Maryland Wineries' Calendar of Promotional Events & Activities

Maryland's wineries offer hundreds of fun-filled events throughout the year. Whether you bring the whole family, a group of friends, or that special someone, events at Maryland's wineries can be both entertaining and educational. Events listed are those hosted by members of the Maryland Wineries Association.

Here you'll find the wineries' major events for the year.



Month:        Event Type:        Wine Trail:        Winery:  



May

May 05

Burning of the Vines

Layton's Chance Vineyard and Winery

Join us for our 3rd Annual "Burning of the Vines" Celebrate the new season by burning last year's growth with a huge bonfire! Food Trucks, Live Music by Second Wind Bring a lawn chair Over 21 only

Layton's Chance Vineyard and Winery

Cost:
$7 advance tickets, $10 at the door

When:
6:30pm

Where:
Layton's Chance Vineyard and Winery
Get Directions


May 05

Friday Music

Big Cork Vineyards

Hard Swimmin’ Fish is an ensemble deeply rooted in the traditions of American music. Our down home roots sound pilfers from the best that early American music has to offer including blues, jazz, funk and swing, and churn it all up into a spicy brew that is familiar yet uniquely our own.

Big Cork Vineyards

Cost:
0

When:
6:00 - 9:00 pm

Where:
Big Cork Vineyards
Get Directions


May 06

BIG BIRTHDAY Party

Big Cork Vineyards

It’s our birthday and we’re throwing a BIG party. Join us for a day of great music, award-winning wine and fun. Tickets go on sale March 1 at MDTix. BIG Birthday Party Saturday, May 6 10:30 am to 9 pm Tickets $25 pp online, plus service fee ($35 at door), includes wine glass and one glass of wine, $5 designated drivers and under 21. Under 10 free admission. 11:00 am – 12:30 pm Lucky Punk 1:00 – 2:30 pm Vertigo Red 3:00 – 4:30 pm Fuzzy Match 5:00 – 6:30 pm Southern Charm 7:00 – 8:30 pm The Reagan Years Advance tickets are $25, plus service fee. At the gate, $35. Save yourself some bucks and buy early.

Big Cork Vineyards

Cost:
$25 plus service fee, $35 at the gate

When:
10:30 am - 9:00 pm

Where:
Big Cork Vineyards
Get Directions


May 06

Live Music in the Vineyard!

Catoctin Breeze Vineyard

Featuring David Davol

Enjoy a relaxing afternoon with our award-winning wines, while listening to music by David Davol. Over 400 songs in constantly updated repertoire, all request live show according to audience preference.

Catoctin Breeze Vineyard

Cost:
Free

When:
2-5 pm

Where:
Catoctin Breeze Vineyard
Get Directions


May 06

Live Music with Sweet B!

Sugarloaf Mountain Vineyard

Sugarloaf Mountain Vineyard

Cost:
0

When:
2-5pm

Where:
Sugarloaf Mountain Vineyard
Get Directions


May 07

Live Music with Andrew O'Day!

Sugarloaf Mountain Vineyard

Sugarloaf Mountain Vineyard

Cost:
0

When:
2-5pm

Where:
Sugarloaf Mountain Vineyard
Get Directions


May 07

Sunday Music: Mike Gellar

Big Cork Vineyards

Mike Gellar brings a distinctive harmonic approach and improvisation to his jazz guitar music. He cites Jim Hall, Wes Montgomery, Pat Martino and Emily Remler among his influences. While mostly self-taught, Mike studied music theory at Frostburg State University and privately with guitarists Bill Bittner and Larry Woolridge. Join us from 1:00 – 4:00 pm for a lovely afternoon at the vineyard.

Big Cork Vineyards

Cost:
0

When:
1:00 - 4:00 pm

Where:
Big Cork Vineyards
Get Directions


May 07

Live Music in the Vineyard

Catoctin Breeze Vineyard

Featuring Harmonica Jazziz

Harmonica Jazziz features the rarefied and unique sound of jazz chromatic harmonica. Syd Machat, on harmonica & latin percussion, will be joined by Jordan Clawson, piano & vocals. The Band will play selections from “The Great American Song Book” as well as Brazilian samba jazz. Harmonica Jazziz has played at a variety of area venues, including 5-star hotels in Washington, DC. and private events.

Catoctin Breeze Vineyard

Cost:
Free

When:
1-4pm

Where:
Catoctin Breeze Vineyard
Get Directions


May 07

Uncork your Creativity..Mark Making with Palette Knife

Dove Valley Winery

Uncork your Creativity Mark making with Palette Knife Instructor: Carole Huber Exploring the different ways of mark making when painting with knife rather than the brush. Oil painting offers an amazing range of possibilities .A step by step start to finish painting guided by the instructor. No previous experience required. Limit 12 per class Please call 410-658-8388 to complete your booking

Dove Valley Winery

Cost:
$30 includes all material and a glass of wine

When:
1-3pm

Where:
Dove Valley Winery
Get Directions


May 12

Mothers Day Sip-n-Shop *Chocolate & Wine Pairing

Dove Valley Winery

Chocolate & Wine Pairing for Mothers Day $15/person.. Limited Seating(RSVP Needed) Call 410-658-8388 to make reservations Tickets include: *Pairing of 4 Award Winning Wines & 4 Gourmet Chocolates *Box of Gourmet Chocolates * Souvenir Dove Valley Wine Glass *Pinot Noir -Sea Salt Milk Chocolate Caramel *Summer Hill- Dark Raspberry Truffle *Bianca- White Chocolate Orange Creamsicle Truffle *Peach -Dark Chocolate Orange Peel

Dove Valley Winery

Cost:
$15 pp

When:
12-5pm

Where:
Dove Valley Winery
Get Directions


May 12

Educator Night hosted by WCTA

Red Heifer Winery

Enjoy an evening at Red Heifer Winery while supporting the Washington County Teachers Association Scholarship Fund. Your ticket provides you with a wine sampling or glass of wine, light fare, musical entertainment, and lawn games. $5 of every ticket supports the Scholarship Fund! This even is open to the public. 21+ please. Call the WCTA office for your tickets 301-797-7682.

Red Heifer Winery

Cost:
15

When:
4-7

Where:
Red Heifer Winery
Get Directions


May 12

Friday Music: Mountain Ride

Big Cork Vineyards

Mountain Ride was forged in the Great Valley of south-central Pennsylvania, for the simple need to play bluegrass. For these five friends, bluegrass is a necessity. Hailing from the new generation of bluegrassers, they tend to bring a unique flair to the traditional, and a progressive twist to the original. Mountain Ride is composed of Eric Avey (guitar and vocals), Scott Matlock (fiddle and vocals), Corey Woodcock (banjo), Chance Hurley (mandolin), and Kate Avey (bass and vocals). With years of experience under their straps and strings, they have found something new, something that can only be described as Mountain Ride. Join us from 6:00- 9:00 pm for a fun evening. Food truck this evening is Holy Crepes.

Big Cork Vineyards

Cost:
0

When:
6:00 - 9:00 pm

Where:
Big Cork Vineyards
Get Directions


May 12

Mothers Day Sip-n-Shop*Younique Facial Party

Dove Valley Winery

Younique Facial Party Includes a glass of wine in a keepsake wine glass Younique representative will recommend and assist You with each step to create your own Royal Facial Learn & Give your skin the Royal treatment! 1) Cleanse; Shine Cloths, Pore Purifying or Gentle Cleansers 2) Mask; Royal Bamboo Detoxifying Hydrating Mask 3) Moisturizers; Time Correcting Night Cream, Hydrating or Renewing Day Cream 4) Toners; Royalty Rose Water Toning Spritz 5) Treat; Uplift Beauty Serum or Instant Lifting Serum *Call 410-658-8388 for reservation

Dove Valley Winery

Cost:
$15pp

When:
12-5pm

Where:
Dove Valley Winery
Get Directions


May 13

Mothers Day Sip-n-Shop*Younique Facial Party

Dove Valley Winery

Younique Facial Party Includes a glass of wine in a keepsake wine glass Younique representative will recommend and assist You with each step to create your own Royal Facial Learn & Give your skin the Royal treatment! 1) Cleanse; Shine Cloths, Pore Purifying or Gentle Cleansers 2) Mask; Royal Bamboo Detoxifying Hydrating Mask 3) Moisturizers; Time Correcting Night Cream, Hydrating or Renewing Day Cream 4) Toners; Royalty Rose Water Toning Spritz 5) Treat; Uplift Beauty Serum or Instant Lifting Serum *Call 410-658-8388 for reservation

Dove Valley Winery

Cost:
$15pp

When:
12-5pm

Where:
Dove Valley Winery
Get Directions


May 13 - May 14

Mothers Day Weekend Celebration!

Sugarloaf Mountain Vineyard

This year our Mother's Day Weekend will be an official ticketed event! For $10 you will receive a souvenir glass and a glass of wine, Tastings until 5:30pm of all available wines for an additional $10/person. Live music on the patio from 2-5pm and food from Atlantic Smokers will be available! All coolers will be checked. All tickets sales will be at the gate. Under 21 and designated drivers will be charged $5 for access to the winery, live music, and food venders. A bottle of water will be provided! Stroller age toddlers and infants are free of course! We hope to see you and help you give Mom a memorable Mother's Day Weekend!

Sugarloaf Mountain Vineyard

Cost:
10

When:
12-6pm. Last Call ends at 5:30pm.

Where:
Sugarloaf Mountain Vineyard
Get Directions


May 13

Saturday Music: Lovesick Hillbillies

Big Cork Vineyards

More award-winning bluegrass to tap your toes to! The Lovesick Hillbillies is a MD/PA-based five-piece band comprised of award-winning members who are committed to maintaining the integrity of the genuine American form of music known as Traditional Bluegrass. The band members take pride in their version of classic tunes with their outstanding harmonies and lead vocals, as well as top-notch musicianship by members Matthew Geiger (guitar/vocals), Eric Knowles (banjo/vocals), Nicolette Worth Wagman (upright bass/vocals), Jeff Kidd (mandolin), and Tad Marks and/or Tim Kidd (fiddle/vocals). The Lovesick Hillbillies offer family-friendly entertainment that appeals to all ages and serve to expand an appreciative audience that will ensure “real” bluegrass stays alive and well.

Big Cork Vineyards

Cost:
0

When:
1:00 - 4:00 pm

Where:
Big Cork Vineyards
Get Directions


May 13

Mothers Day Sip-n-Shop *Chocolate & Wine Pairing

Dove Valley Winery

Chocolate & Wine Pairing for Mothers Day $15/person.. Limited Seating(RSVP Needed) Call 410-658-8388 to make reservations Tickets include: *Pairing of 4 Award Winning Wines & 4 Gourmet Chocolates *Box of Gourmet Chocolates * Souvenir Dove Valley Wine Glass *Pinot Noir -Sea Salt Milk Chocolate Caramel *Summer Hill- Dark Raspberry Truffle *Bianca- White Chocolate Orange Creamsicle Truffle *Peach -Dark Chocolate Orange Peel

Dove Valley Winery

Cost:
15pp

When:
12-5pm

Where:
Dove Valley Winery
Get Directions


May 13

Live Music with Kenny & Joel to celebrate Mother's Day Weekend! (ticketed event)

Sugarloaf Mountain Vineyard

Sugarloaf Mountain Vineyard

Cost:
10

When:
2-5pm

Where:
Sugarloaf Mountain Vineyard
Get Directions


May 13

Live Music in the Vineyard!

Catoctin Breeze Vineyard

Featuring The Monocacy Jazz Quartet

Stop by the Vineyard to enjoy our award-winning wines, and live jazz music by the Monocacy Jazz Quartet. Bring family, friends, and a picnic!

Catoctin Breeze Vineyard

Cost:
Free

When:
2-5 pm

Where:
Catoctin Breeze Vineyard
Get Directions


May 13

The Golden Girls Murder Mystery Dinner Theater

Dove Valley Winery

Thank you for being a friend! Especially a Golden Girl friend! Your favorite ladies from the ‘80s are throwing a party, and you’re invited! Sophia, Blanche, Rose, and Dorothy have worked long and hard to throw the perfect celebration, but will they still be celebrating when they discover a deadly flaw in their party guest, Arthur? The women uncover something deadly, and they are not at all pleased! As Sophia attempts to lighten the mood with a song, someone’s attempting to lighten the mood with a BANG! Who could the killer be? Cast your vote! Perhaps YOU can solve this Golden Girl Mystery

Dove Valley Winery

Cost:
$35 pp /Includes Dinner ,Show and a glass of wine

When:
6-9pm *Doors open 5:30pm

Where:
Dove Valley Winery
Get Directions


May 14

Mother's Day Picnic Lunch

Layton's Chance Vineyard and Winery

Treat mom to a picnic on her special day! Live music by Justin Ryan, all moms receive one FREE glass of wine with lunch. Choice of: Grilled Chicken Caesar Salad Mediterranean Wrap - roasted red peppers, mozzarella, tomato, basil, italian ham Chicken Salad on Croissant All lunches come with side of fruit salad, pasta salad, water bottle, and brownie or cookie Your picnic lunch will be ready for you to pick up when you arrive. Enjoy our picnic area with friends and family. $20/person. Advance purchase required.

Layton's Chance Vineyard and Winery

Cost:
20/person

When:
1-4pm

Where:
Layton's Chance Vineyard and Winery
Get Directions


May 14

Live Music with Freddie Long to celebrate Mother's Day! (Ticketed event)

Sugarloaf Mountain Vineyard

Sugarloaf Mountain Vineyard

Cost:
10

When:
2-5pm

Where:
Sugarloaf Mountain Vineyard
Get Directions


May 14

Sunday Music: Drew Adams

Big Cork Vineyards

Join us from 1:00 – 4:00 pm as we welcome back a Big Cork Vineyard favorite artist, Drew Adams. Pack a picnic, or pick up something from our Grab-and-Go Food Market to pair with your favorite award-winning, Big Cork Vineyards wine.

Big Cork Vineyards

Cost:
0

When:
1:00 - 4:00 pm

Where:
Big Cork Vineyards
Get Directions


May 14

Music in the Vineyard with California Bob

Fiore Winery

Music in the Vineyard with California Bob

Fiore Winery

Cost:
0

When:
1-4pm

Where:
Fiore Winery
Get Directions


May 14

Mothers Day Sip-n-Shop*Younique Facial Party

Dove Valley Winery

Younique Facial Party Includes a glass of wine in a keepsake wine glass Younique representative will recommend and assist You with each step to create your own Royal Facial Learn & Give your skin the Royal treatment! 1) Cleanse; Shine Cloths, Pore Purifying or Gentle Cleansers 2) Mask; Royal Bamboo Detoxifying Hydrating Mask 3) Moisturizers; Time Correcting Night Cream, Hydrating or Renewing Day Cream 4) Toners; Royalty Rose Water Toning Spritz 5) Treat; Uplift Beauty Serum or Instant Lifting Serum *Call 410-658-8388 for reservation

Dove Valley Winery

Cost:
$15pp

When:
12-5pm

Where:
Dove Valley Winery
Get Directions


May 15

Mothers Day Sip-n-Shop *Chocolate & Wine Pairing

Dove Valley Winery

Chocolate & Wine Pairing for Mothers Day $15/person.. Limited Seating(RSVP Needed) Call 410-658-8388 to make reservations Tickets include: *Pairing of 4 Award Winning Wines & 4 Gourmet Chocolates *Box of Gourmet Chocolates * Souvenir Dove Valley Wine Glass *Pinot Noir -Sea Salt Milk Chocolate Caramel *Summer Hill- Dark Raspberry Truffle *Bianca- White Chocolate Orange Creamsicle Truffle *Peach -Dark Chocolate Orange Peel

Dove Valley Winery

Cost:
$15 pp

When:
12-5pm

Where:
Dove Valley Winery
Get Directions


May 19

Friday Music: Tall Blonde and Thirsty

Big Cork Vineyards

Jill Fulton is a singer/songwriter from Greencastle, PA and lead vocalist for the Tall Blond & Thirsty Band. Jill has been performing since she was 3 years old. Growing up in Churchville, MD just below the Mason-Dixon Line, near Baltimore, Washington and Philadelphia, gives her original songs influences from Philadelphia funk to Patsy country. Jill and her band, made up of five highly skilled professional musicians: Andrew Elwood on guitar, Dale Sharrah on bass, David Gorozdos on keyboard, Jeffery Shoop on drums and Neil Whitmoyer on harmonica, are currently in the studio working on their “Southern Breeze” album; a spring release is expected. Jill’s powerful vocal skill is awe-inspiring and all business on stage. She’ll get your toes tapping, body shaking and you’ll leave with a smile on your face! Food truck this evening is Flavor of Maryland.

Big Cork Vineyards

Cost:
0

When:
6:00 - 9:00 pm

Where:
Big Cork Vineyards
Get Directions


May 20

Big Preakness Party

Big Cork Vineyards

More details coming soon!

Big Cork Vineyards

Cost:

When:
1:00 - 7:00 pm

Where:
Big Cork Vineyards
Get Directions


May 20

Live music with Denny Grizzle!

Sugarloaf Mountain Vineyard

Sugarloaf Mountain Vineyard

Cost:
0

When:
2-5pm

Where:
Sugarloaf Mountain Vineyard
Get Directions


May 20

Classic Rock Featuring *The Instigators

Dove Valley Winery

Classic Rock Featuring *the Instigators The Instigators will perform a night of Classic Rock ‘n’ Roll favorites Ticket includes a Glass of Wine in Keepsake wine glass Tickets can be purchased on line at www.missiontix.com or 410-658-8388 *Food Available for purchase *No Outside Beverages *No Coolers

Dove Valley Winery

Cost:
$10pp (on line) /$20 at Gate

When:
6-9pm *Doors open 5:30pm

Where:
Dove Valley Winery
Get Directions


May 20

Live Music in the Vineyard!

Catoctin Breeze Vineyard

Featuring Damion Wolfe

Come out and enjoy a tasting of our award winning wines, while listening to great music by singer/songwriter Damion Wolfe. Having been nominated three times by the Washington Area Music Association, Damion’s sound exemplifies the musical influence of the region, as well as his own eclectic signature.

Catoctin Breeze Vineyard

Cost:
Free

When:
2-5 pm

Where:
Catoctin Breeze Vineyard
Get Directions


May 21

Live music with Shady Lane!

Sugarloaf Mountain Vineyard

Sugarloaf Mountain Vineyard

Cost:
0

When:
2-5pm

Where:
Sugarloaf Mountain Vineyard
Get Directions


May 21

Sunday Music: Ed Barney

Big Cork Vineyards

Ed Barney blends blues, soul, and classic rock with folk and bluegrass to create a unique sound. Ed interprets songs familiar and not-so-familiar in his own creative style. Sing along to America’s “Ventura Highway,” to Stevie Ray Vaughn’s “Look at Little Sister,” Bob Dylan’s “One More Night” and the Monkees/Neil Diamond’s “I’m a Believer,” (among others!) as you join us from 1:00 – 4:00 pm for a fun, upbeat, spontaneous and entertaining afternoon.

Big Cork Vineyards

Cost:
0

When:
1:00 - 4:00 pm

Where:
Big Cork Vineyards
Get Directions


May 26

Friday Night Music: Miss Moses

Big Cork Vineyards

Miss Moses combines covers of legendary performers like Bob Dylan, Levon Helm and The Band, The Byrds, Taj Mahal, Tom Petty, and John Hiatt with contemporary alternative artists such as Old Crow Medicine Show, A. A. Bondy and Robert Earl Keen. An eclectic mix of songs by artists as diverse as The Strawbs, Jack White, and the Reverend Gary Davis are thrown in for good measure. Many of their covers are stylized to blend varied genres such as Rockabilly, Zydeco, Bluegrass, and Rock into the mix. Food truck this evening is Java Cruiser, back with their gourmet grilled cheese sandwiches.

Big Cork Vineyards

Cost:
0

When:
6:00 - 9:00 pm

Where:
Big Cork Vineyards
Get Directions


May 27

Saturday Music: Drew Adams

Big Cork Vineyards

A Big Cork Vineyard favorite, join us for a relaxing Saturday afternoon of acoustic guitar music.

Big Cork Vineyards

Cost:
0

When:
1:00 - 4:00 pm

Where:
Big Cork Vineyards
Get Directions


May 27

Live Music with Jason Masi!

Sugarloaf Mountain Vineyard

Sugarloaf Mountain Vineyard

Cost:
0

When:
2-5pm

Where:
Sugarloaf Mountain Vineyard
Get Directions


May 27

Live Music in the Vineyard!

Catoctin Breeze Vineyard

Featuring California Bob

Enjoy a selection of award winning white and red estate wines while listening to live music by California Bob. California Bob brings a Classic Acoustic Rock sound ~ featuring Beatles, Bob Dylan, Elvis Presley, Grateful Dead, Green Day, Jethro Tull, Jimmy Buffett, Johnny Cash, Led Zeppelin, Little Feat, Lynyrd Skynyrd, Moody Blues, Pink Floyd, Rolling Stones, The Who, Van Morrison, and many more, featuring an eclectic mix ~ something for everyone ~ along with a plethora of unique, original songs.

Catoctin Breeze Vineyard

Cost:
Free

When:
2-5 pm

Where:
Catoctin Breeze Vineyard
Get Directions


May 27

Annual Birthday Bash

Layton's Chance Vineyard and Winery

Happy 7th Birthday to us! Golden Touch will be rocking the vineyard! They serve up a mix of Top 40 Pop, Dance, 80s, Classic and Modern Rock covers that you know and love! Food available for purchase, bounce house, cake (of course!) and our annual “JOE” SALE!

Layton's Chance Vineyard and Winery

Cost:
$7/person 21+ advance tickets $10/person 21+ at the door Under 21 & Gold Leaf Members - FREE

When:
6-9pm

Where:
Layton's Chance Vineyard and Winery
Get Directions


May 28

Live Music with Mike Bowers!

Sugarloaf Mountain Vineyard

Sugarloaf Mountain Vineyard

Cost:
0

When:
2-5pm

Where:
Sugarloaf Mountain Vineyard
Get Directions


May 28

Sunday Music: Todd Brooks

Big Cork Vineyards

Todd Brooks brings his acoustic guitar to Big Cork Vineyards, for an afternoon of award-winning wine and great music.

Big Cork Vineyards

Cost:
0

When:
1:00 - 4:00 pm

Where:
Big Cork Vineyards
Get Directions


May 28

Music in the Vineyard with Gil Bruns

Fiore Winery

Music in the Vineyard with Gil Bruns

Fiore Winery

Cost:
0

When:
1-4pm

Where:
Fiore Winery
Get Directions


May 28

Live music with Kerensa Gray

Red Heifer Winery

Summer Music Series

Kick off the season of music with jazz vocalist Kerensa Gray!

Red Heifer Winery

Cost:
0

When:
5-7pm

Where:
Red Heifer Winery
Get Directions


May 28

Embrace the Race! 5k

Knob Hall Winery

run, 5k, family, healthy, wine, music

Enjoy a relaxing 5k run/ walk around our gorgeous winery! This is an exciting off road course with an official timer provided by Racine MultiSports! You will have the chance to run through our blossoming grape vines which will be labeled so you can eat up all those Chardonnay and Chamboucin grapes if you wish! *we're looking at you Sandra! (This is an all ages event* 21yrs + only receive a complimentary glass of wine with participation) Your entry fee will secure you a spot on the start line, an event wine glass (one complimentary glass of Knob Hall wine), t-shirt and live music! There will also be delcious and mindful foods available for purchase from our Executive Chef/ Caterer, Jeremy Jones! Like the Cabernet 5k, this race will also benefit Girls Inc of Washington County! Early Registration opens February 24th! https://www.imathlete.com/events/EventReg/EventReg_SelectType.aspx?fEID=40482&fNew=1&fsource=imAEDetails

Knob Hall Winery

Cost:
varies; see description

When:
11am

Where:
Knob Hall Winery
Get Directions


May 29

BIG Bonus Monday Music: Ed Snap

Big Cork Vineyards

It’s a long holiday weekend and we’ve got a bonus day of music for you to enjoy along with our award-winning wine. Ed Snapp & Daren Mullenix, a singing duo with one guitar. They will be performing acoustic acoustic music of the 70s, such as Simon & Garfunkel, James Taylor, The Beatles , & Loggins & Messina,as well as some original songs & guitar instrumentals.

Big Cork Vineyards

Cost:
0

When:
1:00 - 4:00 pm

Where:
Big Cork Vineyards
Get Directions


May 29

Live Music with Freddie Long to celebrate Memorial Day!

Sugarloaf Mountain Vineyard

Sugarloaf Mountain Vineyard

Cost:
0

When:
2-5pm

Where:
Sugarloaf Mountain Vineyard
Get Directions