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    Teddy's Bourbon Bar

    2.8 (16 reviews)
    Closed 11:00 am - 11:00 pm

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    Whiskey and beer combo, with its own special coaster!
    Jason E.

    Teddy's! Teddy's has become a weekly tradition for me and a few friends to meet up for an evening drink, and something I look forward to every week. Teddy's is attached to Fox's Pizza Den -- it's separate, but also the same place if that makes sense, separated only by a hole in the wall. It's nice because you can order food from the Fox's side and sit on the Teddy's side of the house. First, their selection of whiskey, whisky (yes there is a difference between those two), bourbon, and rye is unmatched in the area. They have a little chalkboard behind the bar where they keep a running tally. Last check: 355 whiskies, including 150+ bourbons. It's really incredible! They offer curated tasting flights of multiple bourbons, whiskeys, and Scotches, or single servings of anything, and their standard pour is 2oz. They even have the elusive Pappy Van Winkle, but you'll pay a hefty price for it. For those who prefer something a little softer, they have 12 or so beer taps, featuring Alabama craft brews, along with your standard offerings. They have wine, too. I dock a star because the prices for some are a little high, many Scotch whisky servings are in the $30 range, which is a bit much for a single drink. But, I recognize this is Alabama, and despite some progress in the last decade, the Alabama Alcoholic Beverage Control Board still has a stranglehold over the industry. The real highlight of this place is the staff. Darcy is our Thursday bartender and she's great. She remembered us by name from our first visit, and has been super friendly since. This place brings some desperately-needed night life to a beautiful but sleepy downtown Prattville, and the area is better for it!

    a glass of whiskey with a lemon wedge
    John H.

    What a great hidden gem tucked away in the heart of downtown Prattville. Tiffany, one of the Bar Tenders was very knowledgeable and helped us through their plethora of bourbon and specialty drink options. However, if you are not a bourbon guy or gal, no worries, there are some great craft brew options as well. Personally, I really enjoyed the great bourbon, chatting with the locals and singing along with their karaoke crew. Pros tip-if you do decide to take on their bourbon menu and feel a little tipsy, try Fox's Pizza Den which is next door. Fox's Pizza Den actually connects to Teddy's Bourbon Bar and their Stromboli's are absolutely to die for. If you're in the area, do yourself a favor and stop by, you won't regret it.

    Rabbit Hole Bourbon Old Fashion

    If you are looking for professional sports don't go here. If you want the finest selection of bourbon and whiskeys this is the place. Wings are spot on. Service was even better.

    a close up of a drink in a glass

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    22 days ago

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    9 days ago

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    4 years ago

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    3 years ago

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    4 years ago

    The bar staff was very rude and dismissive of us. We waited for 10 minutes without as much as even a greeting so we left.

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    7 years ago

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    7 years ago

    Most horrible bar experience I think I have ever had. Everything about it was horrible from the drinks to the service.

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    23 Court Cigar Bar

    23 Court Cigar Bar

    4.7
    (23 reviews)
    11.3 mi

    Here's a polished Yelp review you could post:…read more I had a great experience at 23 Court Cigar Bar. The atmosphere was fantastic--comfortable, welcoming, and a great place to relax and unwind. The drinks were amazing and clearly crafted with care. Whether you're stopping in for a cigar, a cocktail, or just looking for a great place to spend an evening, I would highly recommend giving this place a try. I'll definitely be back! If you'd like, I can also make it sound a little more casual, sophisticated, or cigar-enthusiast-focused.

    I'm so glad I found this spot while in Montgomery for work…read more Even though I'm not a cigar smoker, I would come back for their incredible smoked Old Fashioneds. They are expertly crafted, full of flavor, and easily some of the best I've had in the area. The atmosphere is what really makes this place special. It's comfortable, relaxing, and has the perfect vibe for sitting back, having a conversation, and letting the stress of the day fade away. Whether you're meeting friends or just looking for a quiet place to enjoy a drink, it strikes a great balance between upscale and welcoming. They also have a nice wine selection, which is a great option for non-cigar smokers. While it can get a little smoky at times, as you'd expect from a cigar bar, the ventilation system does a great job of keeping the space comfortable. You don't have to be a cigar enthusiast to enjoy 23 Court. Come for the drinks, stay for the atmosphere, and leave feeling relaxed. I'll definitely be back for another smoked Old Fashioned.

    Photos
    The bar and lounge - the first floor
    The bar and lounge - the first floor
    23 Court Cigar Bar
    23 Court Cigar Bar

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    Teddy's Bourbon Bar - whiskeybars - Updated August 2026

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