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3 Best Hole-in-the-Wall Joints in Tallahassee

Best Hole-in-the-Wall Joints in Tallahassee

3 Best Hole-in-the-Wall Joints in Tallahassee

Welcome to the world of the best hole-in-the-wall joints in Tallahassee, where tasty treasures are waiting to be discovered. In this article, we’ll take you on a journey to explore three popular hidden gems in the heart of Tallahassee, FL: Salty Dawg Pub & Deli, Woodchuck’s Cafe Inc, and Midtown Caboose.

These three hole-in-the-wall joints in Tallahassee have earned their place among the best hole-in-the-wall joints, and we’ll introduce you to their delicious offerings. From the mouthwatering “Dawg’s Special Reuben Sandwich” at Salty Dawg Pub & Deli to the famous “Caboose Burger” at Midtown Caboose, you’ll get a taste of what makes these spots special.

But wait, there’s more! While we’re excited to share these three best hole-in-the-wall joints in Tallahassee with you, it’s important to remember that Tallahassee has a large amount of hidden culinary treasures. These best hole-in-the-wall joints in Tallahassee are just the tip of the iceberg. There are plenty more best hole-in-the-wall joints in Tallahassee for you to explore and make your new favorites. So, let’s embark on this flavorful adventure together and uncover the delicious secrets of Tallahassee’s best hole-in-the-wall joints.


Want more ideas to round-out your restaurant search?
A lot of great options are in these posts!
5 Tallahassee Top Hole-in-the-Wall Restaurants

1) Salty Dawg Pub & Deli

Address >> 3813 N Monroe St

Salty Dawg Pub & Deli, one of the best hole-in-the-wall joints in Tallahassee, is a cozy and welcoming spot that has captured the hearts of many locals. This family-owned and operated gem has earned its reputation as a favorite among Tallahassee residents. They offer a variety of dining options, including dine-in, takeaway, and even no-contact delivery, ensuring that everyone can enjoy their scrumptious offerings.

Signature Dish:

The star of the show at Salty Dawg Pub & Deli is undoubtedly their mouthwatering “Dawg’s Special Reuben Sandwich.” This delectable creation is a sandwich lover’s dream come true. It features thinly sliced, tender corned beef, generously layered with sauerkraut, Swiss cheese, and their secret homemade Thousand Island dressing, all sandwiched between perfectly toasted rye bread. The result? A harmonious blend of flavors and textures that will leave your taste buds dancing with joy. The Reuben Sandwich here is not just a dish; it’s an experience that you’ll want to savor time and time again.

3 Main Claims to Fame:

1. The Classic Club Sandwich: Salty Dawg Pub & Deli takes the classic club sandwich to a whole new level. Piled high with layers of turkey, crispy bacon, fresh lettuce, and juicy tomatoes, this sandwich is a masterpiece. What sets it apart is the generous slathering of their special herb-infused mayo, which adds a delightful twist to this popular classic. Served with a side of perfectly seasoned fries, this dish is the definition of comfort food.

2. Homemade Tomato Soup: If you’re looking for a comforting and hearty option, their homemade tomato soup is a must-try. Made from scratch with ripe tomatoes and a secret blend of spices, it’s the perfect companion to any sandwich. The soup is rich, creamy, and bursting with flavor, making it an ideal choice for a chilly Tallahassee day or just a comforting bowl of goodness any time.

3. Salty Dawg Loaded Nachos: For those craving something a bit more indulgent, the Salty Dawg Loaded Nachos are a showstopper. A large plate of crispy tortilla chips is smothered in a generous amount of melted cheese and topped with seasoned ground beef, fresh diced tomatoes, jalapeños, and tangy sour cream. Each bite is a burst of flavors that will satisfy your hunger and your taste buds. It’s the perfect shareable dish for friends or a satisfying meal all to yourself.

Salty Dawg Pub & Deli in Tallahassee is a hidden gem that has earned its reputation as one of the best hole-in-the-wall joints in the city. With a welcoming atmosphere, a family-owned charm, and a menu that boasts the mouthwatering “Dawg’s Special Reuben Sandwich” and other delicious offerings like the Classic Club Sandwich, Homemade Tomato Soup, and Loaded Nachos, this place is a must-visit for anyone looking for a memorable dining experience. Whether you dine in, order takeaway, or have your meal delivered with no-contact options, Salty Dawg Pub & Deli is sure to leave you craving more of their scrumptious dishes. They are one of the best hole-in-the-wall joints in Tallahassee. They rank high among the popular hole-in-the-wall joints in Tallahassee for good reasons.


2) Woodchuck’s Cafe Inc

Address >> 2520 W Tharpe St

Woodchuck’s Cafe Inc, located in Tallahassee, is undeniably one of the best hole-in-the-wall joints in town. This family-owned and operated eatery has won the hearts of many locals with its cozy atmosphere and delectable offerings. Whether you prefer to dine in, enjoy a takeaway meal, or opt for the convenience of no-contact delivery, Woodchuck’s Cafe Inc has got you covered.

Signature Dish:

At Woodchuck’s Cafe Inc, their “Woodchuck’s Special Burger” takes center stage. This mouthwatering masterpiece is a burger lover’s dream come true. The patty, made from high-quality ground beef, is seasoned to perfection and grilled to juicy perfection. It’s then topped with crispy bacon, melted cheddar cheese, fresh lettuce, tomatoes, and a dollop of their secret sauce, all nestled between a perfectly toasted bun. Each bite is a burst of flavors and textures that will leave you craving more.

3 Main Claims to Fame:

1. Homemade Meatloaf: Woodchuck’s Cafe Inc offers a comforting and hearty homemade meatloaf that will remind you of home-cooked meals. Served with creamy mashed potatoes and smothered in rich brown gravy, this dish is a classic favorite. The meatloaf is tender and flavorful, making it the ultimate comfort food choice.

2. Grilled Chicken Caesar Salad: For those seeking a lighter option, the Grilled Chicken Caesar Salad is a top pick. Tender grilled chicken breast is served atop a bed of crisp romaine lettuce, tossed in Caesar dressing, and sprinkled with parmesan cheese and croutons. It’s a refreshing and satisfying choice that won’t leave you feeling overly full.

3. Chili Cheese Fries: If you’re in the mood for a deliciously indulgent snack or side, don’t miss out on the Chili Cheese Fries. Golden and crispy french fries are generously smothered in homemade chili and topped with melted cheddar cheese. It’s a mouthwatering combination that’s perfect for sharing or indulging in all by yourself.

Woodchuck’s Cafe Inc in Tallahassee has earned its reputation as one of the best hole-in-the-wall joints in the city. With its family-owned charm, cozy ambiance, and a menu that features the unforgettable Woodchuck’s Special Burger, as well as comforting classics like Homemade Meatloaf and lighter options like the Grilled Chicken Caesar Salad, there’s something for everyone to enjoy. Whether you dine in, opt for takeaway, or take advantage of their no-contact delivery services, Woodchuck’s Cafe Inc promises a delightful dining experience that will leave you coming back for more of their delicious offerings. They are another one of the best hole-in-the-wall joints in Tallahassee. They deserve to be ranked high among the best hole-in-the-wall joints in Tallahassee.


3) Midtown Caboose

Address >> 1406 N Meridian Rd

Midtown Caboose is a hidden gem in Tallahassee, known as one of the best hole-in-the-wall joints in town. This popular restaurant offers a unique dining experience that keeps locals coming back for more. It’s a family-owned and operated establishment that prides itself on its friendly atmosphere and delicious food. Midtown Caboose caters to various dining preferences, including dine-in, takeaway, and convenient no-contact delivery.

Signature Dish:

The star of the show at Midtown Caboose is their famous “Caboose Burger.” This mouthwatering burger is a true crowd-pleaser. It starts with a juicy, handcrafted beef patty cooked to perfection, topped with crispy bacon, melted cheddar cheese, fresh lettuce, tomatoes, and a special Caboose sauce, all nestled between a toasted bun. The Caboose Burger is a harmonious blend of flavors that will leave your taste buds singing with delight. It’s no wonder it’s their signature dish and a must-try for anyone visiting.

3 Main Claims to Fame:

1. Southern Fried Chicken Sandwich: If you’re craving a taste of the South, the Southern Fried Chicken Sandwich won’t disappoint. A crispy, golden-fried chicken breast is served on a soft bun and dressed with pickles and mayo. It’s a delightful combination of crunchy and tender that’s sure to satisfy your comfort food cravings.

2. Veggie Quesadilla: For those looking for a lighter option, the Veggie Quesadilla is a popular choice. A warm tortilla is filled with a medley of sautéed vegetables, melted cheese, and served with a side of fresh salsa and sour cream. It’s a flavorful and vegetarian-friendly option that doesn’t skimp on taste.

3. Sweet Potato Fries: The Sweet Potato Fries at Midtown Caboose are a delightful side dish or snack. Crispy on the outside and tender on the inside, these sweet potato fries are served with a side of honey mustard dipping sauce. They’re the perfect combination of sweet and savory that will have you reaching for more.

Midtown Caboose in Tallahassee is a well-known favorite among locals and has earned its reputation as one of the best hole-in-the-wall joints in the city. As a family-owned and operated establishment, it offers a warm and welcoming atmosphere for diners. Whether you choose to dine in, order takeaway, or have your meal delivered with their no-contact delivery service, you’re in for a treat. Don’t miss the opportunity to savor their signature Caboose Burger or explore other menu options like the Southern Fried Chicken Sandwich, Veggie Quesadilla, and Sweet Potato Fries. Midtown Caboose promises a memorable dining experience that embodies the spirit of great hole-in-the-wall joints. They are considered one of the best hole-in-the-wall joints in Tallahassee. They deserve to be ranked among the leading hole-in-the-wall joints in Tallahassee.


These three great hole-in-the-wall joints in Tallahassee – Salty Dawg Pub & Deli, Woodchuck’s Cafe Inc, and Midtown Caboose – are shining examples of the best hole-in-the-wall joints in Tallahassee. Each of them offers a unique and delightful dining experience that keeps people coming back for more. From the mouthwatering “Dawg’s Special Reuben Sandwich” at Salty Dawg Pub & Deli to the unforgettable “Caboose Burger” at Midtown Caboose, there’s no shortage of tasty options to explore.

But remember, these are just a small taste of what Tallahassee, FL has to offer in terms of the best hole-in-the-wall joints. There’s a large amount of more best hole-in-the-wall joints in Tallahassee to discover in this wonderful city. So, whether you’re a local or a visitor, be sure to venture out and explore the hidden gems that await you. From cozy family-owned places to unique menu items, you’ll find a world of flavors and experiences waiting to be enjoyed.

So, next time you’re around, don’t forget to explore and uncover your own favorite best hole-in-the-wall joints in Tallahassee. Who knows what delicious surprises you might stumble upon? Happy dining and here’s to discovering more of the best hole-in-the-wall joints in Tallahassee!


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