Why You Need to See a Show at The Mainstay in Rock Hall

There’s only one place in Maryland known as “the home of musical magic.” That place is The Mainstay in Rock Hall, one of our favorite spots to catch live shows! If mingling with the locals and enjoying some tunes is your idea of a fun vacation activity, we highly recommend including this establishment on your itinerary! Below, we’ve listed everything you need to know about The Mainstay.

Everything You Need to Know About The Mainstay in Rock Hall

About the Venue

When you attend a show at The Mainstay, you get so much more than an evening of live entertainment. Located on Main Street in Rock Hall, Maryland, this fun and funky venue occupies a 100-year-old building full of history. The iconic spot came to life when the owner offered teacher-turned-musician Tom McHugh free use of the crumbling building. McHugh began hosting informal concerts there in 1997, and The Mainstay was born! Today, this nonprofit organization lives up to its name as a highly valued part of The Eastern Shore’s vibrant arts and culture scene.

What to Know Before You Visit

Attending a show at The Mainstay is easy! All you have to do is check the venue’s event calendar, select the show you’d like to see, and purchase your tickets. Tickets purchased online are non-refundable, but this allows you the convenience of paying in advance. Reservations can also be made over the phone or at the door (day-of). Student tickets are free when you make a phone reservation (it’s the perfect place to hang out with your Washington College student)!

Make it a “Mainstay Monday”

Looking for the perfect date night activity? Booking our Mainstay Monday Special is a must! Grab your special someone, choose a Monday show you’d like to attend, and we’ll add two complimentary tickets to your stay. Rates start at $199!

How to Get There

When you stay at Brampton Inn, all of the best activities and attractions on The Eastern Shore of Maryland are at your fingertips! The Mainstay is just a 16-minute drive away from Brampton Inn and Chestertown, Maryland. Head west on Highway 20 until you reach the town of Rock Hall. Navigate to North Main Street and find The Mainstay near The Pearl on Main, one of our favorite area restaurants!

Come Back to Comfort After an Incredible Live ShowThe Yellow Room

You’ll need a lovely place to stay after jamming to some jazzy tunes at The Mainstay in Rock Hall. Your private and spacious Brampton Inn accommodation will be waiting for you at the end of a day well spent! View our gorgeous suites and cottages and select your perfect home away from home. No matter which Select Registry-approved accommodation you choose, you’ll enjoy premium amenities like complimentary gourmet breakfast (delivered to you upon request), access to our bottomless (homemade) cookie jar, and so much more. What are you waiting for? It’s time to start planning your trip to beautiful Chestertown for an unforgettable show at The Mainstay!

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Toasting glasses of red wine in front of fireplace



Chestertown is the perfect location for a memorable staycation! Stay any 3 consecutive nights and receive 50% off your third night.

*Valid thru March 3, 2022 on new reservations only. Not valid with other special offers or third-party booking sites.