Happening Next

Annapolis Festivals Events

Festivals Happening Next in Annapolis, MD

Annapolis Sailboat Show - October 2026

 Annapolis City Dock 15 Oct 2026
CALENDAR

Eastport a Rockin' 2026

 701 2nd St, Annapolis, MD, United States, Maryland 21403 27 Jun 2026
MUSIC

Kiefer Sutherland ft. Rocco DeLuca: Love Will Bring You Home

 Rams Head On Stage 16 Jun 2026
ART

Premier Lacrosse League - All Star at Navy Marine Corps Memorial Stadium

 Navy Marine Corps Memorial Stadium 5 Jul 2026
CALENDAR

Nitro Circus Live at Navy Marine Corps Memorial Stadium

 Navy Marine Corps Memorial Stadium 23 Aug 2026
TRIPS-ADVENTURES

Carr's Beach Reunion: Juneteenth Celebration

 Annapolis Maritime Museum 19 Jun 2026
JUNETEENTH

BAYGRASS 2026: Annapolis Baygrass Music Festival 9/19-20

 1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409 19 Sep 2026
MUSIC-FESTIVALS

Premier Lacrosse League - All-Star Games

 Navy-Marine Corps Memorial Stadium 5 Jul 2026
TRIPS-ADVENTURES

Eastport Rockin' Festival, Annapolis, MD

 105 Eastern Ave, Annapolis, MD 21403-3300, United States 27 Jun 2026
FESTIVALS

Navy Midshipmen Football vs. Temple Owls Football

 Navy Marine Corps Memorial Stadium 7 Nov 2026
SPORTS

21st Annual Boatyard Beach Bash

 723 2nd St, Annapolis, MD, United States, Maryland 21403 19 Sep 2026
MUSIC

Shovels & Rope in Annapolis

 Rams Head On Stage 10 Jul 2026
ENTERTAINMENT

Free Ice Cream – 10,000 Scoop Challenge benefiting the Turkey Hill Clean Water Partnership

 43 Calvert St, Annapolis, MD 21401, United States 5 Aug 2026
NONPROFIT

Annapolis First Sunday Arts Festival

Calvert and West Streets, Annapolis, MD, United States, Maryland 21401 3 May 2026
FESTIVALS

DCI Annapolis at Navy Marine Corps Memorial Stadium

 Navy Marine Corps Memorial Stadium 28 Jul 2026
TRIPS-ADVENTURES

Annapolis Powerboat Show - Saturday

 Annapolis City Dock 16 Oct 2026
TRIPS-ADVENTURES

Michael Cleveland in Annapolis

 Annapolis Baygrass Music Festival 20 Sep 2026
MUSIC-FESTIVALS

Bastille Day at Clock Tower Place

 1410 Forest Dr, Annapolis, MD 21403-1442, United States 11 Jul 2026
FOOD-DRINKS

Eastport a rockin Annapolis

Annapolis Maritime Museum & Park 27 Jun 2026
MUSIC-FESTIVALS

2026 Lab Rescue DogWalk & FunFest

 Quiet Waters Park Rd, Annapolis, MD 21403, United States 20 Jun 2026
DOG

Lilly Hiatt Band

 Rams Head On Stage 7 Aug 2026
MUSIC

Old 4th Ward Unity Day 2026

The People's Park ( Clavert Street and Clay Street Annapolis.MD 21401 27 Jun 2026
PARADES

Annapolis Striders Women's Distance Festival 5K 2026

 West Annapolis Elementary School, 505 Melvin Avenue, Annapolis, MD 21401 11 Jul 2026
SPORTS

Comedy Club Takeover at TGI Fridays Annapolis | Live Stand-Up Comedy Night

 TGI Fridays 25 Jun 2026
FITNESS FREE

2026 Drug Education & Awareness Sporting Festival

 Annapolis Recreation & Parks 12 Sep 2026
FESTIVALS

Annapolis Color Run By Color Craze

 Annapolis Landing, Maryland 12 Sep 2026
FESTIVALS

Jonathan Sloane Trio in Annapolis, MD

 49 West Coffeehouse, Winebar & Gallery 15 Jun 2026
FITNESS USD 23

Amy Speace in Annapolis, MD

 49 West Coffeehouse, Winebar & Gallery 15 Jul 2026
FESTIVALS USD 23

ITZALL Goode and SHC Music Tribe Present Pete Best and Dana Cooper

 49 West Coffeehouse, Winebar & Gallery 19 Oct 2026
MUSIC FREE

Karyn Oliver and Miles & Mafale in Annapolis

 49 West Coffeehouse, Winebar & Gallery 20 Jul 2026
FITNESS USD 23

Annapolis Striders John Wall Memorial One Mile Track Run 2026

 Annapolis High School (Maryland) 27 Jun 2026
SPORTS

Walt Wilkins and Marc Douglas Berardo in Annapolis

 49 West Coffeehouse, Gallery and Winebar 23 Sep 2026
ENTERTAINMENT USD 23

The Black Feathers in Annapolis, MD

 49 West Coffeehouse, Winebar & Gallery 17 Jun 2026
MUSIC USD 23

Mac Heat @ First Sunday Arts Festival

 West St, Annapolis, MD 21401, United States 4 Oct 2026
FESTIVALS

Mystic Kirtan by Mirabai Moon

4 Pointless Forest Trl, Annapolis, MD, United States, Maryland 21409 11 Jul 2026
BHAJAN-JAMMING

PMA at Annapolis Chocolate Binge Festival

Annapolis West Street 6 Dec 2026
FESTIVALS