If you want a symbol of what Great Frogs Winery is all about, look no further than the jam jars.
Rather than pour from a bottle, or send guests out onto the stone patio overlooking the vines with elaborate glass decanters, the little Annapolis winery serves in prefilled jam jars. If you order a flight of all eight wines, you get eight 1.5-ounce jars, each with its own lid firmly screwed on and held together in a cloth bag.
And for Maryland wine â heck, any wine, really â Great Frogs is very good. Maybe just as importantly, the winery doesnât take itself too seriously and wants a visit to be fun.
âWhen COVID happened, everybody was just tired of rules,â winery co-owner Andrea OâShea said. âThey kind of just wanted a little bit of freedom. Thatâs the direction we took. We wanted to make it more accessible. We always wanted to be fun and friendly and easygoing and have the wine be accessible.â
There is live music Fridays, Saturdays and Sundays, with additional performances scheduled over the Labor Day weekend. The next few weeks may be the best time to visit, as harvest begins.

When I caught up with OâShea, who runs the business with her husband and partner Nathaniel OâShea, she had just left a meeting on the logistics of bringing in the first varietal, chardonnay, and plans for the other whites and the reds that will follow. The winery has about 9 acres in Annapolis, and another 20 or so on the Eastern Shore.
âWeâre almost ready to harvest,â she said. âItâs earlier than normal.â
The focus of the winery has shifted. The OâSheas have given up on working the wine festival circuit, instead focusing on making their Harness Creek Vineyard, the one in Annapolis, a destination.
You can order wines by the glass or the bottle, or the flights. Reservations are recommended for indoor tables, and the patio and lawn is first-come, first-served. There is cheese, charcuterie and crackers, but you can bring your own food to the outdoor seating as weather permits.
Then there is the wine itself, with names like Silopanna White (Annapolis spelled backward), Choptank Red and Powatinika. The wines are dry and well-made. A glass is $10, but you get to keep the glass. A bottle is $31-$53, which might sound like a lot for a casual wine drinker, but it is an experience from a unique producer.
Great Frogs Club members receive discounts and members-only benefits, such as grape stomping during this yearâs harvest.
Which brings us back to the jam jars. The inspiration was in part COVID, but also a desire to keep things straightforward. Anne Arundel County doesnât offer commercial recycling and doesnât take commercial glass at its recycling centers.
That made the little jars, which are filled from storage containers, used and then run through the dishwashers, a simple fix.
âWe tried to simplify how we run things,â OâShea said. âTo make it more seamless.â
The winery is open year-round, from 1-8 p.m. Wednesdays through Saturdays and 1-5 p.m. Sundays.
Here are other things to do in the week ahead.
Open mic
7-9 p.m. Thursday
Open mic nights are opportunities to support your friends, practice your act or just get something off your chest.
Check out the one at Rams Head Tavern. Host George Evans will keep things moving, and provide some instruments if you donât bring your own. Free.
Halal festival
Noon-10 p.m. Saturday
The Halal Food Fest started as a fundraiser for an Islamic school in Baltimore County, but since moving to the Anne Arundel County Fairgrounds last year has become a regional opportunity to celebrate Muslim food and culture in Maryland.
Organized by the Al-Rahmah School Education Trust, which supports the small K-8 private school at the Baltimore Islamic Center, the 11-year-old fest includes food, art and craft vendors as well as spaces for prayer and live entertainment. Tickets are $5-$10, plus fees.
Chamber all week
Aug. 17-24
The Annapolis Chamber Music Festival kicks off its week-long schedule at 7:30 p.m. Saturday with âBartĂłk and Beethoven: Contrasts,â followed by a celebration of Czech composer BedĆich Smetana at 3 p.m. Sunday. Both performances are at St. Martinâs Lutheran Church.
The festival continues with three more performances next week. Tickets start at $30 per concert, $50 for two and $160 for the entire series.
Bossa nova returns
8 p.m. Sunday
In 1962, jazz guitarist Charlie Byrd and saxophonist Stan Getz released âJazz Samba.â The album helped popularize the Brazilian music form known as bossa nova with American audiences. For the next three decades, the two could be found regularly performing it in Annapolis.
Today, itâs hard to find the sound in Marylandâs capital. But Daniela Soledade, the Brazilian singer, brings it back with a show of classic songs at Rams Head on Stage called âThe Girl From Ipanema.â Tickets are $35, plus taxes and fees.
Jukebox cabaret
7:30 Monday and Tuesday
Classic Theatre of Maryland turns its monthly cabaret nights into a retro jukebox in August with hits from the 1950s and â60s. Tickets are $68-$75, plus taxes and fees.
Evening of short films
7 p.m. Wednesday
If you missed the shorts program at last fallâs Annapolis Film Festival, you can catch them during a special screening by the Annapolis Film Society at Maryland Hall.
Summer Shorts features six films from 12 to 23 minutes long, including festival favorites like the Norwegian film âCamping in Paradise,â about an inadvertent stay at a nudist camp, and the animated âLovebugs,â which centers on a well-read snail that discusses love, loss, and change.
Doors to the Bowen Theatre open at 6:30 p.m. Tickets are $20 per person.

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