April 24th & 25th 2027
11am to 5pm
Two days. Hundreds of wines.
One charming waterfront town.
Uncorking April 24th 2027!
Get ready for a wine experience
that goes far beyond the glass.
USE CODE "EARLYBIRD" TO SAVE $15 ON YOUR VIP BLACK PURCHASE
New for 2027!
What’s New at Winefest This Year?
If you’ve been to Winefest before, you may be wondering: What’s different this year after 15+ years of Winefest? We’re glad you asked!
This year, VIP gets even better.
For the first time, VIP wines will be featured at two separate venues.
On one day of Winefest, you’ll spend a couple of hours enjoying VIP wines at one venue, and on your other day, you’ll visit the second venue.
The rest of each day you will be at the General Admission venues, which are all included.
That means VIP both days!
Instead of having just one VIP experience, you’ll now have 4+ hours of premium wine tastings between both days, giving you more time to explore, taste, learn, and decide which wines you want to take home.
And there’s truly something for everyone — Bubblies, Whites, Rosés, Reds, Ports, Desserts, and more!
More VIP Options. More Ways to Enjoy Winefest.
Whether you’re a first-time guest or a Winefest regular, we’ve also introduced more than one VIP ticket option, so you can choose the experience that fits you best.
With either VIP ticket, you’ll enjoy all of the regular Winefest venues plus a VIP experience each day.
And there’s another great perk: wine-buying discounts are included with your VIP ticket.
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VIP Ticket: $50 off a $250 wine purchase, redeemable either day.
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VIP Black Ticket: Two $75-off coupons, each redeemable on a $300 wine purchase.
Choose the VIP experience — and the wine-buying benefit — that works best for you.
More Time. More Wine. More to Discover.
We know our guests’ expectations have evolved. This year’s VIP experience is designed to give you more time, a broader selection of wines, and more opportunities to learn directly through tasting and discovery.
Taste the Wines. Buy Your Favorite.
Uncork the weekend.
Raise a glass to good times at WineFest in scenic St. Michaels, MD.
Please drink responsibly.
OUR Sponsors
Curated with care, supported by our sponsors.
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Stellar selection of wines from around the world!
A beautiful weekend to learn
about and taste wine in
historic St. Michaels!
A variety of
ticket options!
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
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).
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!
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.
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!
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.
