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Singles Events and Things to do in Leonardtown, MD

Saturday Singles Event & Mixers 30–49 Waldorf/National Harbor
Sat, Oct 10, 12:00 PM
Huntington · Babes Boys Tavern
Saturday Singles Event & Mixers 30–49 Waldorf/National Harbor
Sat, Oct 10, 12:00 PM
Huntington · Babes Boys Tavern
Speed Dating / Singles age 30-50+ / MD
Wed, Sep 9, 6:30 PM
Wells Corner · Olde Towne Inn
Speed Dating / Singles age 30-50+ / MD
Wed, Sep 9, 6:30 PM
Wells Corner · Olde Towne Inn
DMV Singles Meetup: Fun Times & Good People
Monday at 7:30 PM
Old Town · The Light Horse Restaurant and Bar
DMV Singles Meetup: Fun Times & Good People
Monday at 7:30 PM
Old Town · The Light Horse Restaurant and Bar
First Friday Line Dance & Fish Fry @ Graces Event Center
Fri, Sep 4, 6:00 PM
Waldorf · 4045 Renner Rd
First Friday Line Dance & Fish Fry @ Graces Event Center
Fri, Sep 4, 6:00 PM
Waldorf · 4045 Renner Rd
Single en Blanc 2026
Saturday at 4:00 PM
Southwest Waterfront · 12 Stories
Single en Blanc 2026
Saturday at 4:00 PM
Southwest Waterfront · 12 Stories
Almuerzo con desconocidos
Sun, Sep 27, 1:00 PM
California · 22767 Three Notch Rd
Almuerzo con desconocidos
Sun, Sep 27, 1:00 PM
California · 22767 Three Notch Rd
Tennessee Whiskey Course #202 by Whiskey University at Barrel 9, Lusby, MD
Sat, Sep 12, 2:00 PM
Lusby · Barrel 9
Tennessee Whiskey Course #202 by Whiskey University at Barrel 9, Lusby, MD
Sat, Sep 12, 2:00 PM
Lusby · Barrel 9
BUMPIN UGLIES
Tomorrow at 5:00 PM
Solomons · Tiki Bar Solomons Island
BUMPIN UGLIES
Tomorrow at 5:00 PM
Solomons · Tiki Bar Solomons Island
Nuptials and Beyond: Single and Mingle
Sat, Sep 12, 11:00 AM
Pine Spring · 8301 Anderson Dr
Nuptials and Beyond: Single and Mingle
Sat, Sep 12, 11:00 AM
Pine Spring · 8301 Anderson Dr
30th Annual Golf Tournament
Fri, Sep 25, 7:30 AM
Maryland · Wicomico Shores Golf Course
30th Annual Golf Tournament
Fri, Sep 25, 7:30 AM
Maryland · Wicomico Shores Golf Course
AMISH OUTLAWS - 8/29/26
Saturday at 7:30 PM
Solomons · Tiki Bar Solomons Island
AMISH OUTLAWS - 8/29/26
Saturday at 7:30 PM
Solomons · Tiki Bar Solomons Island
The Magnolia Market 2026
Sat, Sep 19, 10:00 AM
Maryland · Serenity Farm, Inc.
The Magnolia Market 2026
Sat, Sep 19, 10:00 AM
Maryland · Serenity Farm, Inc.
Southern Maryland Plant Nerds Presents Plant Bingo
Fri, Sep 25, 5:00 PM
Lusby · WhataBoba
Southern Maryland Plant Nerds Presents Plant Bingo
Fri, Sep 25, 5:00 PM
Lusby · WhataBoba
Washington D.C. Singles Mixer 2026
Sat, Sep 12, 7:00 PM
Dupont Circle · TBD - Washington D.C. Singles Mixer
Washington D.C. Singles Mixer 2026
Sat, Sep 12, 7:00 PM
Dupont Circle · TBD - Washington D.C. Singles Mixer
CARIBBEAN FOOD, WINE and JAZZ FESTIVAL
Saturday at 1:00 PM
Maryland · 27857 Budds Creek Rd
CARIBBEAN FOOD, WINE and JAZZ FESTIVAL
Saturday at 1:00 PM
Maryland · 27857 Budds Creek Rd
Pine Needle Baskets
Wed, Sep 9, 6:00 PM
Maryland · Jefferson Patterson Park and Museum
Pine Needle Baskets
Wed, Sep 9, 6:00 PM
Maryland · Jefferson Patterson Park and Museum
Friday Tokyo Pearl DC Singles Mixer
Tomorrow at 9:30 PM + 17 more
Dupont Circle · Tokyo Pearl
Friday Tokyo Pearl DC Singles Mixer
Tomorrow at 9:30 PM + 17 more
Dupont Circle · Tokyo Pearl
Summer Nights & Cool Jazz
Sat, Sep 5, 5:00 PM
Maryland · Xella Winery and Vineyard
Summer Nights & Cool Jazz
Sat, Sep 5, 5:00 PM
Maryland · Xella Winery and Vineyard
Friday Singles Mixer at Public Bar Live
Tomorrow at 9:00 PM + 18 more
Dupont Circle · Public Bar Live | Sports Bar Dupont Circle Washington DC
Friday Singles Mixer at Public Bar Live
Tomorrow at 9:00 PM + 18 more
Dupont Circle · Public Bar Live | Sports Bar Dupont Circle Washington DC
Annapolis, MD Singles Event: Meet, Mix & Mingle with Singles 30–49
Today at 6:30 PM
Bay View Heights · GameOn bar+arcade
Annapolis, MD Singles Event: Meet, Mix & Mingle with Singles 30–49
Today at 6:30 PM
Bay View Heights · GameOn bar+arcade

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