Festivals near Annapolis, MD.

Artsfest '26 Fine Arts and Music Festival

• Sep. 19 - Sep 20, 2026
• Annmarie Sculpture Garden & Arts Center - Solomons, MD USA

• Arts (Arts & Crafts)
• Arts (Fashion)
• Arts (Film / Movie / Photo)
• Arts (Performing Arts)
• Community (Family & Kids)
• Music

• $1 - $10

Join us in Solomons, Maryland - where the Patuxent River meets the Chesapeake Bay - for a fabulous weekend of the visual and performing arts with 170+ ....

Alexandria OKTOBERFEST @ JOHN CARLYLE SQUARE

• Sep. 19 - Sep 19, 2026
• John Carlyle Square - Alexandria, VA USA

• Other / General

Celebrate Oktoberfest-style at Alexandria Oktoberfest, a lively fall festival bringing Bavarian culture, food, music, and beer garden vibes to John Ca ....

Jazz In The Country 7th Annual Jazz Festival

• Oct. 3 - Oct 3, 2026
• Village Green Park - Indian Head, MD USA

• $50 - $100

The Festival returns to Charles County for a day of live jazz, wine, and community celebration! Gates open at 11:00 a.m., with free parking available. ....

Woodbridge/ Stonebridge Fall-O-Ween

• Oct. 24 - Oct 24, 2026
• Stonebridge at Potomac Town Center - Woodbridge, VA USA

• Other / General

Get ready for a spook-tacular day of fall fun at Woodbridge Fall-O-Ween at Stonebridge at Potomac Town Center. This festive community event is packed ....

Silver Spring Fall-O-Ween @ Veterans Plaza

• Oct. 25 - Oct 25, 2026
• Veterans Plaza - Silver Spring, MD USA

• Other / General

Get ready for a frightfully fun afternoon at Silver Spring Fall-O-Ween at Veterans Plaza. This festive community event is packed with Halloween cheer ....

Alexandria Fall-O-Ween @ John Carlyle Square

• Oct. 31 - Oct 31, 2026
• John Carlyle Square - Alexandria, VA USA

• Other / General

Celebrate Halloween in style at Alexandria Fall-O-Ween at John Carlyle Square. This lively fall event brings together families, kids, pets, and neighb ....

National Harbor Christmas Tree Lighting and Artisan Market

• Nov. 7 - Nov 7, 2026
• National Harbor - National Harbor, MD USA

• Other / General

Gather with family and friends as the tree is illuminated, transforming the waterfront into a festive holiday destination. Explore the artisan market ....

DMV Chocolate and Coffee Festival

• Nov. 14 - Nov 15, 2026
• Dulles Town Center - Dulles Town Center, VA USA

• Other / General

• $10 - $25

Sip, Sample, and Shop! Indulge your senses at the DMV Chocolate and Coffee Festival—the premier gathering for coffee lovers, chocolate enthusiasts, an ....

National Harbor Fall Into the Holidays Artisan Market

• Nov. 14 - Nov 14, 2026
• National Harbor - National Harbor, MD USA

• Other / General

Step into the warmth and wonder of the holiday season at National Harbor’s Fall Into the Holidays Artisan Market, a beautifully curated outdoor shoppi ....

Woodbridge/ Stonebridge Christmas Tree Lighting and Christmas Market

• Nov. 20 - Nov 20, 2026
• Stonebridge at Potomac Town Center - Woodbridge, VA USA

• Other / General

Join us for a magical evening filled with warmth, wonder, and festive cheer at the Woodbridge Christmas Tree Lighting & Artisan Market at Stonebridge ....

National Harbor Fall Into Winter Artisan Market

• Nov. 21 - Nov 21, 2026
• National Harbor - National Harbor, MD USA

• Other / General

The Fall Into Winter Artisan Market is a thoughtfully curated outdoor shopping experience where crisp fall vibes meet early holiday cheer. Stroll thro ....

National Harbor Shop Small Holiday Market

• Nov. 28 - Nov 28, 2026
• 100 American Way - National Harbor, MD USA

• Other / General

Kick off the heart of the holiday shopping season at the National Harbor Shop Small Holiday Market, a festive waterfront experience celebrating local ....

National Harbor Christmas Market and Holiday Craft Show

• Dec. 5 - Dec 6, 2026
• National Harbor - National Harbor, MD USA

• Other / General

Step into the warmth and wonder of the holiday season at the National Harbor Christmas Market & Holiday Craft Show, a festive waterfront celebration f ....

Silver Spring Christmas Market and Holiday Craft Fair @ Veterans Plaza

• Dec. 6 - Dec 6, 2026
• Veterans Plaza - Silver Spring, MD USA

• Other / General

Celebrate the magic of the season at the Silver Spring Christmas Market & Holiday Craft Show, a joyful holiday shopping experience filled with handcra ....

Old Town Alexandria Christmas Market and Holiday Craft Show

• Dec. 12 - Dec 12, 2026
• John Carlyle Square - Alexandria, VA USA

• Other / General

Step into a winter wonderland and celebrate the most magical season of the year at John Carlyle Square! Join us for a festive day filled with twinklin ....

National Harbor Christmas Market and Holiday Craft Show

• Dec. 12 - Dec 12, 2026
• National Harbor - National Harbor, MD USA

• Other / General

Celebrate the heart of the holiday season at the National Harbor Christmas Market & Holiday Craft Show, a magical waterfront experience filled with ha ....

Woodbridge/ Stonebridge Artisan Christmas Market

• Dec. 19 - Dec 19, 2026
• Stonebridge at Potomac Town Center - Woodbridge, VA USA

• Other / General

Step into a cozy, snow-kissed Christmas scene at Stonebridge at Potomac Town Center and celebrate the season with us at the Woodbridge Artisan Christm ....

Wrap It Up! National Harbor Christmas Market and Holiday Craft Show

• Dec. 19 - Dec 19, 2026
• National Harbor - National Harbor, MD USA

• Other / General

The countdown to Christmas is on—and this is your final opportunity to shop local, shop handmade, and find those perfect last-minute gifts in one of t ....

Make it a Family Weekend at Maaden LIV Golf Virginia!

• May. 7 - May 10, 2026
• Trump National Golf Club Washington DC - Sterling, VA USA

• $25 - $50

Thursday, May 7 – Sunday, May 10 Gates open at 11:00 a.m. Thursday, 10:00 a.m. Friday, 11:00 a.m. Saturday, and 10:00 a.m. Sunday Bring the whole cr ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• May. 5 - May 5, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....

First Sunday Arts Festival 2026

• May. 3 - May 3, 2026
• 53 West St - Annapolis, MD USA

• Other / General

The first Sunday of the month West St. and Calvert Street is closed for a family friendly festival with over 150 vendors, food trucks, live music and ....

Chestertown Pride Festival

• May. 2 - May 2, 2026
• Wilmer Park - Chestertown, MD USA

• Other / General

The festival will bring together residents, visitors, families, allies, and community organizations for a day of celebration, visibility, and unity. ....

Woodbridge/ Stonebridge Art Show & Spring Craft Fair

• May. 2 - May 2, 2026
• Stonebridge at Potomac Town Center - Woodbridge, VA USA

• Other / General

Shop a wide variety of handmade art, crafts, jewelry, home décor, fashion, gifts, and more from talented local artisans and small businesses. Stroll t ....

Chorus of Dorchester Rehearsals - Tuesdays, 7:00-8:30 PM

• Apr. 28 - Apr 28, 2026
• 601 Church St - Cambridge, MD USA

• Music

The Chorus will present to concerts in late June or early July to celebrate our nations 250th anniversary featuring patriotic songs and spirituals. ....

Silver Spring Mother's Day Arts & Crafts Spring Fair @ Veterans Plaza

• Apr. 26 - Apr 26, 2026
• Veterans Plaza - Silver Spring, MD USA

• Other / General

Celebrate spring with a beautiful afternoon of art, creativity, and community at the Silver Spring Arts & Crafts Spring Fair. Browse a wide variety o ....