Downtown Annapolis
Cocktail, Wine & Bourbon Bar
Creative craft cocktails, mocktails, bourbon & wine lounge on West Street
Looking for unforgettable Annapolis cocktails in downtown? Where every sip is an experience that you want to share on your socials. Step into Level, a modern cocktail bar in the heart of downtown Annapolis. Located on vibrant West Street, we’re known for our inventive craft cocktails, curated wine list, and relaxed lounge vibe that blends historic charm with contemporary style.
Located just steps from the waterfront at City Dock and Rams Head On Stage, our downtown Annapolis cocktail bar is the perfect spot for pre-show drinks, date nights, and post-dinner lounging. Enjoy craft cocktails inspired by local flavors before your favorite artist hits the stage.
Bourbon & Whiskey Cocktails
From our signature Bourbonapolis to a smoked Old Fashioned our way, Level’s bourbon and whiskey cocktails showcase rich, layered spirits balanced with house-made syrups and bitters. We feature premium spirits such as Jefferson Ocean, Angel’s Envy, small-batch bourbons and regional favorites that highlight Maryland’s craft distilling scene.
Martinis, Mezcal & Tequila
Whether you crave a bold Espresso Martini, a bright mezcal margarita, or a modern twist on a tequila Paloma, our bartenders build each drink with precision. That’s why we are known for the best Annapolis cocktails in downtown. Our menu pairs fresh-pressed citrus and premium spirits for balanced flavor and a clean finish—perfect for sipping before dinner on West Street.
Happy Hour & Specials on West Street
Looking for the best happy hour in Annapolis? Level’s West Street lounge offers discounted craft cocktails, wines, and small plates weekdays in a lively downtown setting. Stop in for Cajun Pork Belly Tacos on Monday, or enjoy Tuesday Steak & Bourbon Night featuring an 8oz sirloin or the Bourbon of the Week. On Wednesdays, unwind with half-priced bottles of wine when paired with any small plate. Explore our Happy Hour menu and make the most of your evening in downtown Annapolis.
Mocktails & Low/No-ABV
Beyond our inventive Annapolis cocktails we also pride ourselves on creating alcohol free options. You won’t miss a thing. Our mocktails and low-ABV drinks are crafted with the same care as our cocktails, using herbal infusions, fresh fruit, and zero-proof spirits. Refreshing, sophisticated, and ideal for daytime meetups or late-night lounging in downtown Annapolis.
Wines by the Glass & Bottle
Discover a refined wine bar experience in downtown Annapolis with a thoughtfully curated selection that pairs beautifully with our small plates. Enjoy crisp whites like Raeburn Chardonnay and Monkey Bay Sauvignon Blanc, or relax with bold reds such as Matchbook Cabernet Sauvignon and 7 Deadly Zins Zinfandel. For something effervescent, try our Cantina Montelliana Prosecco—a guest favorite for celebrations on West Street. Whether you’re wine tasting, enjoying date-night drinks, or pairing your meal, Level offers some of the best wines in Annapolis.
IPAs in Annapolis | Craft & Local Beers
Beer lovers will appreciate our curated selection of local and international brews—from Maryland’s own Heavy Seas Hazy Cannon IPA and Eastern Shore Situation Critical IPA to island favorite Kona Big Wave Golden Ale. Fans of European classics can enjoy Stella Artois or Hoegaarden White Ale, while Bold Rock Virginia Apple Cider offers a crisp, gluten-free option. Whether you’re craving a bold IPA or a refreshing lager, our rotating craft beer list pairs perfectly with Level’s small plates and creative Annapolis cocktails in downtown.
Private Event Cocktails
Planning a celebration or corporate mixer? Our Annapolis cocktails shine at private gatherings of any size with customizable options including an open bar for guests, cash bar or even a curated cocktail list for them to order from. We can even do a combination of these options to keep it budget-friendly. Visit our Private Events page to share details on your vision for your special day on West Street.
