Relax. We'll handle everything.

Vacation Rental Management Blog

Looking to enjoy a local brewery or winery? Check out some of our favorites.

Looking to enjoy a local brewery or winery? Check out some of our favorites.

Just a short stroll or Uber ride away from Annapolis, you can experience some of the best breweries, wineries, and distilleries Maryland has to offer. From locally crafted beer to rye whiskey, there’s something for everyone. For a full-on experience, we recommend setting up a tour or tasting session ahead of your visit.

Sagamore Rye Spirits-

301 E Cromwell Street, Baltimore, MD

Distillery tours daily where you can sample 5 various types of whiskey. In September, there is the annual Sagamore Spirit Distillery showdown where master mixologists from all over the country showcase their skills to see who makes the best whiskey drinks. September 18th and October 16th stop by for Whiskey on the Waterfront- Live music, DJ, food trucks and whiskey cocktails.

Guinness Open Gate Brewery US-

5001 Washington Blvd, Halethorpe, MD

Come visit the only Guinness location in the United States! Daily guided tours and tastings. You can hang outside and try food from one of the various food trucks or come inside the Taproom to dine on local pub favorites.

Great Frogs Winery

3218 Harness Creek Rd, Annapolis, MD

Visit and support a local Maryland winery. Self-guided tastings are available. Sit in the patio area or walk around the beautiful vineyards with a glass of your favorite wine. Pets are always welcome!

Forward Brewing

418 4th Street, Annapolis, MD

If you are in the downtown Annapolis area, this local nano-brewery is worth a try! Nestled in the Eastport neighborhood of Annapolis, this brewery specializes in offering local products that represent Annapolis. There is plenty of outside seating, pets are always welcome and free street parking is available.

Running Hare Vineyard-

150 Adelina Road, Prince Frederick, MD

Another great local vineyard located in Southern Maryland (about an hour from Annapolis). Once you have completed a tasting, try one of their signature Running Hare wine slushies, frozen orange crushes, cocktail, or mimosa flights! You can also enjoy live music on the weekends while you dine at Hungry Hare or Pizza Di Vigna!