Frederick, Maryland, is a charming city known for its rich history and vibrant arts scene. It is the second-largest city in Maryland (after Baltimore) and serves as the county seat of Frederick County. 

Best Happy Hour in Frederick, Maryland: Downtown

If you haven’t visited Frederick yet, it is a fun and affordable city in Maryland to visit. It makes for a fun day or weekend trip from Baltimore or Washington DC.

In addition to the many things to do in Frederick like historic sites and shopping, there are also many fun places where you can get a drink deal.

Let’s take a look at some of the options when it comes to the best happy hour in the historic downtown area of Frederick MD.

Maxwell’s Kitchen

Maxwell’s Kitchen serves burgers and shakes in Downtown Frederick. It is a fast casual gourmet restaurant that specializes in burgers and shakes. 

They focus on using the freshest ingredients available, including locally sourced Angus beef from Monkton, Maryland. Their burgers are served with the option of max fries or a side salad, and all buns are baked fresh in-house, with a gluten-free option available upon request

Happy Hour Timings: Wednesday – Friday & Sunday 3pm – 5pm 

Food Specials: Yes

The Wine Kitchen On The Creek Frederick

There are multiple locations for the Wine Kitchen and the Frederick location is perfectly situated in the quaint downtown area right next to the water. They offer happy hour in their bar and lounge area that has a fairly extensive menu when it comes to both food and wine. This is a great spot for gathering friends or a fun date.  

Happy Hour Timings: Tuesday To Friday 3 PM to 6 PM

Food Specials: Yes

Pistarro’s Pizza Frederick

Pistarros in Frederick, Maryland, is a popular Italian eatery known for its authentic Neapolitan pizzas, baked in a traditional wood-fired oven. The restaurant offers a cozy ambiance, blending a rustic Italian atmosphere with modern touches. They also feature a variety of Italian dishes, including homemade pastas and a selection of antipasti, appealing to a wide range of tastes. Additionally, Pistarro’s hosts a happy hour with special deals on drinks and appetizers, making it a favored spot for both locals and visitors.

Happy Hour Timings: Monday To Friday 430 PM To 6 PM 

Food Specials: Yes

Brewer’s Alley

Brewer’s Alley is another downtown Frederick restaurant and bar that has happy hour. You must be seated in their main bar area to get the benefits of the happy hour specials. 

This brewpub, established in 1996, continues a long tradition of beer making in Frederick, a town with a rich appreciation for fine fermented spirits. The original Brewer’s Alley was located on what is now South Court Street, and it was an integral part of Frederick’s social and economic landscape for over 153 years. The current Brewer’s Alley has undergone significant renovations, including expanding outdoor seating and bringing its brewing system back to the location.

Located at 124 North Market Street, Brewer’s Alley is steeped in Frederick’s history. The site originally housed a town hall and market house was constructed in 1765. It served various purposes over the years, including as a seat of city government and an opera house. This historic building has witnessed significant events, including the ransoming of Frederick by Confederate General Jubal Early during the Civil War and the debut of D.W. Griffith’s film “The Birth of a Nation.”

Happy Hour Timings: Monday-Thursday 4-7pm, Friday 11am-7pm, Main Bar Only

Food Specials: Yes

Olde Towne Tavern

Olde Towne Tavern is one of the most popular local spots. It has ping-pong, darts, and pool. For food it has amazing crab cakes and beer. They also offer live music. The happy hour food specials are just for wings and pizza, but they offer beer pitchers on discount.

Happy Hour Timings: Monday-Friday 3-7pm

Food Specials: Yes

White Rabbit Gastropub

The White Rabbit Gastropub is located in downtown Frederick serving Burgers, Pizzas, Steaks, and more. The vibe is very comfortable and relaxing and they offer house favorites during their happy hour.

Happy Hour Timings: All day on Monday, 3pm-6pm on Tuesday-Friday

Food Specials: Yes

JoJo’s Restaurant and Tap House

JoJo’s Restaurant and Tap House is a casual restaurant located in downtown Frederick. They have a brick theme and serve American food with a large Beer menu. The most popular menu items are the Pork Belly Tacos, Spicy Bacon Wrapped Duck, and the Fried Chicken Sandwich. This a perfect spot for those looking to relax with good food and beer.

Happy Hour Timings: Timings vary depending on calendar

Food Specials: No

Cellar Door Restaurant

Cellar Door Restaurant is an underground bar located in downtown Frederick. They are an American Bistro and have live music and entertainment in their lounge area. The happy hour specials menu offers half price for Draft Beer, Domestic Beer, House Cocktails, Rail Drinks, and house wines by the Glass. They also have deals on food options too.

Happy Hour Timings: 4-7pm

Food Specials: Yes

Isabella’s Taverna And Tapas Bar

Isabella’s Taverna and Tapas Bar is located in downtown Frederick. They are a Spanish restaurant with a relaxed and comfortable vibe in a brick and wood dining area. They have great tapas and a large wine menu. Their happy hour is only for drinks at the bar, but they also have select daily food specials.

Happy Hour Timings: 4-7pm

Food Specials: No

Best Happy Hour in Frederick, Maryland: Surrounding Areas

There are many lively neighborhoods outside of historic downtown Frederick. Here are some great restaurants and bars that have happy hour for you to explore.

Oscar’s Ale House

Oscar’s Ale House is located next to the west end of Monocacy Village Park in the Frederick area. It is a lively bar with a menu of classic and modern American food. The happy hour drinks offer all drinks $1.50 off as well as discounted appetizers. This is a perfect place with a great atmosphere to have a good time after a long day.

Happy Hour Timings: 3-7pm Monday-Friday

Food Specials: Yes


Distilled is located in Market Square. This restaurant is known for its craft cocktails and casual eats. Distilled has a relaxed yet sophisticated atmosphere for its patrons. The restaurant specializes in American cuisine, offering a variety of dishes that cater to a wide range of tastes.

The restaurant is open every day from 11:00 AM to 2:00 AM, so it really is a versatile place. It is suitable for both daytime and late-night dining. They also host a happy hour from 4:00 PM to 7:00 PM, offering special deals and a great opportunity to sample their craft cocktails. For anyone who love a great brunch, Distilled serves brunch on weekends from 10:00 AM to 2:00 PM.

Happy Hour Timings: Monday-Friday 4-7pm

Food Specials: Yes

Truth And Beauty

Truth and Beauty is located on Carroll Creek Way and offers a traditional American menu. Established in 2020, it’s located in the heart of Downtown Frederick and has quickly become a destination for those seeking comfort and joy through food. 

The restaurant, founded by Chef Doug Vaira, is dedicated to creating a fun and lively setting that makes guests feel at home as soon as they walk through the door. Emphasizing the use of local ingredients, Truth and Beauty sources the majority of its food from area farms and farmers, ensuring fresh and high-quality dishes.

The menu at Truth and Beauty includes a mix of old classics and new fusions, offering a range of options for diverse tastes. They use locally sourced ingredients and have a lively atmosphere. This Frederick restaurant has appetizers and drink specials on the happy hour menu.

Happy Hour Timings: 3-7pm

Food Specials: Yes

Frederick Social

Frederick Social is located in Creekside Plaza. It is just beyond the downtown area of Frederick. It is the city’s first self-pour taphouse and café, located on Carroll Creek. It stands out for its self-serve model that allows visitors to customize their experience in a cozy, self-driven environment. 

This unique venue is known for its large variety of food that caters to different dietary preferences, including vegetarian, breakfast, and brunch options. Frederick Social is also a versatile space for events like corporate meetings, rehearsal dinners, engagement parties, and more. The restaurant has over 3,000 square feet of open indoor space and an additional 1,000 square feet of patio space, Frederick Social provides a flexible and unique experience for various occasions. 

The establishment prides itself on sourcing ingredients locally, offering farm-to-table fare and a selection of brews. The venue is also allergy conscientious and diet-friendly. So, whether you’re a vegan, vegetarian, or carnivore, there is something here that you will be able to enjoy. Open seven days a week, Frederick Social serves brunch on Saturdays and Sundays, making it an ideal spot for a weekend gathering

Happy Hour Timings: Weekdays at 4 PM

Food Specials: Yes

Habaneros Tacos Bar And Grill

Habaneros Tacos Bar and Grill is located in Prospect Plaza. During happy hour, beers, house margaritas, and hard tacos are all on special. They have friendly service and daily specials with the best deals. 

Happy Hour Timings: Monday-Friday from 3-6pm

Food Specials: Yes

Best Happy Hour In Frederick, Maryland: Summary

If you’re looking for the best happy hour in Frederick MD you will have plenty of options. Maxwell’s Kitchen offers a fast casual dining experience with burgers, shakes, and happy hour from Wednesday to Sunday. The Wine Kitchen on the Creek, situated beside the water, provides a broad selection of food and wine during its Tuesday to Friday happy hour. Pistarro’s Pizza, famous for its Neapolitan pizzas, also offers happy hour specials on drinks and appetizers. Brewer’s Alley, a historical brewpub, and Olde Towne Tavern, popular for its crab cakes and live music, both feature enticing happy hour deals. These establishments highlight Frederick’s diverse and lively happy hour scene.

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