Best Parties & Nightlife Events Near Leonardtown

Taste of Peru with Botanic & Xella

Botanic Cafe-Delicatessen

Sat, 26 Jul
Outdoor Movie Night in LTown Alley

LTown Alley (Alice in LTown Mural) - 41676 Park Ave, Leonardtown, MD 20650, United States

Fri, 26 Sep
8 Ball Scotch Doubles Pool Tournament

Action Lounge and Billiards

Sat, 16 Aug
Cars & Coffee Car Show

22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD

Sun, 27 Jul
For the first time ever!!!

The Rex

Thu, 18 Sep
2025 Audience Participation Drum Circle Events

St. Mary's County Arts Council

Fri, 01 Aug
LHS Class of 2015 Reunion

Port of Leonardtown Winery

Sat, 13 Sep
Wildgood @PoL

Port of Leonardtown Winery

Sat, 09 Aug
Rockfish Swimming Try Outs

College of Southern MD-Leonardtown

Thu, 24 Jul
Disco Bingo at The Rex

The Rex

Fri, 25 Jul
Feud Trivia Night

41655 Fenwick St, Leonardtown, MD

Tue, 22 Jul
Fun Friday at Leonard Hall Recreation Center Lawn

Leonard Hall Rec Center

Fri, 25 Jul
September Glass Blowing w/ McFadden glass

23190 Newtowne Neck Rd, Leonardtown, MD, United States, Maryland 20650

Fri, 05 Sep
Sunset Party

41655 Fenwick St, Leonardtown, MD

Fri, 25 Jul
Dungeons and Drafts at Bru

Brudergarten Beer Garden at Shepherd’s Old Field Market

Tue, 22 Jul

Date	Event	Venue
09 Aug 2025	Wildgood PoL	Port of Leonardtown Winery
25 Jul 2025	Disco Bingo at The Rex	The Rex, Leonardtown
25 Jul 2025	Fun Friday at Leonard Hall Recreation Center Lawn	Leonard Hall Rec Center, Leonardtown
25 Jul 2025	Sunset Party	41655 Fenwick St, Leonardtown, MD
26 Aug 2025	Death at the Speakeasy	Antoinette’s Garden, Leonardtown
23 Aug 2025	Live at Port of Leonardtown Winery	Port of Leonardtown Winery
19 Oct 2025	Death at the Disco	Antoinette’s Garden, Leonardtown

Date

Event

Venue

09 Aug 2025

Wildgood PoL

Port of Leonardtown Winery

25 Jul 2025

Disco Bingo at The Rex

The Rex, Leonardtown

25 Jul 2025

Fun Friday at Leonard Hall Recreation Center Lawn

Leonard Hall Rec Center, Leonardtown

25 Jul 2025

Sunset Party

41655 Fenwick St, Leonardtown, MD

26 Aug 2025

Death at the Speakeasy

Antoinette’s Garden, Leonardtown

23 Aug 2025

Live at Port of Leonardtown Winery

Port of Leonardtown Winery

19 Oct 2025

Death at the Disco

Antoinette’s Garden, Leonardtown

Frequently Asked Questions

Which events are coming up in Leonardtown?

Wildgood PoL | 09 Aug 2025 | Port of Leonardtown Winery
Disco Bingo at The Rex | 25 Jul 2025 | The Rex, Leonardtown
Fun Friday at Leonard Hall Recreation Center Lawn | 25 Jul 2025 | Leonard Hall Rec Center, Leonardtown
Sunset Party | 25 Jul 2025 | 41655 Fenwick St, Leonardtown, MD
Death at the Speakeasy | 26 Aug 2025 | Antoinette’s Garden, Leonardtown

Which events are currently trending in Leonardtown?