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    Penn Oaks Winery

    3.9 (14 reviews)
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    Reviews With Photos - Penn Oaks Winery

    a bottle of wine on a table
    Janee F.

    Loved our visit to Penn Oaks Winery for my 30th birthday! Great service and fantastic German wine.

    Wrap around deck with Adirondack chairs
    Jess C.

    Cannot express what a great day we had today at Penn Oaks. The staff is AMAZING! So down to earth, very involved and available. We were gifted with nice breezes and cooler temps to be able to sit outside on the back deck to enjoy the lovely views. The wines are pleasing to whatever range your tastes go, with maybe the exception of super dry wines, as they tend to run middle of the road as far as sweetness. Our group all found wines we really liked though, our collective favorite was the Montepulciano red. The tasting room is so pretty, the pricing is very reasonable. They are only open on sundays, so don't miss out on this fabulous find. =)

    Our cheese, crackers, & snacks to go with the tastings.
    Portia B.

    Penn Oaks is a beautiful gem of a tasting room and so close. My girlfriend and I met at Penn Oaks for Sunday lunch. We were pleasantly surprised to be able to taste all their wines for $10. The mulled Cabernet Sauvignon was absolutely amazing. Hope to see it offered in Fall 2022 to take home a batch for the holidays! I bought a bottle of their sweet Liebfraumilch and my girlfriend bought a bottle of their Cabernet Sauvignon (un-mulled). Both of us would definitely visit this family establishment again. Applause to this courageous family team of winemakers! Currently they are open on Sundays.

    Aerial Viwe of Penn Oaks Winery in Cooksville, Maryland

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    61 Vineyard - Inside

    61 Vineyard

    4.8(31 reviews)
    10.2 mi

    This winery is simply lovely. The best part is that it's only a half hour away from home! Last…read moreyear, their whites were stronger than the reds (in my opinion). This year, the reds seem to be stronger. Regardless, all of the wines are good! I enjoyed both the red and white flights. I love that they allow outside food, and you can order in from surrounding restaurants. If you're in the area, you have to check out 61 vineyard.

    Very nice spot with friendly service to have small and large gatherings for those who partake in…read morewine drinking. Let me first add the context that I don't really identify as a wine drinker, but will still occasionally visit vineyards because I think the experience is nice. 61 vineyard was a cool spot for sure. They have a nice open location with tons of space (I think they said around 40 acres) and they've been expanding their main location for the four years that they've been open. They have a main tasting room, an expansion seating room, and an outdoor patio area that are all well maintained and great for parties of all sizes. I partook in the wine tasting which was very good and the staff was very friendly and easy to talk to (which I find often makes or breaks wine tasting experiences) The wine itself does seem on the pricier end for what I'm used to where I think the average bottle here goes for over $20. But there are also member and subscription types of services to take advantage of discounts. I'm not entirely sure if they have relationships with food vendors, but they didn't have many food option in the main location itself when we were there. The food options that I saw were prepackaged charcuterie packs, so I would keep that in mind for your visit. All in all a very nice winery spot and would recommend even if wine isn't typically your drink of choice.

    Photos
    61 Vineyard - The Chardonnay

    The Chardonnay

    61 Vineyard - Drytown (sparking white)

    Drytown (sparking white)

    61 Vineyard - Outside

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    Outside

    Black Ankle Vineyards - Indoor seating

    Black Ankle Vineyards

    4.3(196 reviews)
    12.4 mi
    $$$

    Representing the DMV runner-up to out of town pick for letter B for 2025, B is for Black Ankle…read moreVineyards. My girlfriend & I visited Black Ankle on a Saturday in September 2025. We were out somewhat in this direction, and there was a Meetup group going here, so we thought to check it out as it's rare we ever go to a winery as it's normally out of the way, more likely of an occurrence when on a vacation. We took some crazy back roads from where we were in western Howard County, through Carroll, & into eastern Frederick County, where Black Ankle is. We went to the bar inside to get wines. I got a white wine; I think Chardonnay, and I think my girlfriend got a sweeter Rose or something like that. Both were delicious, but we preferred our own more. We sat outside in a nice patio area. We were in the hot Sun on that sunny day, but that was cool with me. We learned of a tour going on, which we got in on. The tour guide who wore an Italian flag bowtie was entertaining and informative. We walked around the vineyard, going inside the cooled storage areas, centrifuge area where the wine is mixed, etc. We even saw some of the old wines they had made from years earlier. We saw sheep dogs, which protect the vineyard from pests, which were cute. Overall, this is a high quality winery with plenty of nice outside & inside seating.

    A lot of folks will go to black ankle for their red wine, but I think their white wine is very…read moreunderrated! I love the ambiance in their tasting room and they have so much outdoor space! They allow dogs outdoors which is great for our pup. The staff there is so friendly and always happy to answer questions and let you try something before you commit. I just rejoined the wine club and can't wait to come to some of the members events! Love this spot!

    Photos
    Black Ankle Vineyards - The details!

    The details!

    Black Ankle Vineyards - Early evening on the outside patio

    Early evening on the outside patio

    Black Ankle Vineyards - Outside patio

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    Outside patio

    Burnt Hill Farm - Roasted tomato focaccia pizza

    Burnt Hill Farm

    4.7(23 reviews)
    12.7 mi
    $$$

    Such a cute experience. FOOD 10/10. Ambiance 10/10. Service 10/10. We got a reservation for sunset…read moretime and I highly recommend coming for this hour, the views were amazing. Definitely will come back! I advise not to wear heels or just get dropped off at the front because the parking lot and road leading to the entrance is gravel.

    Came here early May with another couple, after securing a reservation for a table in the lounge…read morearea. I paid a reservation fee of $112 for 4 people, which includes a welcome drink (champagne) and 3 hours to drink & dine. Not sure if the recent hype justifies the reservation fee, on top of what you're already paying for the food and wines. Excellent service & friendly staff from the welcome at check-in and throughout the experience. Cute touch with the Polaroid picture they took of us outside at the beginning to commemorate our time there. The lounge area is beautiful; loved all the overall style and vibe. They mentioned they will add seating outside in June, once the weather gets warmer! They also have farm animals roaming in the grassy area in the back. Food: the menu for lunch was pretty limited to some salads, small pizzas, a charcuterie board, and a few other small bites. We ordered the margherita pizza (made with sourdough focaccia) & the charcuterie board, for which I selected salami and several cheeses. Decent food, but not filling for a real meal. I assumed there would be more menu options after reading about the chef's tasting/kitchen. The wine: for the first bottle, I ordered The Stonehold, which is a red blend. Our server told us that it was one of their newer wine offerings, limited to only 100 bottles or so and once it's gone, it's gone. We all enjoyed this wine, so I highly recommend if they still have it available. For the second bottle, I ordered our server's favorite, which was the Fieldborn (another red wine), but we all still preferred the first bottle. At $88 a bottle, although they were good, we weren't particularly blown away by the wines. Overall, 4/5 for price to value ratio and limited selection for food & wine, but 5/5 for the service and ambiance.

    Photos
    Burnt Hill Farm - Interior of the main building

    Interior of the main building

    Burnt Hill Farm - Non-alcoholic options

    Non-alcoholic options

    Burnt Hill Farm - Focaccia

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    Focaccia

    Tin Lizzie Wineworks

    Tin Lizzie Wineworks

    4.0(2 reviews)
    5.8 mi
    $$$

    I had the wonderful pleasure of visiting this awesome place with a group of amazing people. It's…read moresimply fun to learn how to make wine, and actually make your own! The wines we tasted were very good. I enjoyed the Rosé and Chardonnay. Good stuff! It was a perfect day! The drive out to the property was gorgeous! I highly recommend it if you want to do something a little different and learn about the winemaking process.

    You'll never just drive by this place ... but you should definitely seek it out. Winemaker Dave -…read morewho trained at UCDavis, and has won a bunch of awards for his wines - opened this local, hometown version of Crushpad. Like Crushpad, he sources grapes from California (among other places), and will work with you to make your own barrel. He doesn't offer as many sources as a big VC-backed operation like Crushpad; on the other hand, you can get half or even quarter barrel; and possibly use local grapes if desired. Dave will help you make anything from your basic pizza or burger wine (from Lodi or central valley grapes) to a high end Napa cab (from designated vineyards) or Rhone ranger. And you can put your own labels on the bottles. Dave's been making wine for 40 years, but just getting this Wineworks operation started. It's a cool little place. He gave us a tour, explained the equipment, and popped a bottle of his own 2005 Stagecoach Vineyard Cab (Napa), while telling us about the notorious Girls for Swirls wine club that's making a Zinfandel with him right now. He's gotten a number of awards for the Cab, and it certainly was a very respectable wine. A group of us may go together on a barrel. If so, I'm hoping the real experience and end product result in an upgrade to 5 stars. It's showing potential ...

    Photos
    Tin Lizzie Wineworks
    Tin Lizzie Wineworks
    Tin Lizzie Wineworks

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    Boyd Cru Wines

    Boyd Cru Wines

    5.0(3 reviews)
    16.3 mi

    I had such a great experience at Boyd Cru Wines Tasting Room. From the moment you walk in, you can…read morefeel that this is more than just a wine tasting room, it's a true community space. I was really impressed by their commitment to supporting the community and showcasing other small businesses. That intention shows up in every detail, from the collaborations to the overall vibe. The food was so good. The jerk chicken was a standout, flavorful and perfectly cooked, and the charcuterie board was fresh, well-balanced, and beautifully done. Pair that with their wine cocktails and you're in for a treat. They're creative, well-crafted, and honestly some of my favorite wine-based cocktails I've had. What really sets Boyd Cru apart is that it's family-owned and operated, and they truly make you feel like family while you're there. Warm, welcoming, and intentional. Bonus: the space is also available to rent for private events, which is such a great option for anyone looking to host something intimate and meaningful. Highly recommend stopping by, whether for a tasting, a cocktail, brunch on Sundays or to support a local gem that's doing things the right way.

    The venue? Gorgeous! The staff? Superb!…read moreThe wines? Phenomenal! This spot is a hidden gem... and I almost don't wanna tell yall about it. But it's too good to keep to myself. The whole place is a vibe. The decor is thoughtful, intentional, cozy, and inviting. The staff were welcoming, genuine, and extremely knowledgeable. Whether your are vino virgin or a cultured connoisseur, this spot is unpretentious and overwhelmingly welcome. But make no mistake... these ladies know their way around a grape, and they are well equipped to tell you whatever you need to know about what's in your glass. Let's get into these wines. I highly recommend the flight to get familiar with the different wines they have to offer. The Sparkling Vidal Blanc is not included in the pairing, so go on and get you a glass of that too. Trust me. The "Community" Vidal Blanc is easily one of the best bottles of white that has ever blessed my palate. Crisp, refreshing, full of bright, summery flavors but not too sweet... it's practically begging to be paired with a delicious plate of seafood (preferably one cooked with butter and lots of garlic). This is a great sipping wine, and an even better one to pair with dinner. The "Free Spirit" rose is another great sipping wine. Light, slightly sweet, and full of character, this was also a really great glass of wine. I like my reds a little bolder, so the "Living Legacy" red was not my favorite. It was still a good sip, and if you enjoy reds a little on the lighter side, this might be for you. Still worth a try in my book. Now I love bubbles and the only thing I enjoyed more than the vidal blanc was the sparkling vidal blanc! There's so much character in this bubbly... you'll have to taste and experience it for yourself. For me personally, it's high on the list of the best sparkling wines I've every had. If a plain glass of wine is not your thing, no worries. They also offer a number of wine-based cocktails, as well. In partnership with nearby businesses, the winery offers a limited variety of snacks including charcuterie boards, flatbreads, cake flights, as well as trail mix and popcorn available at the bar. I got the Smith Island Cake flight. While it's definitely not authentic Smith Island Cake, it's good to curb a raging sweet tooth. Speaking of partnerships, the winery also offers products from other local small businesses for sale: spices, body care products, jewelry and other items... So you can sip and shop. A few small areas of improvement I would recommend. -More, bigger and better signage...especially on the street. I was driving all around the area, then roaming all over Savage Mill Shopping Center before I finally found my way. -Provide more parking details, landmarks and directions on the website. (I ended up parking in a nearby neighborhood, only to find that there was a free parking lot available). -Expand snack offerings... perhaps sell individually packaged snacks from local businesses for purchase within the winery. -Consider adding a flight that will allow patrons to try all of the wines available. Shoutout to Eden and the crew for such a fantastic afternoon of good vibes and great wine. I'll be back... and I'm bringing friends!

    Photos
    Boyd Cru Wines
    Boyd Cru Wines
    Boyd Cru Wines

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    New Market Plains Vineyards

    New Market Plains Vineyards

    4.6(19 reviews)
    14.7 mi
    $$$

    I saw a sign for a winery while en route to another and decided to make a stop. I hadn't heard of…read morethis place and had no idea what to expect. Let me get the "bad" out of the way first, and note this is still a five-star review. You drive up a gravel country road to a small building that houses the tasting room. It's the smallest tasting room I've ever been in, and very simply decorated: a few beautifully framed pieces from the farm's history, some antique tools, and that's about it. This isn't going to be your upscale winery experience. If you're looking for Napa or Bordeaux vibes, you're in the wrong place. The single guy behind the counter turned out to be the owner. He mentioned that his wife usually runs the tastings, but she was on vacation. He was fantastic, fun to talk with, knowledgeable from both a production angle and a "yes, I actually drink these wines" perspective, which is surprisingly rare. He even spoke warmly about nearby wineries, treating them as colleagues rather than competitors. It's always refreshing to meet a winemaker who genuinely enjoys other people's wine. As for the wines: we tried all twelve. A couple were still young and could use a few years in the bottle, but they showed a lot of promise. I didn't care for the Muscat, but most of the others were excellent, and I had a hard time choosing which bottles to take home. Be sure to try the "Trop Elyts"; it's fantastic, and kind of port like. I'm not usually a rosé fan, but their take on it was so unique I bought a bottle of that, too. The farm itself dates back to the 1700s. George Washington probably slept there (he slept everywhere). It's full of character and history, and well worth the stop

    Overall: small, casual winery, decent wines and prices, with okay service and a single restroom…read morethat you have to go outside to enter They have indoor seating, a covered patio, and outdoor seating. There is not strong AC anywhere there. The indoor seating is very small and feels like you're in someone's grandma's living room. Tastings are done in a flight with plastic cups, not one at a time in a glass. We did enjoy the wines and eventually enjoyed talking to the one employee who was there, but it was a rough start. When we entered the tasting room we were the only people there except for one other man. We had to initiate conversation with him to determine if we were in the right place and if we could get a tasting. It was confusing and we didn't feel clear about what to do or welcomed. I did enjoy the Rich Forest Chard, the Rose blend, and the Hogshead Red. It was interesting to learn about the residual sugars and how their rose is different. There is a cemetery on the premises which was an interesting choice.

    Photos
    New Market Plains Vineyards - Bathroom

    Bathroom

    New Market Plains Vineyards - Wines and tasting trays.

    Wines and tasting trays.

    New Market Plains Vineyards - Some other historical artwork.

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    Some other historical artwork.

    Penn Oaks Winery - wineries - Updated July 2026

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