Winefest at St. Michaels

10/13/2026

We've got a shiny new website, and we can't wait for you to explore it!

W**eFest at St. Michaels is getting ready for another unforgettable weekend of w**e, waterfront charm, and wonderful discoveries in one of Maryland's most picturesque towns.

🥂 What's waiting for you? Everything you need to plan your W**eFest weekend, from ticket information and VIP experiences to all the delicious details.

And speaking of VIP... we've got some exciting things planned for 2027!

📅 April 24 & 25, 2027
📍 St. Michaels, Maryland

✨ Take a look around, make your plans, and get ready to raise a glass! Explore at w**efestatstmichaels.com

**eFestAtStMichaels **eFest2027 **eLovers **e

10/07/2026

Napa legend alert. 🚨

Cakebread Cellars is coming to W**eFest at St. Michaels April 2027! Jack and Dolores Cakebread started this family w**ery in Rutherford back in 1973, and it's been a staple on great w**e lists ever since.

You'll get to taste it by the water in St. Michaels. Tickets now on sale at https://bit.ly/3TbcSI6 🍷⚓

**eFestStMichaels

10/05/2026

❤️ Stay in the heart of St. Michaels for W**eFest weekend!

🏨 The Old Brick Inn is now booking for April 24 & 25, 2027 (longer stays available).

www.oldbrickinn.com

10/02/2026

🍷 The Atlantic's Premier W**e Weekend: How It All Began 🥂🍇

In 2010, we had a simple idea: turn the whole town of St. Michaels into a w**e tasting. Great w**es, great food, and a reason to wander from one door to the next.

Then came a few quieter years. From 2020 through 2024, W**eFest ran as a single-location, VIP-only event. Still good w**e, just a lot less wandering.

In 2025, we got our town back. Maryland w**eries now set up in shops and venues all over St. Michaels, and for one weekend the whole place becomes a walkable tasting.

One thing never changed. W**eFest is run by a charitable organization and supports charities on both sides of the Chesapeake Bay. Giving back has been part of the plan since day one.

W**eFest at St. Michaels returns April 24 & 25, 2027, for our 18th year, come walk it with us.

🍷 More info & tickets avail at W**eFestatStMichaels.com

**eFestStMichaels **e **eWeekend

10/01/2026

✨🥂 ALL tickets are officially ON SALE for W**eFest at St. Michaels 2027! 🍷✨

Whether you’re planning a full VIP weekend or just want to sip, stroll, and soak up the atmosphere in beautiful St. Michaels, now’s the time to lock in your spot.

Join us April 24–25, 2027, for two days of w**e, food, tastings, and one seriously good weekend on the Eastern Shore.

🎟️ All ticket levels are available now at W**eFestAtStMichaels.com (or our link in bio).

So...who’s coming with you? 🍷

If you have experienced W**eFest before 2020, you know the enjoyment in store! If this is your first time, we think this will be the best w**e tasting event you have experienced. More than a half dozen tasting venues throughout the town. VIP events scheduled all day Saturday and Sunday. Food and fun...

09/30/2026

Pour decisions were made. Now it’s your turn. 🍷🤗

Tickets are NOW ON SALE at all levels for W**eFest at St. Michaels 2027, happening April 24–25, 2027, from 11 AM–5 PM in downtown St. Michaels. Tickets currently range from $50–$175.

🎟️ Get your tickets at https://bit.ly/3TbcSI6

And the VIP experience is getting a major upgrade for 2027. There are two VIP ticket options, with dedicated VIP tastings on both days, the opportunity to visit two exclusive VIP locations featuring 20+ w**es each, 2+ hours of VIP tasting each day, special w**e purchase pricing, and discount coupons included.

Plus, all ticket buyers will receive a lanyard with their map and glass, so whether you go VIP or keep it classic, now’s the time to grab your spot for one seriously good w**e weekend. 21+ event.

**eFestAtStMichaels **eFestival **eWeekend

09/28/2026

🍷 What makes W**eFest at St. Michaels more than just another w**e festival?

I recently had the chance to interview W**eFest co-chair George Wilson about how the festival has evolved, what’s ahead for 2027, the new VIP experience, and what keeps people coming back to St. Michaels year after year.

It’s a fun behind-the-scenes look at the people, w**es, and ideas that have helped shape W**eFest at St. Michaels.

🍇 Read the full conversation at link in bio or offthevinepr.com/blog

09/25/2026

Not all w**e festivals are created equal. 🍷

At W**eFest at St. Michaels, it's not just about sipping. It's about the whole experience:

🍇 Taste an exceptional collection of w**es at the festival
🛍️ Buy your favorites to take home
🍷 Talk with w**emakers and w**e pros who actually know what's in the glass
🎟️ Special auctions, w**emaker events, and discount coupons for w**e lovers ready to stock up

Taste it. Learn it. Take it home.

W**eFest at St. Michaels returns in April 2027 for its 18th year. VIP TICKETS now on SALE!

**eFestStMichaels **eFestival **e

09/23/2026

🍷 Our love for St. Michaels doesn't stop when the festival tents come down. First up in our series celebrating the local businesses that make this town special: St. Michaels W**ery 🍇

Tucked right in the heart of town on South Talbot Street, this boutique w**ery pours handcrafted w**es inspired by the Eastern Shore. Come for a tasting, stay for a glass, and grab a few bottles to take home (or leave them with the team while you wander town).

🫧 Right now: Bubbly Wobbler Black is back ~ and with sparkle!

Visiting this fall? Put them on your list. Not local? They ship to 39 states.

Tell us: who's your go-to St. Michaels stop? 👇

09/22/2026

Just a dozen more reasons to 💙 St. Michaels.

Labor Day weekend may be behind us, but fall in St. Michaels is just getting started. 🍁 🍂

We’re officially counting down the days to our annual Fall Into St. Michaels festival! Mark your calendars for October 17–18 and join us for one of the season’s biggest weekends in town.

Fall’s main event is almost here. 🍁✨