Festivals near Leonardtown, MD.

Paws in the Park

• Oct. 12 - Oct 12, 2025
• Oronoco Bay Park - Alexandria, VA USA

Paws in the Park returns to Oronoco Bay Park in Old Town Alexandria on Sunday, October 12, from 11 a.m. to 4 p.m. and promises to be an even bigger pa ....

Echocardiography in the Nation's Capital: Practical Review of Adult Echocardiography

• Oct. 10 - Oct 12, 2025
• Capital Hilton - Washington, DC USA

• Business (Conference / Convention)
• Education
• Health & Wellness

• $250+

Traditional topics in the field of echocardiography including assessment of systolic and diastolic function, quantitative Doppler, and stress echocard ....

Annapolis Skelly Run

• Oct. 4 - Oct 4, 2025
• Annapolis - Annapolis, MD USA

• Holiday (Halloween)
• Holiday (Other)
• Outdoor / Recreation
• Seasonal (Fall)
• Sports / Fitness

• $50 - $100
• $100 - $250

Get ready to lace up your running shoes for the most spine-tingling fun run of the year "Skelly Run"!Inspired by the beloved 12ft Halloween decoration ....

PWCFRS 2nd Annual Public Safety Fall Expo

• Oct. 4 - Oct 4, 2025
• PWC Stadium Complex - Woodbridge, VA USA

• Community (Community / Social)
• Community (Family & Kids)
• Community (Local / Fair)
• Music
• Seasonal (Fall)

• FREE!!

The Public Safety Fall Expo will bring together a wide range of public safety agencies and organizations from across Prince William County and the sur ....

Saint Katherine's Greek Festvial Oct 2025

• Oct. 3 - Oct 5, 2025
• 3149 Glen Carlyn Rd - Falls Church, VA USA

Saint Katherine's Greek Festival October 2025 Friday October 3rd: 11 am til 9 pm Saturday October 4th: 11 am til 9 pm Sunday October 5th: ....

One Perfect Brew: National Coffee Day with Cafely

• Sep. 29 - Sep 29, 2025
• Cafely - Alexandria, VA USA

• Music

• FREE!!

Have you ever wondered why a simple cup of coffee feels like a warm hug on a busy morning or a shared moment with a friend? National Coffee Day, celeb ....

Via Colori® Stafford Street Painting Festival

• Sep. 28 - Sep 28, 2025
• STAFFORD REGIONAL AIRPORT - Fredericksburg, VA USA

5th Annual Via Colori® Stafford Street Art Festival At this free, family-friendly event, watch 70+ local artists create large-scale street paintings w ....

2025 Via Colori® Stafford Street Art Festival

• Sep. 28 - Sep 28, 2025
• STAFFORD REGIONAL AIRPORT - Fredericksburg, VA USA

What: 5th Annual Via Colori® Stafford Street Art Festival When: Saturday, September 27 - Sunday, September 28, 10:00-5:00 both days* Where: Stafford R ....

2nd Balkan Day

• Sep. 27 - Sep 27, 2025
• Endeavor Point - Benedict, MD USA

• Arts (Performing Arts)
• Food / Wine / Beer
• Music
• Outdoor / Recreation

• $10 - $25

Excited to announce the second annual Balkan Day at Endeavor Point, taking place on Saturday, September 27th, from 12-9pm!!! Join us for some fun Gree ....

Jazz In The Country Jazz Fest

• Sep. 27 - Sep 27, 2025
• Mount Bethel Retreat Center - King George, VA USA

• $50 - $100

All day music on the Potomac in King George VA. Local, national and international artists to perform: Lineup to be announced soon. Bring your lawn ch ....

Alexandria OKTOBERFEST @ JOHN CARLYLE SQUARE

• Sep. 27 - Sep 27, 2025
• John Carlyle Square - Alexandria, VA USA

• Arts (Arts & Crafts)

Date: Saturday, September 27, 2025Time: 11:00 AM – 6:00 PMLocation: John Carlyle Square, Alexandria, VA *Alexandria Oktoberfest - Prost to a Da ....

The 4th Annual Crisfield Heritage Festival

• Sep. 27 - Sep 27, 2025
• Somers Cove Marina - Crisfield, MD USA

A festival with activities, entertainment, food, arts and craft vendors and live demonstrations showcasing the heritage of Crisfield. Demonstrations i ....

Via Colori® Stafford Street Painting Festival

• Sep. 27 - Sep 27, 2025
• STAFFORD REGIONAL AIRPORT - Fredericksburg, VA USA

5th Annual Via Colori® Stafford Street Art Festival At this free, family-friendly event, watch 70+ local artists create large-scale street paintings w ....

2025 Via Colori® Stafford Street Art Festival

• Sep. 27 - Sep 27, 2025
• STAFFORD REGIONAL AIRPORT - Fredericksburg, VA USA

What: 5th Annual Via Colori® Stafford Street Art Festival When: Saturday, September 27 - Sunday, September 28, 10:00-5:00 both days* Where: Stafford R ....

Boatyard Beach Bash

• Sep. 20 - Sep 20, 2025
• Annapolis Maritime Museum \u0026 Park - Annapolis, MD USA

• Music

• $100 - $250

Join us for the Annapolis Maritime Museum & Park’s 20th Annual Boatyard Beach Bash , headlined by world class musicians and members of the iconic Jimm ....

Taste of Annandale

• Sep. 20 - Sep 20, 2025
• Eileen Garnett Civic Space - Annandale, VA USA

The Taste of Annandale is a free family-friendly street festival with food, live entertainment, a 5K, children’s activities, beer sales, vendors, a ch ....

Dumfries Fall

• Sep. 20 - Sep 20, 2025
• 17749 Main St - Dumfries, VA USA

Dumfries is presenting their Fall Festival on Saturday, September 20. If you are interested in being a vendor, please sign up using the QR code on the ....

St. Charles Running Festival

• Sep. 20 - Sep 20, 2025
• 11765 St Linus Dr - Waldorf, MD USA

• Sports / Fitness

• $25 - $50

A certified 10K and 5K course featuring a flat, scenic route through the developments and communities of St. Charles, Starting and finishing at the Ma ....

Cocktails by Candlelight at Gunston Hall

• Sep. 19 - Sep 19, 2025
• George Mason's Gunston Hall - Lorton, VA USA

• Food / Wine / Beer

• $50 - $100

Join us for the event that sparked Cocktails, the Series: Cocktails by Candlelight. Sip on period cocktails and sample historic foods while you enjoy ....

Cocktails by Candlelight

• Sep. 19 - Sep 19, 2025
• George Mason's Gunston Hall - Lorton, VA USA

• Food / Wine / Beer

• $50 - $100

Join us for the event that sparked Cocktails, the Series: Cocktails by Candlelight. Sip on period cocktails and sample historic foods while you enjoy ....

Sawasdee DC Thai Festival

• Sep. 14 - Sep 14, 2025
• National Mall - 4th - 7th Street - Washington, DC USA

• Food / Wine / Beer

The Tourism Authority of Thailand (TAT) and Royal Thai Embassy, Washington DC present the Sawasdee DC Thai Festival on Sunday, September 14th. This ....

Dance and Sip at The Stacks- Line Dancing

• Sep. 13 - Sep 13, 2025
• The Stacks - Washington, DC USA

• FREE!!

From August through October, we’re bringing the neighborhood to life with rhythm, movement, and community vibes. Each month features a dance class le ....

Maker Market + Brewfest at The Stacks | 2025

• Sep. 13 - Sep 13, 2025
• The Stacks - Washington, DC USA

• Food / Wine / Beer

• FREE!!

September 13 from 12pm – 6pm. We’re bringing the neighborhood to life. WHAT TO EXPECT: -Live Music Entertainment -Makers Market Featuring 40+ Local ....

4th Annual Mad Jazz & Wine Festival

• Sep. 6 - Sep 6, 2025
• 20001 - Washington, DC USA

• $1 - $10
• $25 - $50
• $100 - $250

We’re thrilled to invite you to the 4th Annual Mad Jazz & Wine Festival, happening Saturday, September 6, 2025, at the stunning Prince Michel Vineyard ....

Chicken BBQ & Yard Sale

• Sep. 6 - Sep 6, 2025
• Fairlington United Methodist Church - Alexandria, VA USA

Chicken BBQ + Huge Yard Sale –September 6! Mark your calender! On Saturday, September 6 from 10:30am – 2pm. Enjoy our famous chicken BBQ and shop (or ....