Maryland Wineries Association

Caribbean Wine Splash
2025-08-02 17:00 - 22:00 (America/New_York) | Dove Valley Vineyard and Winery, 645 Harrington Road, Rising Sun, 21911, United States
PURCHASE TICKET
Caribbean Wine SplashAugust 2nd* 5-10pm$10pp ADVANCE /$20pp GateUnder 21 Free AdmissionGate opens at 4:30pm“We be Jammin”Can’t make it to the Caribbean? NO ProblemDove Valley Winery is bringing the Vibe here!

Wine*Beer*FoodNo refunds. Event is rain or shineNo Outside Beverages or Food

Wine & Cupcakes - A Perfect Pairing at Castle Hill Winery
2025-08-16 12:00 - 2025-08-17 17:00 | Castle Hill Winery, 17039 Castle Hill Road, Hagerstown, MD, 21740, United States
🧁🍷 Satisfy your sweet tooth and sip your way through a thoughtfully paired flight of wine and cupcakes.

Each ticket includes:
– A curated flight of 4 Castle Hill wine tastings
– 4 decadent Flourish Cakery cupcakes, each perfectly matched to a wine selection
– A relaxing, seated tasting experience
This is the perfect outing for couples, friends, or anyone looking to slow down and savor something sweet.

📅 Date: Saturday, August 16th & Sunday, August 17th
🕒 **Time slots available every hour from 12 PM – 5 PM
**(Only 6 tickets available per time slot – reserve early!)
📍 Location: Castle Hill Winery
💲 Tickets: $30 per person
🎫 Ticket deadline: August 11th

🍷 Sip. 🧁 Savor. 💫 Repeat.

Spots are limited – reserve your tickets today! Click to order tickets now!

Vineyard Walk and Appetizers w/ Robbie Jester
2025-08-16 17:00 - 19:00 | Crow Vineyard & Winery, 12441 Vansant Corner Rd., Kennedyville, MD, 21645, United States
A welcome Sparkling Wine then off to the vineyard with a tour and appetizer stations throughout the vineyard as you learn about the upcoming harvest. Take a stroll to the winery and experience wine tasting and more appetizers while you hear about the preparations of the winery for harvest. Close the evening in the haybarn for a charcuterie board and another tasting of wine.

Grape Stomp
2025-09-07 12:00 - 16:00, 2025-09-21 12:00 - 16:00 | Crow Vineyard & Winery, 12441 Vansant Corner Rd., Kennedyville, MD, 21645, United States
Join us in celebrating our 2025 Harvest with a Grape Stomp! Slip off your shoes, step in the barrel and get to stomping. Sip on a glass of wine, or a tasting of 3 wines while you learn about the different grape varietals we grow in the vineyard. Additional food and wine by the glass or bottle available for purchase.

13th Annual WINESTOCK
2025-09-27 11:00 - 19:00 | Dove Valley Vineyard and Winery, 645 Harrington Road, Rising Sun, 21911, United States
PURCHASE TICKET
13th Annual WINESTOCK Festival!
Spread the Word Around! Tell your Friends! Don’t keep this to yourself!
Tickets $10/ADVANCE $20/Gate Admission fee includes Wine & Beer Tasting and a keepsake wine glass.
Under 21 free
Max and Denise Acoustics with an Edge 11am-1pm
The Edge 1-2pm
Old Skool 2-3pm
Smokin Guns 3-5pm
Olivia Reynolds 5-7pm

The Great Grape Stomp 2025
2025-09-28 12:00 - 17:00 | Miller’s Farmstead, 14506 National Pike, Clear Spring, MD, 21722, United States
Get ready to kick off your shoes and stomp into some fun! Castle Hill Winery & St. Andrew’s Episcopal Church invite you to join us for The Great Grape Stomp — a day of wine, music, and friendly competition.

Your contestant ticket includes:Entry into the grape stomping contest An exclusive event t-shirt

Event Highlights:Live music Award-winning Castle Hill wines Food & local vendors Plenty of laughs and grape-squishing fun
Date: Sunday, September 28th Time: Doors open at Noon | Grape Stomp begins at 1 PM Location: Miller’s Farmstead – 14506 National Pike, Clear Spring, MD

Contestant Tickets: $30 (includes event t-shirt) Spectators: FREE Extra Event T-Shirts: $20 (pre-order only)

Spots are limited and will sell out quickly—reserve your ticket today! https://the-great-grape-stomp-2025.cheddarup.com

Harvest Celebration Dinner w/ Robbie Jester
2025-10-25 18:00 - 21:00 | Crow Vineyard & Winery, 12441 Vansant Corner Rd., Kennedyville, MD, 21645, United States
An annual tradition to host a celebration of the grape harvest with a family style dinner, paired with Crow wines. The evening ends with a peek into the winery and a presentation with the winemaker to see the process of winemaking.
