3500 Lighthouse Blvd Lusby MD

Tel:  410 326 2042

Web Address:   http://calvertmarinemuseum.com/200/Cove-Point-Lighthouse

30. Port of Leonardtown Winery

4.7 ★★★★★ (143 reviews)

24780476233 3052134369 h

Credit: Maryland GovPics, License, Flickr

Location: 23190 Newtowne Neck Road Leonardtown MD

Tel:  301 690 2192

Web Address:   http://polwinery.com/

29. Drum Point Lighthouse

4.7 ★★★★★ (148 reviews)

Location: 14150 Solomons Island Road S Solomons MD

Web Address:   http://calvertmarinemuseum.com/

28. St. Clement’s Island Museum

4.5 ★★★★★ (155 reviews)

800px-blackistone lighthouse

Credit: scott1346, License, Wikimedia commons

Location: 38370 Point Breeze Road Coltons Point MD

Tel:  301 769 2222

Web Address:   https://stmarysmd.com/recreate/stclementsisland/

27. Chapman State Park

4.6 ★★★★★ (156 reviews)

800px-a bee at chapman state park

Credit: Jason Ramirez, License, Wikimedia commons

Location: 3452 Ferry Pln Head MD

Tel:  301 743 7613

Web Address:   http://dnr.maryland.gov/publiclands/Pages/southern/chapman.aspx

26. Mallows Bay Park

4.7 ★★★★★ (166 reviews)

Af1qippy56alc3kwk71osogliuhaim5lezohkro6pffv=w296-h202-n-k-no

Credit: Funnel Cakes, Google Maps

Location: 1440 Wilson Landing Road Nanjemoy MD

Web Address:   https://sanctuaries.noaa.gov/mallows-potomac/

25. Battle Creek Cypress Swamp

4.6 ★★★★★ (169 reviews)

7967662770 bfcd561e5b h

Credit: alliecat1881, License, Flickr

Location: 2880 Grays Road Prince Frederick MD

Tel:  410 535 5327

Web Address:   http://calvertparks.org/bccss.html

24. Kings Landing Park

4.6 ★★★★★ (220 reviews)

52372763502 9e9f95f333 h

Credit: alliecat1881, License, Flickr

Location: 3255 Kings Landing Road Huntingtown MD

Tel:  410 535 2661

Web Address:   https://calvertcountymd.gov/kingslandingpark

23. Piney Point Lighthouse Museum & Historic Park

4.6 ★★★★★ (226 reviews)

50550150753 f4d1065a36 h

Credit: F Delventhal, License, Flickr

Location: 44720 Lighthouse Road Piney Point MD

Tel:  301 994 1471

Web Address:   https://stmarysmd.com/recreate/PPL/

22. Chapel Point State Park

4.3 ★★★★☆ (233 reviews)

800px-chapel point state park sept 09

Credit: Pubdog, License, Wikimedia commons

Location: Chapel Point Road Port Tobacco MD

Tel:  301 743 7613

Web Address:   http://dnr.maryland.gov/publiclands/Pages/southern/chapelpoint.aspx

21. Historic Sotterley

4.7 ★★★★★ (236 reviews)

Af1qipmwb9mxarltg9kig-km5iuv6yopuaajs7epbe2v=w296-h202-n-k-no

Credit: Historic Sotterley Plantation, Google Maps

Location: 44300 Sotterley Ln Hollywood MD

Tel:  301 373 2280

Web Address:   http://sotterley.org/

20. Myrtle Point Park

4.4 ★★★★☆ (237 reviews)

Af1qipm g4dvme-tqm21g4inkjlbx2ab4wni-uxbjixh=w296-h202-n-k-no

Credit: Patricia Howard, Google Maps

Location: 24050 Patuxent Blvd California MD

Tel:  301 475 4200

Web Address:   https://stmarysmd.com/docs/myrtlepointpark.pdf

19. Myrtle Grove WMA

4.5 ★★★★★ (245 reviews)

Af1qipm2ogkijzryzmv6gtt9ummwyr7boyfj7sprcvbt=w296-h202-n-k-no

Credit: Bart Van Lent, Google Maps

Location: 5625 Myrtle Grove Road La Plata MD

Tel:  301 743 5161

Web Address:   http://dnr.maryland.gov/wildlife/Pages/publiclands/southern/myrtlegrove.aspx

18. Running Hare Vineyard

4.4 ★★★★☆ (253 reviews)

Af1qippm4d00vbtdcix7fm611q8urhs4v8ibdammaxr =w296-h202-n-k-no

Credit: Running Hare Vineyard, Google Maps

Location: 150 Adelina Road Prince Frederick MD

Tel:  410 414 8486

Web Address:   https://runningharevineyard.com/

17. Shlagel Farms

4.7 ★★★★★ (272 reviews)

Af1qiposjzt3b lz9jebhydeav jyej5gu2olmezuemz=w296-h202-n-k-no

Credit: Shlagel Farms, Google Maps

Location: 12850 Shlagel Road Waldorf MD

Tel:  301 645 4554

Web Address:   http://shlagelfarms.com/

16. Point Lookout Lighthouse

4.5 ★★★★★ (291 reviews)

Af1qipom4jenv ongcwuqs3uy17vwpsno11j2qj4p1mq=w296-h202-n-k-no

Credit: Music in 2Flavors Música en 2Sabores, Google Maps

Location: 10350 Point Lookout Road Scotland MD

Tel:  301 872 5688

Web Address:   https://dnr.maryland.gov/publiclands/Pages/southern/pointlookout.aspx

15. Greenwell State Park

4.5 ★★★★★ (365 reviews)

800px-bond-simms barn. %2821007610703%29

Credit: Preservation Maryland, License, Wikimedia commons

Location: 25420 Rosedale Manor Ln Hollywood MD

Tel:  301 373 9775

Web Address:   https://dnr.maryland.gov/publiclands/pages/southern/greenwell.aspx

14. Smallwood State Park

4.5 ★★★★★ (408 reviews)

392px-smallwood state park apr 14%2c 2017%2c 10-052 sharing %2834328526504%29

Credit: F Delventhal, License, Wikimedia commons

Location: 2750  Point Road Marbury MD

Tel:  301 743 7613

Web Address:   http://dnr.maryland.gov/publiclands/Pages/southern/smallwood.aspx

13. Historic St. Mary’s City

4.7 ★★★★★ (425 reviews)

800px-the printing press

Credit: RF National Scenic, License, Wikimedia commons

Location: 18751 Hogaboom Ln Street Marys City MD

Tel:  240 895 4990

Web Address:   http://hsmcdigshistory.org/

12. Flag Ponds Nature Park

4.5 ★★★★★ (550 reviews)

52285286737 a125022c72 h

Credit: alliecat1881, License, Flickr

Location: 1525 Flag Ponds Pkwy Lusby MD

Tel:  410 586 1477

Web Address:   http://calvertcountymd.gov/flagponds

11. Patuxent River Naval Air Museum

4.7 ★★★★★ (621 reviews)

800px-aj-1 in flight over california 1950

Credit: U.S. Navy, License, Wikimedia commons

Location: 22156 Three Notch Road Lexington Park MD

Tel:  301 863 1900

Web Address:   http://paxmuseum.com/

10. Gilbert Run Park

4.7 ★★★★★ (798 reviews)

51050943592 e7e814985f z

Credit: Jim Surkamp, License, Flickr

Location: 13140 Charles Street Charlotte Hall MD

Tel:  301 932 1083

Web Address:   http://charlescountyparks.com/parks/

9. Chesapeake Beach Water Park

4.1 ★★★★☆ (804 reviews)

Lossy-page1-751px-thumbnail.tif

Credit: License, Wikimedia commons

Location: 4079 Gordon Streetinnett Ave Chesapeake Beach MD

Tel:  410 257 1404

Web Address:   http://chesapeakebeachwaterpark.com/

8. Leonardtown Wharf Park

4.6 ★★★★★ (862 reviews)

6276611000 3abd9c36ee k

Credit: Elvert Barnes, License, Flickr

Location: State Hwy 326 Leonardtown MD

Tel:  301 475 9791

7. Maryland International Raceway

4.7 ★★★★★ (1,460 reviews)

Af1qipmcllsexycmkwyzpjaajjoxyiq21g3u2gq4cns3=w296-h202-n-k-no

Credit: Maryland International Raceway, Google Maps

Location: 27861 Budds Creek Road Mechanicsville MD

Tel:  301 884 9833

Web Address:   http://goracemir.com/

Our Top picks

6. Thomas Stone National Historic Site

4.6 ★★★★★ (87 reviews)

51050943592 e7e814985f z

Credit: Jim Surkamp, License, Flickr

Location: Maryland

Web Address:   https://nps.gov/thst/index.htm

5. Jefferson Patterson Park and Museum

4.7 ★★★★★ (429 reviews)

2429332743 e2020ae0bf b

Credit: Michael Foley, License, Flickr

Location: 10515 Mackall Road Street Leonard MD

Tel:  410 586 8538

Web Address:   http://jefpat.maryland.gov/

4. Annmarie Sculpture Garden & Arts Center

4.7 ★★★★★ (1,009 reviews)

Af1qipniscaxswdigey3hmpbloxewhl6ucrtsnwrdw6o=w296-h202-n-k-no

Credit: Annmarie Sculpture Garden & Arts Center, Google Maps

3. Calvert Marine Museum

4.8 ★★★★★ (1,322 reviews)

Location: 14200 Solomons Island Road S Solomons MD

Tel:  410 326 2042

Web Address:   http://calvertmarinemuseum.com/

2. Calvert Cliffs State Park

4.5 ★★★★★ (1,513 reviews)

800px-calvert cliffs at calvert cliffs state park 36

Credit: Bohemian Baltimore, License, Wikimedia commons

Location: 10540 H G Trueman Road Lusby MD

Tel:  443 975 4360

Web Address:   http://dnr.maryland.gov/publiclands/Pages/southern/calvertcliffs.aspx

1. Point Lookout State Park

4.5 ★★★★★ (2,115 reviews)

800px-2016-05-18 10 41 05 view southwest from point lookout in point lookout state park%2c st. mary%27s county%2c maryland

Credit: Famartin, License, Wikimedia commons

Location: 11175 Point Lookout Road Scotland MD

Tel:  301 872 5688

Web Address:   http://dnr.maryland.gov/publiclands/Pages/southern/pointlookout.aspx

Final Words:

Thank you for reading our list of the best things to do in Southern Maryland! We hope it helped you plan the perfect itinerary for your next trip to this fantastic destination. Happy travels!

Join the TouristWire community

At TouristWire, our team works tirelessly to bring you the most comprehensive itineraries and reviews to help you plan your next trip. Don’t miss out, join our mailing list and our reviews delivered directly to your mailbox!