The best bars & nightlife in Frederick County

Simple Theory Wine Co channels three generations of Maryland vintners into refined, sustainably made, estate-grown small-lot wines that actually taste like our hills and humidity.

From the Frederick newsletter, October 21, 2026

If you like calling your own pour, Frederick Social’s self-serve tap wall lets you sample craft beer and wine by the ounce, then settle in with something from the food menu or out on the patio. It’s low-key, local, and perfect for trying a little of everything this week.

From the Frederick newsletter, October 3, 2026

If you haven't hit White Rabbit Gastropub lately, their 2022 International Pizza Expo Best Pan Pizza winner, "In Crust We Trust," lives up to the hype. Add burgers, steaks, and a solid brunch situation with happy hour vibes, and you’ve got an easy go-to when cravings collide.

From the Frederick newsletter, September 23, 2026

McClintock's Back Bar pours cocktails built around their award-winning, house-distilled spirits, then dials up the flavor with organic, Frederick County ingredients from farmers and artisans. Settle in for thoughtful drinks that taste like Frederick, mixed by folks who care about every detail.

From the Frederick newsletter, September 27, 2026

Betty Forgetty turns a night out into a chaotic, laughter-filled bus tour as an escaped nursing-home rebel running for mayor, dragging you through local shops, landmarks, and breweries while trying to remember where she left her campaign gear.

From the Frederick newsletter, October 6, 2026

When you want a no-fuss upgrade to your week, Brewer's Alley delivers craft beer brewed in-house and a scratch kitchen turning out elevated pub favorites. Since 1996 they’ve been the local anchor for beer dinners, cocktail nights under the stars, and that easy, hometown energy you can’t fake.

From the Frederick newsletter, September 29, 2026

Grab a midweek excuse to actually sit and savor at The Tasting Room, where fresh, regional dishes with European influence meet an extensive wine list and inventive cocktails. It’s the kind of polished spot that still feels cozy, perfect for date nights or catching up with your favorites.

From the Frederick newsletter, October 11, 2026

A Frederick tradition since 1981, Bushwaller's nails the cozy Irish pub vibe with 18 drafts on a Guinness-installed system, 70+ brown spirits, and Irish/American comfort food that feels like a weeknight win. It's also the go-to for soccer or rugby matches, plus the annual St. Paddy's Day madness.

From the Frederick newsletter, October 13, 2026

Low-key hang and actually good pours sound about right, and The Elk's Haven has you with a chill bar vibe, Beer Clubs and Wine Clubs if you like your sips with some community. Peek the Calendar, rally friends, or plot a private event or fundraiser for your crew.

From the Frederick newsletter, October 10, 2026

Whether you're cider-curious or already deep in apple lore, Willow Oaks Craft Cider and Wine pours barrel-fermented cider, perry and dessert wines in a laid-back tasting room with orchard views and art. maybe a board game and a signature cocktail too.

From the Hagerstown newsletter, August 13, 2026