Small Town Downtowns, Boutiques & Bites

Perfect for girlfriend getaways, leisure travelers, shopping-focused tours, and anyone who loves charming towns and curated experiences.

What if the best way to explore the South isn’t in a tour bus or from the interstate—but on foot, iced latte in hand, strolling past art-lined alleys and window displays full of local treasures?

That’s the heartbeat of Sip, Shop & Stroll, an itinerary that invites your travelers to slow down, take a deep breath, and wander through South Georgia’s most charming downtowns. Each stop combines shopping, sipping, and sweet Southern hospitality—making it an ideal experience for visitors who love discovering one-of-a-kind finds and lingering over lunch in a sun-soaked café.

Day 1

Statesboro to Douglas

Morning: Statesboro, Georgia

Start your journey in Downtown Statesboro, where the Blue Mile invites travelers to stroll along a corridor lined with locally owned boutiques, art spaces, and coffee shops. Stop in at Three Tree Coffee for your morning cup, or browse their selection of locally roasted beans to take home.

Pop into eclectic shops like Charlie’s Funky Junk antiques, or swing by The Archive for one-of-a-kind vintage clothing finds. The vibe here is creative, walkable, and welcoming—perfect for small groups or curated shopping excursions.

Lunch Stop

Grab lunch at Vandy’s Bar-B-Que, a local institution where slow-cooked meats and classic Southern sides fuel the rest of your day. They’ve been using the same brick and cement bar-b-que pit since 1943.

Afternoon: Drive to Douglas (1.5 hrs)

Arrive in Douglas, where the downtown district blends Southern charm with shopping and historical stops. Antique lovers will enjoy Town Square Antique Mall, a long-standing staple, and the Dusty Diamond, while those interested in updating their wardrobe can visit Classy 5 Boutique or Norris Shoe.



Pop into Oh So Good Gelato, Pearl, Cottage Makery, or Holt’s Bakery for an afternoon treat, and stroll to the Pocket Park where you can sit and say hello to the locals walking by.

Evening: Downtown Douglas

Enjoy a relaxed dinner at Cow Tipper’s Burger Company, a casual favorite with group-friendly seating. After your meal, head to one of the many modern hotels just minutes from the town square.

Day 2

Moultrie to Thomasville

Morning: Moultrie (1 hr from Douglas)

Hit the road and start the morning in Moultrie, where Downtown is a shopper’s paradise. Explore The Flossy Peach for clothing, Dustmade Studio for ceramics, or Cranford’s on Main for unique gifts to take home. The vibe is unhurried, the people are kind, and the storefronts are full of Southern character.

Lunch Stop

Dine at Doughboy’s Downtown, a laid-back pizza spot perfect for groups. Afterward, grab a coffee and something sweet at Baba’s the Gathering Place before heading down the road.

Afternoon: Drive to Thomasville (1 hr)

Arrive in Thomasville, often called the shopping capital of South Georgia. The downtown district is brimming with upscale boutiques, home goods shops, and curated lifestyle stores. Make time to stop at The Bookshelf for an unforgettable bookstore experience, the listen to their popular podcast, From the Front Porch, while perusing the antique and clothing boutiques that fill the walkable brick-lined blocks.

Evening: Explore + Sip

Wrap up the day with wine tasting and charcuterie at Farmer’s Daughter Vineyards + Tasting Room, or grab dinner featuring locally made cheeses at Sweet Grass Dairy Cheese Shop. If you’re tempted to stay another night, Thomasville Bed & Breakfast, housed in a beautifully restored Queen Ann Victorian, will convince you. 

Travel Tips

Best Time to Visit

Spring and fall for market days and festivals; winter for holiday open houses and cozy sidewalk strolling.

Local Souvenirs

Fresh-roasted coffee beans from Three Tree, antiques and artisan goods from Downtown Moultrie, handmade books or gifts from The Bookshelf, and wine from Farmer’s Daughter. Blue Sage Books & Gifts in downtown Douglas has Georgia Grown snacks, souvenirs, and specialty gifts.

Group-Friendly Stops

Downtown Statesboro, Moultrie, Douglas, and Thomasville all offer excellent parking and walkable, choose-your-own-adventure layouts. 

Drive Times:

Statesboro → Douglas: 1.5 hrs

Douglas → Moultrie: 1 hr

Moultrie → Thomasville: 1 hr

Sip, Shop & Stroll is more than a shopping trip—it’s an invitation to experience South Georgia’s creativity, hospitality, and quiet magic. Your travelers will leave not just with bags full of local finds, but with hearts full of Southern warmth and stories they’ll tell long after they’ve unpacked.