Annapolis Festival Guide 2025 | Find Culture & Street Fairs In Annapolis

Trending festivals in Annapolis

Hello Kitty Cafe Truck East - Annapolis Appearance

Annapolis Mall

Sat, 16 Aug
Dinner Under the Stars - Let's Salsa Latin Fest

West Street and Calvert Street (Intersection), Annapolis, MD, United States, Maryland 21401

Sat, 16 Aug
Bob Sima

Rams Head On Stage

26 Jul Onwards
Gaelic Storm

Rams Head On Stage

Mon, 21 Jul
The Blue Genies at Rams Head On Stage

Rams Head On Stage

Sat, 30 Aug

Festivals in Annapolis

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Concert in Annapolis

BloomHaven:Dirty Grass Players

801 Chase St, Annapolis, MD, United States, Maryland 21401

Sat, 19 Jul
Lez Zeppelin: Earl's Court '75: The Greatest Led Zeppelin Show Performed in its Entirety

Rams Head On Stage

Fri, 01 Aug
Four80East

Rams Head On Stage

24 Oct Onwards

Festivals from nearby cities

Trending festivals tags in Annapolis

guitaring rock-music folk-music blues salsa drumming parade fitness sea-food jewellery acoustic movie-screenings adult

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Date	Event	Venue
18 Jul 2025	Bandits on the Run	Rams Head On Stage, Annapolis
13 Sep 2025	35th Annual Kunta Kinte Heritage Festival	Navy–Marine Corps Memorial Stadium, Annapolis
07 Sep 2025	Dustbowl Revival w Chris Kasper	Rams Head On Stage, Annapolis
13 Sep 2025	Jimmies Chicken Shack Maryland Seafood Festival	Maryland Seafood Festival, Annapolis
12 Jul 2025	Annapolis Striders Womens Distance Festival 5K 2025	West Annapolis Elementary
16 Jul 2025	Jax Hollow	Rams Head On Stage, Annapolis

Date

Event

Venue

18 Jul 2025

Bandits on the Run

Rams Head On Stage, Annapolis

13 Sep 2025

35th Annual Kunta Kinte Heritage Festival

Navy–Marine Corps Memorial Stadium, Annapolis

07 Sep 2025

Dustbowl Revival w Chris Kasper

Rams Head On Stage, Annapolis

13 Sep 2025

Jimmies Chicken Shack Maryland Seafood Festival

Maryland Seafood Festival, Annapolis

12 Jul 2025

Annapolis Striders Womens Distance Festival 5K 2025

West Annapolis Elementary

16 Jul 2025

Jax Hollow

Rams Head On Stage, Annapolis

Frequently Asked Questions

Which events are coming up in Annapolis?

Here are some handpicked upcoming events that you must check out:

Bandits on the Run | 18 Jul 2025 | Rams Head On Stage, Annapolis
35th Annual Kunta Kinte Heritage Festival | 13 Sep 2025 | Navy–Marine Corps Memorial Stadium, Annapolis
Dustbowl Revival w Chris Kasper | 07 Sep 2025 | Rams Head On Stage, Annapolis
Jimmies Chicken Shack Maryland Seafood Festival | 13 Sep 2025 | Maryland Seafood Festival, Annapolis
Annapolis Striders Womens Distance Festival 5K 2025 | 12 Jul 2025 | West Annapolis Elementary

Which Festivals can I attend in Annapolis today?

Here are the best Festivals happening today in Annapolis:

First Sunday Arts Festival | 11:00 AM | Calvert and West Streets, Annapolis, MD, United States, Maryland 21401
Island Breeze @ First Sunday Arts Festival | 2:30 PM | Stan and Joe's Saloon
Michael K. @ First Sunday Arts Festival | 11:00 AM | Annapolis West Street

Which Festivals can I attend in Annapolis this weekend?

Here are the Festivals to attend in Annapolis this weekend:

First Sunday Arts Festival | Sun 11:00 AM | Calvert and West Streets, Annapolis, MD, United States, Maryland 21401
Island Breeze @ First Sunday Arts Festival | Sun 2:30 PM | Stan and Joe's Saloon
Michael K. @ First Sunday Arts Festival | Sun 11:00 AM | Annapolis West Street

Which events are currently trending in Annapolis?