By: Aryonna Richard
The wait is over, bluegrass fans! The 2025 Annapolis Baygrass Music Festival initial lineup is officially here, and it promises to be two days you won’t forget. Mark your calendars for September 20 & 21, 2025, and get ready to experience the magic of music, community, and incredible vibes right alongside the beautiful Chesapeake Bay.
The Initial Lineup
We’re thrilled to announce this year’s stellar lineup, featuring legends of the bluegrass scene and fresh talent alike. Take a look at what’s in store for you this September at Sandy Point State Park in Annapolis, Maryland.
Headliners:
- Greensky Bluegrass (2 sets)
- Surprise Headliner TBA (Stay tuned—it’s going to be big!)
Featured Artists:
- Railroad Earth
- Kitchen Dwellers
- The Travelin’ McCourys
- LaMP (Russ Lawton, Scott Metzger, Ray Paczkowski)
- The Grateful Ball (featuring The Travelin’ McCourys)
- Kyle Hollingsworth Band
- Larry Keel’s Electric Larry Land
- Sam Grisman Project
- The Last Revel
- Midnight North
- Pressing Strings
- Geraldine (Baygrass House Band)
Artists-at-Large:
These incredible artists will be making appearances throughout the weekend:
- Holly Bowling (keys)
- Kyle Tuttle (banjo)
- Ron Holloway (sax)
Your Festival Highlights
Baygrass is more than a music festival—it’s an immersive experience for the whole family. Here’s what you can look forward to during this unforgettable weekend:
- Two Days, Two Stages, Fourteen Bands
- Breathtaking views of the Chesapeake Bay
- Local Cuisine & Craft Beverages to satisfy your cravings
- A KidZone, perfect for family-friendly fun
- Opportunities to connect at artist workshops and partner sessions
- Relaxing activities like beach yoga and yard games
- Inspiring work from local artists and vendors
- A lively beer garden and much more!
Get Your Early Bird Tickets Now!
Don’t wait—Early Bird GA and VIP 2-Day Tickets are on sale now. With limited availability, these tickets won’t last long. Secure your spot to experience the best in bluegrass, amazing coastal views, and all the extra perks that make Baygrass so special.
Plan Ahead – Book Your Lodging
With an expanded list of local lodging options Annapolis Baygrass has made sure you have the perfect place to stay during your weekend. Whether you’re looking to book with one of their local lodging partners or settle into the KOA campground, act fast—space is limited!
Why Baygrass is Special
Annapolis Baygrass Music Festival, believes the power of music is not only to bring people together but also to inspire meaningful change. That’s why their mission is rooted in environmental responsibility, community-building, and mental health awareness. During your time at Baygrass, you’ll be part of something bigger—supporting the protection of the Chesapeake Bay while soaking up the joy that bluegrass music brings.
Award-Winning Excellence
The 2024 Festy Awards recognized the Annapolis Baygrass Music Festival as a standout event, awarding us for:
- Best OVERALL Music Festival
- Best Artist-at-Large
- Best Family-Friendly Festival
See You at Baygrass!
Whether you’re a longtime festival-goer or a first-timer curious to experience the magic of an event like this, Blackspy can’t wait to welcome you. Get your tickets, pack your camping gear, and bring your love of music to Sandy Point State Park this September—Baygrass 2025 is calling your name.
