St. Michaels Winery sits in the heart of St. Michaels, Maryland, a historic waterfront village on the Chesapeake Bay. Known for its maritime past, this charming Eastern Shore town offers visitors scenic views, fresh seafood, boutique shopping, and welcoming restaurants—all just steps from our tasting room.

Plan Your Trip

A little advance planning can make your visit to St. Michaels Winery even more enjoyable. Check our hours, find parking, and know what to expect at the tasting bar—so you can relax and savor every moment.

Your Tasting Room Experience

• Our tasting room is casual, so no reservation is needed.
Feel free to drop by whenever it suits you.

• When you arrive, take a seat at the tasting bar. Your server will share the available flights and describe each wine we pour.

• Pick the flight that sounds best to you and enjoy!

What to Expect at the Tasting Bar

Our friendly staff will welcome you and help you navigate our current wine list. Whether you're a wine connoisseur or just starting out, you can choose from several flights and sip at your own pace. Don't hesitate to ask—we love sharing tasting notes and suggesting food pairings.

Tasting Pricing

Common Questions

Do I need to book a tasting in advance?

No, our tasting room is informal and walk-ins are welcome. Stop by whenever you're in the area.

What does a tasting cost?

Each wine sample is $1.00, so a flight of five wines costs $5. A glass of wine or sangria is $5.00, and reserve wine by the glass is $8.00.

Which wines can I sample?

We offer several flights that highlight our current lineup. Your server will explain the options and describe each wine.

Can I buy bottles to take home?

Absolutely—our on-site wine shop has bottles for purchase. Our wines are also available at select nearby retailers.

Is the winery accessible?

We aim to make our tasting room comfortable for all guests. For specific accessibility questions, call us at 410-745-0808 and we'll assist you.

Are kids welcome?

Families are welcome, though the tasting room is geared toward adults. Children must stay with an adult at all times.

Tastings are $1.00 per sample, so a five-wine flight is just $5. Glasses of wine and sangria are $5.00, while reserve wine by the glass is $8.00.

Whether you're a local or planning a weekend getaway, St. Michaels Winery offers a relaxed way to sample Maryland wines. Pair your tasting with a stroll through town or a waterfront meal—our team can point you to favorite spots nearby.