Make your life happening by enrolling to entertainment events in Annapolis. Find a partner through a salsa night or take your partner to live in concerts by upcoming bands in your town. Get high while playing Beer Pong in a pub crawl or attending stand-up comedy events in Annapolis. Shake your legs in the happy streets, zumba or dance workshops or go for a film screening in the nearby cafes or theaters.
Explore Entertainment Events in Annapolis.
## Entertainment Events in Annapolis - **Event Name**: BAYGRASS 2026: Annapolis Baygrass Music Festival 9/19-20 - **Description**: 🏖️ Beachfront music festival at Sandy Point State Park in Annapolis, MD 😎 September 19 & 20, 2026. 🎟️ baygrassfestival.com The 2026 Annapolis Baygrass Music Festival Lineup: Little Feat Yonder Mountain String Band Béla Fleck My Bluegrass Heart S - **Interested Audience**: - Count: 1750 - **Date**: Sat Sep 19 2026 at 10:00 am – Sun Sep 20 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/baygrass-2026-annapolis-baygrass-music-festival-9-19-20/200029021521341 - **Venue**: 1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy80MzU3OGVlNmIwMjdmOWQzY2VkNDdmYjI0ZTUzYTgzZjEyY2UxZDE5ZmRjZDQ0YmQ1YTA5MjIzZDZiY2NiYWJjLXJpbWctdzEyMDAtaDYyOC1kYzI4NzhhOC1nbWlyP3Y9MTc4NzQyNjU4MQ.avif - **Categories**: music-festivals, festivals, music, entertainment, health-wellness, workshops, nonprofit, kids, yoga, art, mental-health, food-truck-festivals - **Event Name**: 21st Annual Boatyard Beach Bash - **Description**: One Incredible Night. Lasting Impact. Join us for the 21st Annual Boatyard Beach Bash! on Saturday, September 19, 2026! Spend an unforgettable evening on the shores of the Chesapeake Bay enjoying incredible food, handcrafted cocktails, live music, and b - **Interested Audience**: - Count: 156 - **Date**: Sat Sep 19 2026 at 04:00 pm – Sat Sep 19 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/21st-annual-boatyard-beach-bash/200030218286125 - **Venue**: 723 2nd St, Annapolis, MD, United States, Maryland 21403 - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy8wMTgyMzE3ODRiZmMyN2U4YzEzYjFmMzJhZjI1ZDI1Y2I5OGEzNDBiZjBhMTQ1NTdhOWJlNjk2YTY4MGY1OWVjLXJpbWctdzEyMDAtaDYyOC1kYzI4YThlOC1nbWlyP3Y9MTc4NzI5MzMzMg.avif - **Categories**: music, entertainment, performances, workshops, live-music - **Event Name**: Peter Mayer Group - Boatyard Beach Bash - Annapolis, MD - **Description**: Join us for the Annapolis Maritime Museum & Park’s 21st Annual Boatyard Beach Bash , headlined by world class musicians and members of the iconic Jimmy Buffett’s Coral Reefer Band. Let yourself be whisked away to Key West as you immerse yourself in th - **Interested Audience**: - Count: 60 - **Date**: Sat Sep 19 2026 at 04:30 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/peter-mayer-group-boatyard-beach-bash-annapolis-md/200030312930549 - **Venue**: Annapolis Maritime Museum & Park - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9iNDE3MmNiOWVhYjlmMWRlNWM4M2UxODViMTcwZGI0NDIyNThhMjdiNWZkOTNmM2JlODFlYjZkNzk5ZDFhYmQ2LXJpbWctdzEyMDAtaDMzNC1kY2Y4ZjhmOC1nbWlyP3Y9MTc4NzU3NDYyMA.avif - **Categories**: music, entertainment, workshops, performances, storytelling - **Event Name**: The Robert Cray Band in Annapolis - **Description**: 🎤 Experience The Robert Cray Band Live at Rams Head On Stage on Wednesday, September 16, 2026! 🎤 The countdown has begun! The Robert Cray Band is taking over Rams Head On Stage on Wednesday, September 16, 20 - **Date**: Wed Sep 16 2026 at 08:00 pm – Wed Sep 16 2026 at 10:00 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/the-robert-cray-band-in-annapolis/3300030153806940 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvODAyODJkMzAtNWIxYS0xMWYxLTljNmMtNTk2YjJjZWQ5M2I5LXJpbWctdzg5OC1oNjczLWRjMWQxZDFkLWdtaXIuanBnP3Y9MTc4MDAzMDQ4MA.avif - **Categories**: music, entertainment, concerts, art, countdown - **Event Name**: Los Lonely Boys at Rams Head On Stage - **Date**: Tue Sep 29 2026 at 08:00 pm – Tue Sep 29 2026 at 10:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/los-lonely-boys-at-rams-head-on-stage/2400029854749840 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9iOTk5OWNlMC1hYjBlLTExZjEtOGVkMS0wZGE1MGQyMzhkZmYtcmltZy13MTIwMC1oNzQ3LWRjNzg2ODU4LWdtaXIuanBnP3Y9MTc4ODgyMTUyMg.avif - **Categories**: trips-adventures, contests - **Event Name**: Anthony Rodia at Rams Head On Stage - **Date**: Sat Oct 03 2026 at 08:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/anthony-rodia-at-rams-head-on-stage/2400030572081617 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9jODRjMDdiMC1hZmVhLTExZjEtOTRlMS00Mzg5ZmMwOGNhZGEtcmltZy13MTIwMC1oNTUwLWRjMDgwODA4LWdtaXIucG5nP3Y9MTc4OTM1NTg1NQ.avif - **Event Name**: Southern Culture On The Skids - **Date**: Fri Sep 25 2026 at 07:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/southern-culture-on-the-skids/2300029867527241 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy81YWUyZTQ3MC00OWVhLTExZjEtYWJiZC03M2M5YmVlZmQ5MDItcmltZy13MTIwMC1oMTIwMC1kY2MwYTc0Mi1nbWlyLmpwZz92PTE3NzgxNDA2MzI.avif - **Categories**: contests, trips-adventures - **Event Name**: Here Come The Mummies - **Interested Audience**: - Count: 1 - **Date**: Wed Sep 16 2026 at 07:00 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/here-come-the-mummies/2300029885571523 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy8wMmJmN2FlMC1hZjRhLTExZjEtOTRlMS00Mzg5ZmMwOGNhZGEtcmltZy13MTA4MC1oMTM1MC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODkyODY3OTU.avif - **Event Name**: Sean Hayes at Rams Head On Stage - **Date**: Wed Sep 23 2026 at 08:00 pm – Wed Sep 23 2026 at 10:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/sean-hayes-at-rams-head-on-stage/2400030183357827 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9jZjRiOTI4MC01ZjQzLTExZjEtYjE2Zi0wZjlmNDY5NWIwYzQtcmltZy13MTA4MC1oMTM1MC1kY2YzZjNmMy1nbWlyLmpwZz92PTE3ODA0ODgwMjc.avif - **Categories**: trips-adventures - **Event Name**: Josh Blue at Rams Head On Stage - **Interested Audience**: - Count: 1 - **Date**: Thu Oct 15 2026 at 08:00 pm – Thu Oct 15 2026 at 10:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/josh-blue-at-rams-head-on-stage/2400030134445811 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9iMzJmMjVlMC05YWFjLTExZjEtOWJjNi04YjRmNTZkYjZjNDMtcmltZy13MTIwMC1oNjc1LWRjMTg0ODg4LWdtaXIuanBnP3Y9MTc4NzAyMDIwOA.avif - **Event Name**: ¡Viva la Música! A Night of Fire & Flair - **Description**: ¡Prepárate para una noche explosiva llena de ritmo, pasión y sabor que no olvidarás!About this Event¡Viva la Música! A Night of Fire & FlairGet ready for an electrifying in-person evening packed with pass - **Date**: Sat Sep 19 2026 at 07:30 pm – Sat Sep 19 2026 at 09:30 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/¡viva-la-música-a-night-of-fire-and-flair/100001993281479563 - **Venue**: Maryland Hall - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy85ZGQ1ZjBkMjU2NDRiZGNlZWYyNjJlNTI4M2QzYzc4OTcxMDdiM2NjNDFjYWFjNzNlNjBiNDU0YWU3MjJiZTI2LXJpbWctdzEyMDAtaDYwMC1kYzE3MTAxYi1nbWlyLmpwZz92PTE3ODMzNzUzNTE.avif - **Price**: USD 0 to 28 - **Categories**: fitness, Entertainment, Music - **Event Name**: Improv Show - Reflex Improv 10th Anniversary - **Description**: Come join Reflex Improv Friday September 18th for a night of improv comedy performed by local improvisers! Reflex is celebrating our 10th Anniversary of holding classes and shows in Annapolis!Show starts at 8pm and runs around 90 mi - **Interested Audience**: - Count: 6 - Avatar: https://lh3.googleusercontent.com/a/ACg8ocK48dUvHEvbg9PncCrrUoMzC37ARt5S0D4a7GRFAShPft0gRSwgsA=s96-c?sz=200 - Avatar: https://www.gravatar.com/avatar/27161d8c8828a4b8873ff95248e84665?s=800&d=identicon&r=g - **Date**: Fri Sep 18 2026 at 08:00 pm – Fri Sep 18 2026 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/annapolis/improv-show-reflex-improv-10th-anniversary-tickets/80002032765417 - **Venue**: ArtFarm - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4yLmFsbGV2ZW50cy5pbi90aHVtYnMvdGh1bWI2YTk2MjkwZDIyMzExLmpwZw.avif - **Price**: USD 10 - **Categories**: fine-arts, theatre, comedy, workshops - **Event Name**: Comedy Fundraiser - **Description**: Who doesn’t need a good laugh these days? We believe everyone does!! details below and in first post Doors 6:00PM Showtime 7:00PM We're bringing this comedy production for you to enjoy our FIRST EVER comedy fundraiser night with Big Timing Comedy, your - **Interested Audience**: - Count: 83 - **Date**: Sat Sep 26 2026 at 06:00 pm – Sat Sep 26 2026 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/comedy-fundraiser/200030338052612 - **Venue**: 914 Bay Ridge Ave, Annapolis, MD - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy83NDJjNTU3NWYxZjA0OTA3YWVkNzViZTBmYThjNWY2Mjc3MGIzMmY3YTJhOWVmYWI1NDMwZWEzZWQ2NjA3YTQxLXJpbWctdzk2MC1oNDk0LWRjMTgxODE4LWdtaXI_dj0xNzg3Nzk1ODgw.avif - **Categories**: comedy, entertainment, art, nonprofit, workshops, theatre, charities, business, music, food-drinks, fine-arts, literary-art - **Event Name**: The Carole King & James Taylor Story ft. Phoebe Katis & Dan Clews (8PM) - **Description**: THE CAROLE KING & JAMES TAYLOR STORY FT. PHOEBE KATIS & DAN CLEWS (8PM) SUN, 11 OCT 2026 at 08:00PM EDT Ages: All Ages Doors Open: 07:00PM Following critically acclaimed sell-out runs at The Edinburgh Fringe Festival, Adelaide Fringe, and sold- - **Interested Audience**: - Count: 21 - **Date**: Sun Oct 11 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/the-carole-king-and-james-taylor-story-ft-phoebe-katis-and-dan-clews-8pm/200030474011020 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy82ZDYzMmYwNjU1YTBhNjcwMmU3ZjhjOGU2ZmVhNWFjNWMwMjk5NjBiNzY4YzlmZjFjMWVlN2UyZWYyYmQxZWE5LXJpbWctdzEyMDAtaDYyOC1kY2Y4ZjhmOC1nbWlyP3Y9MTc4NzQ4ODAwOQ.avif - **Categories**: music, art, entertainment, festivals, theatre - **Event Name**: The Buena Vista Orchestra - **Date**: Sun Oct 04 2026 at 08:00 pm (-04:00) - **Event URL**: https://allevents.in/annapolis/the-buena-vista-orchestra/2300030533005122 - **Venue**: Rams Head On Stage - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy85NWI5YmU3MC1iMDAxLTExZjEtOTRlMS00Mzg5ZmMwOGNhZGEtcmltZy13MTIwMC1oMzkwLWRjZjhmOGY4LWdtaXIuanBnP3Y9MTc4OTM2NTY1MA.avif - **Categories**: Music, Entertainment ## Trending Events in Annapolis - **Event Name**: Improv Show - Reflex Improv 10th Anniversary - **Description**: Come join Reflex Improv Friday September 18th for a night of improv comedy performed by local improvisers! Reflex is celebrating our 10th Anniversary of holding classes and shows in Annapolis!Show starts at 8pm and runs around 90 mi - **Venue**: ArtFarm - **Banner**: https://cdn2.allevents.in/thumbs/thumb6a96290d22311.jpg - **Event Name**: BAYGRASS 2026: Annapolis Baygrass Music Festival 9/19-20 - **Description**: 🏖️ Beachfront music festival at Sandy Point State Park in Annapolis, MD 😎 September 19 & 20, 2026. 🎟️ baygrassfestival.com The 2026 Annapolis Baygrass Music Festival Lineup: Little Feat Yonder Mountain String Band Béla Fleck My Bluegrass Heart S - **Venue**: 1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409 - **Banner**: https://cdn-az.allevents.in/events4/banners/43578ee6b027f9d3ced47fb24e53a83f12ce1d19fdcd44bd5a09223d6bccbabc-rimg-w1200-h628-dc2878a8-gmir?v=1787426581 - **Event Name**: 21st Annual Boatyard Beach Bash - **Description**: One Incredible Night. Lasting Impact. Join us for the 21st Annual Boatyard Beach Bash! on Saturday, September 19, 2026! Spend an unforgettable evening on the shores of the Chesapeake Bay enjoying incredible food, handcrafted cocktails, live music, and b - **Venue**: 723 2nd St, Annapolis, MD, United States, Maryland 21403 - **Banner**: https://cdn-az.allevents.in/events1/banners/018231784bfc27e8c13b1f32af25d25cb98a340bf0a14557a9be696a680f59ec-rimg-w1200-h628-dc28a8e8-gmir?v=1787293332 - **Event Name**: 17th Annual Annapolis RUN for The Light House - **Description**: Half Marathon | 5K | Walk Scenic half-marathon and 5k routes along the trails of Quiet Waters Park and through the beautiful Chesapeake Bay-front community of Hillsmere Shores. This race event is unlike any other in the greater Annapolis area! Race rai - **Venue**: 600 Quiet Waters Park Rd, Annapolis, MD 21403-2700, United States - **Banner**: https://cdn-az.allevents.in/events7/banners/137333709802e04df5bddab9b2a46c87b48946d8963267488d538d2217468934-rimg-w1200-h675-dc182878-gmir?v=1787411793 - **Event Name**: The Annapolis Powerboat Show - **Description**: � Save the date! The Annapolis Powerboat Show returns October 8–11, 2026. It’s never too early to start planning for one of the biggest boating events of the year! https://www.annapolisboatshows.com/powerboat-show/ - **Venue**: Annapolis Boat Show - **Banner**: https://cdn-az.allevents.in/events1/banners/dd1f50cfdb5fa47a36ea085357af9a319f8fe1f75b5374a9ab7964e73cf8ec49-rimg-w1200-h628-dcf8f8f8-gmir?v=1788555470 - **Event Name**: Michael Franti Trio - **Venue**: Rams Head On Stage - **Banner**: https://cdn-az.allevents.in/events8/banners/e4115000-af8f-11f1-94e1-4389fc08cada-rimg-w1080-h1350-dce8e8f8-gmir.jpg?v=1789316811 - **Event Name**: Little Feat in Annapolis - **Description**: 🎶 Don't Miss this Out! Little Feat is Live at Sandy Point State Park on Saturday, September 19, 2026! 🎶 This is your moment. Little Feat is hitting Sandy Point State Park on Saturday, September 19, 2026 - **Venue**: Sandy Point State Park - **Banner**: https://cdn-az.allevents.in/events9/banners/eb66ffd0-12e6-11f1-acee-258006aecb7a-rimg-w1200-h675-dc192f2f-gmir.webp?v=1772091843 - **Event Name**: Annapolis Sailboat Show - October 2026 - **Description**: Save the Date — Annapolis Sailboat Show | October 15-18, 2026 Join Signature Catamarans at the renowned Annapolis Sailboat Show, taking place October 15–18, 2026 along the iconic City Dock in downtown Annapolis — widely recognized as one of the premier s - **Venue**: Annapolis City Dock - **Banner**: https://cdn-az.allevents.in/events7/banners/1a6daa133845d0ec328284b4eec37a5d79cf31579c326b2c12dbbea5ecdefa06-rimg-w1200-h899-dc080808-gmir?v=1787612446 - **Event Name**: Annapolis Fall Italian Festa 2026 - **Description**: 📍 620 Ridgely Avenue, Annapolis, MD 21401 🕙 Sunday, September 20 | 10 AM – 3 PM | Rain or Shine 🌎 Public Event · Everyone Welcome 🍁 Celebrate Fall – Italian Style! Join the Sons and Daughters of Italy Annapolis Lodge for a free, family-friendly Fall Itali - **Venue**: 620 Ridgely Avenue , Annapolis, MD, United States, Maryland 21401 - **Banner**: https://cdn-az.allevents.in/events7/banners/da4be76c5385f41d1d27c12644a8c22ae419583b59a3d1a80bd4f0fa2137a2cf-rimg-w1058-h430-dcc82828-gmir?v=1788301564 ## Browse Entertainment Events by Date - [Entertainment Events Today in Annapolis](https://allevents.in/annapolis/entertainment--today) - [Entertainment Events This Weekend in Annapolis](https://allevents.in/annapolis/entertainment--this-weekend) - [Entertainment Events in September in Annapolis](https://allevents.in/annapolis/entertainment--september) - [Entertainment Events in October in Annapolis](https://allevents.in/annapolis/entertainment--october) ## FAQs - **Q**: What are the top Entertainment events in Annapolis? - **A:** BAYGRASS 2026: Annapolis Baygrass Music Festival 9/19-20 (Sat Sep 19 2026 at 10:00 am at 1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409), 21st Annual Boatyard Beach Bash (Sat Sep 19 2026 at 04:00 pm at 723 2nd St, Annapolis, MD, United States, Maryland 21403), Peter Mayer Group - Boatyard Beach Bash - Annapolis, MD (Sat Sep 19 2026 at 04:30 pm at Annapolis Maritime Museum & Park), The Robert Cray Band in Annapolis (Wed Sep 16 2026 at 08:00 pm at Rams Head On Stage), Los Lonely Boys at Rams Head On Stage (Tue Sep 29 2026 at 08:00 pm at Rams Head On Stage). - **Q**: What Entertainment events are happening in Annapolis this weekend September 18–20, 2026? - **A:** BAYGRASS 2026: Annapolis Baygrass Music Festival 9/19-20 (Sat Sep 19 2026 at 10:00 am at 1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409), 21st Annual Boatyard Beach Bash (Sat Sep 19 2026 at 04:00 pm at 723 2nd St, Annapolis, MD, United States, Maryland 21403), Peter Mayer Group - Boatyard Beach Bash - Annapolis, MD (Sat Sep 19 2026 at 04:30 pm at Annapolis Maritime Museum & Park), ¡Viva la Música! A Night of Fire & Flair (Sat Sep 19 2026 at 07:30 pm at Maryland Hall), Improv Show - Reflex Improv 10th Anniversary (Fri Sep 18 2026 at 08:00 pm at ArtFarm). - **Q**: What Entertainment events are happening in Annapolis in September 2026? - **A:** BAYGRASS 2026: Annapolis Baygrass Music Festival 9/19-20 (Sat Sep 19 2026 at 10:00 am at 1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409), 21st Annual Boatyard Beach Bash (Sat Sep 19 2026 at 04:00 pm at 723 2nd St, Annapolis, MD, United States, Maryland 21403), Peter Mayer Group - Boatyard Beach Bash - Annapolis, MD (Sat Sep 19 2026 at 04:30 pm at Annapolis Maritime Museum & Park), The Robert Cray Band in Annapolis (Wed Sep 16 2026 at 08:00 pm at Rams Head On Stage), Los Lonely Boys at Rams Head On Stage (Tue Sep 29 2026 at 08:00 pm at Rams Head On Stage). - **Q**: How can I find Entertainment events in Annapolis? - **A:** You can discover upcoming Entertainment events in Annapolis on AllEvents.in. Browse by date, venue, or price to find events that match your interests. - **Q**: How do I buy tickets for Entertainment events in Annapolis? - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets. - **Q**: What are the popular venues for Entertainment events in Annapolis? - **A:** Some popular venues hosting Entertainment events in Annapolis include 1100 E College Pkwy, Annapolis, MD, United States, Maryland 21409, 723 2nd St, Annapolis, MD, United States, Maryland 21403, Annapolis Maritime Museum & Park. - **Q**: What is the price range for Entertainment events in Annapolis? - **A:** Prices for Entertainment events in Annapolis range from USD 10 to USD 28. Many events also offer free entry. - **Q**: Who are the top organizers for Entertainment events in Annapolis? - **A:** Popular organizers hosting Entertainment events in Annapolis include Annapolis Baygrass Music Festival, Annapolis Maritime Museum & Park, Peter Mayer. - **Q**: Are there any online Entertainment events available? - **A:** Yes, many Entertainment events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere. - **Q**: How can I get notified about new Entertainment events in Annapolis? - **A:** Follow the Entertainment category on AllEvents.in to get notified when new Entertainment events are listed in Annapolis. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/58/5efbefdb8e438db5c829e697673309/Maskgroup-3-.webp ## Entertainment events from nearby cities - [Entertainment events in Edgewater](https://allevents.in/edgewater-md/entertainment) - [Entertainment events in Mayo](https://allevents.in/mayo-md/entertainment) - [Entertainment events in Severna Park](https://allevents.in/severna-park/entertainment) - [Entertainment events in Lake Shore](https://allevents.in/lake-shore/entertainment) - [Entertainment events in Stevensville](https://allevents.in/stevensville-md/entertainment) - [Entertainment events in Millersville](https://allevents.in/millersville-md/entertainment) - [Entertainment events in Crofton](https://allevents.in/crofton-md/entertainment) - [Entertainment events in Chester](https://allevents.in/chester-md/entertainment)