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Where to Eat, Shop, and Stroll: Weekend Itineraries for Nashville and Surrounding Towns

November 28, 2025

Make the Most of Your Nashville Weekend

Whether it’s your first visit to Nashville or a return trip to Music City, a weekend here can be the perfect blend of excitement and relaxation. From live music and Southern flavors to historic streets and scenic small towns, Nashville offers something for every kind of traveler.

If you’re staying at The Maddox Hotel, located in the heart of downtown, you’re just steps from Broadway — and only a short drive from Tennessee’s most charming destinations. Here’s your guide to a perfectly balanced Nashville weekend itinerary filled with great food, local shopping, and beautiful places to explore.

Day 1: Downtown Nashville Adventures

Morning – Breakfast and Broadway

Start your day at Biscuit Love Gulch, where warm biscuits and Southern-style brunch dishes set the tone for your trip. After breakfast, take a short stroll down to Lower Broadway to soak in the sounds of live music spilling from every corner.

Don’t Miss:

  • The Country Music Hall of Fame – a must-see for any music lover.
  • The Johnny Cash Museum – an immersive look into the Man in Black’s legendary life.


Afternoon – Shop and Sightsee

After lunch at Assembly Food Hall, head to The Gulch, one of Nashville’s most stylish districts. Explore upscale boutiques, artisan coffee shops, and local murals perfect for photos.

Top Stops:

  • Two Old Hippies – for unique gifts and local goods.
  • Peg Leg Porker – a classic Nashville BBQ joint.

Evening – Dinner and Live Music

End your first night in true Nashville fashion. Enjoy dinner at The Southern Steak & Oyster, then catch a live show at The Ryman Auditorium or one of Broadway’s famous honky-tonks.

Local Tip: If you prefer a laid-back vibe, Robert’s Western World offers live bands and great bar food every night.

Day 2: Local Flavors and Small-Town Charm

Morning – Franklin’s Historic Downtown

Just 30 minutes south of the city, Franklin, TN is perfect for a day trip. Start with coffee and pastries at The Frothy Monkey, then stroll along Main Street — lined with antique shops, boutiques, and Civil War landmarks.

Don’t Miss:

  • Lotz House Museum – a fascinating piece of Franklin’s history.
  • White’s Mercantile – a modern take on a classic general store.

Afternoon – Scenic Drive to Leiper’s Fork

Next, make your way to Leiper’s Fork, a peaceful countryside village with big personality. Browse local art galleries, enjoy the rolling hills, and stop for lunch at 1892 Restaurant or Fox & Locke — known for its live music and home-style comfort food.

Traveler Tip: The drive between Franklin and Leiper’s Fork is part of the Natchez Trace Parkway — one of the most beautiful scenic routes in the South.

Evening – Return to Nashville for Dinner

Head back to the city for dinner at The Optimist or Hampton Social, both offering great food and atmosphere. If you still have energy, explore Printer’s Alley for live jazz and late-night cocktails.

Day 3: A Relaxing Sunday in Music City

Morning – Brunch and a Stroll

Start your final morning with a relaxed brunch at Pancake Pantry in Hillsboro Village. Then take a leisurely walk through Centennial Park, home to the full-scale Parthenon replica — one of Nashville’s most iconic landmarks.

Afternoon – Last-Minute Shopping

Before you head home, stop by 12 South, a trendy neighborhood full of local boutiques, murals, and cafes. It’s the perfect place to pick up souvenirs or enjoy one last iced coffee from Frothy Monkey.

Must-Visit Shops:

  • Draper James – Reese Witherspoon’s Southern-inspired fashion boutique.
  • White’s Mercantile – for locally made gifts and home goods.

Experience the Best of Nashville and Beyond

From the excitement of Broadway to the charm of nearby towns, a weekend in Nashville offers endless ways to eat, shop, and explore. With a little planning, you can experience both the city’s famous attractions and its quiet, local treasures — all in just a few days.

Stay in the Heart of It All at The Maddox Hotel

Located just steps from Lower Broadway, The Maddox Hotel offers travelers the perfect blend of comfort, style, and convenience. Enjoy modern rooms, exceptional service, and easy access to Nashville’s top attractions, restaurants, and music venues.

After a full day of exploring, unwind in the comfort of your downtown retreat — where Southern hospitality meets contemporary design. Whether you’re here for a weekend getaway or an extended stay, The Maddox Hotel makes every moment in Nashville unforgettable.

Read More Blog Post Here!

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