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April 24th & 25th 2027
11am to 5pm

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Two days. Hundreds of wines.

One charming waterfront town.

Uncorking April 24th 2027!

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Get ready for a wine experience
that goes far beyond the glass.

USE CODE "EARLYBIRD" TO SAVE $15 ON YOUR VIP BLACK PURCHASE
Image by Corina Rainer

New for 2027!

For 2027, we're  introducing TWO VIP TICKET OPTIONS, making the VIP experience accessible to wine lovers with different budgets. VIP & VIP BLACK!

VIP guests will enjoy dedicated VIP tastings on BOTH days, with the opportunity to visit two exclusive VIP locations, each featuring 20+ exceptional wines.

The new format gives you 2+ hours of VIP tasting each day at a relaxed pace, with plenty of time to explore the other Winefest venues, stroll through St. Michaels, and enjoy everything the weekend has to offer.

All wines will be available for purchase at special festival pricing, and discount coupons are included with both VIP ticket options.

 2 exclusive VIP venues

 20+ wines at each VIP venue

 6+ venues throughout Winefest

 Discount coupons included with both VIP ticket options

Taste the Wines. Buy Your Favorite.

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Looking for venues, wineries, or trusted vendors?
Explore Our Picks
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Uncork the weekend.

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Raise a glass to good times at WineFest in scenic St. Michaels, MD.

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Please drink responsibly.

OUR Sponsors

Curated with care, supported by our sponsors.

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If you're thinking about purchasing a ticket for either two days or just Sunday, we have s

April 26th & 27th

The “WINEFEST at St Michaels” you knew before COVID is back! 

Stellar selection of wines from around the world!

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A beautiful weekend to learn

about and taste wine in

historic St. Michaels!

A variety of

ticket options!

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Have you experienced WineFest previously or is this your first time?

If you have experienced WineFest before 2020, you know the enjoyment in store! If this is your first time, we think this will be the best wine tasting event you have experienced. More than a half dozen tasting venues throughout the town.

VIP events scheduled all day Saturday and Sunday.

Food & fun throughout

St. Michaels.

 

All of the wines tasted will be available at exclusive WineFest pricing throughout the weekend!

 

As you taste, you will have the chance to compare and discuss taste profiles, production process and ask questions with winemakers and staff. 

 

Something for everyone at each venue, and seated curated wines at VIP!

 

VIP attendees will each choose their VIP tastings for either Saturday or Sunday, and then be free to enjoy all of the other venues both days. 

 

VIP tastings will include at least 30 highly acclaimed wines of many varietals, both red and white. And the VIP ticket includes a $75 coupon good on the purchase of at least $300.00 of VIP wines. All of these wines will be 90 points or higher!

Have you experienced WineFest previously or is this your first time?

If you have experienced WineFest before 2020, you know the enjoyment in store! If this is your first time, we think this will be the best wine tasting event you have experienced. More than a half dozen tasting venues throughout the town.

VIP events scheduled all day Saturday and Sunday.

Food & fun throughout

St. Michaels.

 

All of the wines tasted will be available at exclusive WineFest pricing throughout the weekend!

 

As you taste, you will have the chance to compare and discuss taste profiles, production process and ask questions with winemakers and staff. 

 

Something for everyone at each venue, and seated curated wines at VIP!

 

VIP attendees will each choose their VIP tastings for either Saturday or Sunday, and then be free to enjoy all of the other venues both days. 

 

VIP tastings will include at least 30 highly acclaimed wines of many varietals, both red and white. And the VIP ticket includes a $75 coupon good on the purchase of at least $300.00 of VIP wines. All of these wines will be 90 points or higher!

2025 Venues

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In addition to offering hundreds of different wine labels, each venue will offer some food for purchase either from their own restaurants or from food vendors.  

Also, we are not offering shuttle bus service this year, but there will be private drivers who will be available to drive attendees around town (attendee to pay for the driving service).
 
We will offer Designated Driver bracelets at no cost.  All venues with vendors will be open for the public to visit, but only WineFest ticket holders will be able to taste wines.
 
Ticket processing will start at 10 am at either ticket tent Guilford and Company or the St Michaels Elementary School.   Each attendee must pick up his/her WineFest bracelet “in person” in order to have ID checked for age (must be 21).  

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New VIP tasting option now available!

Friday,April 25th
6pm
$35/person

We’ll be fortunate enough to sample at least six and possibly as many as eight wines, each with a generous 1oz pour, unless George discovers more bottles than anticipated! These wines are in such limited supply and rarely available.

The tasting will start at 6 pm and go for an hour in the Kemp House tents, which will be the location for VIP guests on Saturday.

Don’t miss this chance to savor some extraordinary vintages, such as a St. Emilion from the 2000s or an exceptional Sonoma Pinot Noir from eight years ago.

Due to the limited number of tickets, we strongly advise securing your spot today!

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VIP (BEST VALUE) 
Saturday $200
Sunday   $105

As a VIP ticket holder, you have access to ALL that WineFest has to offer.

 

-Includes 2 seated, curated presentations either Saturday or Sunday. 

-Access to all venues throughout the town

-Purchase coupon for $75 off of $300 purchase (redeemable at VIP location)

-WineFest tasting glass & WineFest lanyard

 

Includes 2 seated, curated presentations on either Saturday or Sunday!  Sessions start at 11am or 2pm on Saturday, or Noon on Sunday. You will enter your first VIP venue for tasting. After a short break in between, you will then make your way to the second presentation in a separate tent. Purchasing opportunities begin at the conclusion of your two sessions!  When you’re not at VIP, enjoy all of the other venues both days.

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Prices will increase over time! 

2 Day General Admission
$110

2-day general admission ticket grants you access to both days of WineFest!

Enjoy tasting venues throughout town, with access both days! (excludes the VIP venue)

Daily ticket includes opportunities to taste and discover over 150+ wines with something for everyone!

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General Admission

One Day Saturday General Admission

$100

Access to all venues except VIP all day Saturday.

One Day Sunday General Admission

$65

Access to all venues except VIP all day Sunday.

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