Annapolis is well known for being the state capital of Maryland, but many people don’t know that there are also wineries to explore here. Some wine tasting experiences are in Annapolis itself and others are a short drive away. Wine lovers will enjoy exploring Maryland wines and the variety of events that come alongside the wine scene in this region.

Best Wineries In Annapolis MD & Surrounding Areas

Annapolis is located in a region that has a strong history of winemaking. This has led to the establishment of several charming wineries in Annapolis and the surrounding regions that celebrates the area’s historical roots in winemaking.

Great Frogs Winery

Great Frogs Winery is a highly rated winery located on Harness Creek Road in Annapolis. It is about a 10 minute drive from the historic center of Annapolis.

The winery is open on weekends only. Wine enthusiasts can enjoy a relaxing wine tasting experience in a scenic environment. The winery is known for its welcoming atmosphere and a diverse selection of wines. Great Frogs Winery takes pride in its eco-friendly practices, which echo the traditions of early American winemaking.

As one of the more popular areas in this region, reservations are encouraged for indoor seating.  Outdoor seating, however, is on a first come basis.  If you want the convenience of a laid back wine tasting, this place is for you. The winery has prebottled 2 oz flights of 6 wines for $30 for you to sample.  If you like one of the tastings, you can, of course, purchase a larger bottle. There are also snacks available for purchase.   

The winery also features many live events. Almost every Friday & Saturday in the peak season there is live music played. Additionally, there are other events like photo shoots as well as yoga classes. You can easily make a great day trip out here from Annapolis, Washington DC, or Baltimore. This winery also has a wine club you can join and it welcomes pets on leashes. 

Outdoor Seating: Yes

Kid Friendly: Yes

Hours: Friday 5 to 8 PM; Saturday 11 to 8 PM; Sunday 12 to 4 PM

Thanksgiving Farm Winery

Thanksgiving Farm Winery is a charming and picturesque winery situated just outside Annapolis. With minimal traffic, it will take you about 30 minutes by car to get to this winery from downtown Annapolis. The winery is in close proximity to the town of Harwood, Maryland. 

With a focus on sustainability and environmentally friendly practices, the farm produces high-quality wines with a dedication to tradition and care. Thanksgiving Farm Winery is committed to preserving the environment and conserving the Chesapeake Bay watershed. This eco-friendly winery focuses on implementing best management practices, such as cover cropping, minimal use of synthetic chemicals, and reducing soil erosion. These efforts contribute to producing exceptional wine while also being gentle on the environment.

Outdoor Seating: Yes, from April to November

Kid Friendly: Children are not allowed in the Verandah

Hours: April through November: Wine sales room is open most Saturdays and Sundays 12 noon – 5 pm; February and March (weather permitting): Wine sales room is open the second Saturday of each month (2/11/2023, and 3/11/2023) 2 pm to 4 pm for bottle sales

Fridays Creek Winery

Fridays Creek Winery offers a serene setting for wine aficionados searching for a peaceful experience. It is about a one hour drive from downtown Annapolis. The winery is surrounded by lush greenery making for a beautiful setting. This winery provides a diverse range of wines crafted from locally-grown grapes. Knowledgeable staff guide visitors through the tasting process, explaining the intricate flavors and production techniques.

Outdoor Seating: Yes

Kid Friendly: Yes

Hours: Open 11 to 5 everyday, except Tuesday and Wednesday

Gemeny Winery And Vineyards

Gemeny Winery and Vineyards boasts award-winning wines and a tranquil atmosphere. Located near the Patuxent River, this winery is an hour’s drive from downtown Annapolis. It is located directly south of National Harbor, Maryland and stone’s throw away from Upper Marlboro, MD. It is only open on the weekends, so be sure to check hours before heading over. 

There is plenty of greenery here and the setting provides an idyllic backdrop for tastings and special events. The knowledgeable staff share their passion for wine and offer guests a memorable experience, showcasing their handcrafted wines at the tasting room.

Outdoor Seating: Yes

Kid Friendly: Yes

Hours: Friday:    1:00 – 8:00; Saturday: 12:00 – 8:00; Sunday:   12:00 – 6:00

Running Hare Vineyard

Running Hare Vineyard is an elegant winery set in a stunning landscape. This winery is also just over an hour south of Annapolis. Known for its upscale ambiance and a variety of wines, the vineyard offers a memorable tasting experience to all visitors. This winery also has a biergarten onsite for anyone who is not interested in wine. 

There are plenty of food options as well. You can sample Hispanic and American cuisine from Hungry Hare or have an authentic wood-fired pizza from Pizza Di Vigna. Visitors are also welcome to bring their own food to enjoy. 

On the weekends, this is a highly coveted spot especially when the weather is nice. Because of this on weekends there is a $5 cover charge per person who is above 21. If you want to visit this winery frequently you can become a member by purchasing wine throughout the year here.

The beautiful outdoor setting, coupled with the rich flavors of the wines, makes for a perfect stop on any Annapolis wine tour.

Outdoor Seating: Yes

Kid Friendly: Yes

Hours: Thursday 4-9pm; Friday 4-10; Saturday 12-10; Sunday 12-6

Romano Winery

Romano (sometimes called Roma Winery) Winery is a small intimate winery but is now closed to the general public. It is open for rentals as an event venue. The winery’s extensive selection of wines, crafted with great care and creativity, attracts both local and visiting wine enthusiasts. The knowledgeable staff are attentive to the visitors’ preferences and ensure that every tasting experience is enjoyable and memorable. The vineyard was home to five wine grape varietals –  Chambourcin, Barbera, Vidal, Cayuga and Traminette.

Love Point Vineywards & Winery

Love Point Vineyards and Winery offers a unique wine tasting experience by the water. It is located on Kent Island, just a quick 30 minute drive from downtown Annapolis. This vineyard produces wines that reflect the distinct maritime climate and soil of the region, staying true to the area’s historical winemaking practices.

It is important to note that outside food or drink is permitted at this winery.  Charcuterie and Veggie boards are available for purchase by guests. This place can also be rented for private events as well. The venue is absolutely stunning and makes for a great outing from Annapolis.

Outdoor Seating: Yes

Kid Friendly: No, venue is very close to the water.

Hours: Thursday – Sunday from 12:00 PM – 5:00 PM; No reservations required. Last Call is at 4:30 PM.

Vineyards At Dodon

Vineyards at Dodon is about 30 minutes southeast of Annapolis in the town of Davidsonville. It is a place where visitors can learn more about the history of wine production in the area. The vineyard’s rich history and careful cultivation practices produce high-quality wines that are both reflective of the past and suited to contemporary tastes. 

Visits to The Vineyards at Dodon are only available by appointment. If you are not yet a member of the Dodon Wine Club, you can schedule an introductory flight experience, or a Tour & Tasting. The tour can help you to understand Dodon’s farming and winemaking practices. 

Outdoor Seating: Yes, but for members only

Kid Friendly: No

Hours: April – October: Saturdays from 1 – 6 pm, Sundays from 3 – 8 pm; May – August: Saturdays from 1 – 6 pm, Sundays from 3 – 8 pm

Basignani Winery

Basignani Winery is about a 90 minute drive north of Annapolis. You will have to pass Baltimore in order to get there. This winery has a tasting room as well as a pavilion area where events are held. 

The Pavilion can be rented out for events, including weddings and is one of the more affordable venues in the DMV for a small wedding. They also offer pizza on site for purchase which is great if you have kids with you.  

Wine Events In Annapolis

In addition to visiting a winery near Annapolis Maryland, you can also check out one of the local wine events. 

One of the featured events is the Castillo de Aresan Wine Dinner taking place at Smashing Grapes. This exquisite dinner showcases the fantastic wines of Castillo de Aresan and provides a sophisticated evening for wine enthusiasts.

For those interested in a more casual experience, Wine Cellars of Annapolis offers free wine tastings every Saturday. In addition to the weekly tastings, Wine Cellars of Annapolis also hosts special events, such as the upcoming Barón de Ley Rioja tasting, which introduces guests to the essence of Rioja through contemporary wines.

For those who want to venture slightly outside of Annapolis, the Wine On The Water festival at Baltimore’s Middle Branch Park is a delightful event to attend. This wine and arts festival showcases a variety of local and international wines, accompanied by food, music, and art.

In summary, the Annapolis area offers a variety of wine events to suit everyone’s interests and tastes. With numerous wineries, tastings, and wine-focused experiences, there’s something for every wine lover to enjoy in this charming coastal city.

Best Wineries In Annapolis MD & Surrounding Areas: Summary

Annapolis is a great place to visit not just for history but also for wine. There are numerous wine events in and around Annapolis as well as wineries. Some of the more popular wineries include Great Frogs Winery, Thanksgiving Farm Winery, the Vineyards At Dodon, Love Point Vineyards & Winery, Running Hare Vineyard, Gemeny Winery and Fridays Creek Winery. Visit one or visit a few and enjoy a relaxing day out in eastern Maryland.

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