If you're planning a getaway to the charming coastal town of Ocean Springs, Mississippi—voted the nation's best coastal small town by USA Today and boasting a slew of accolades for its cultural scene, arts, and small-town vibe—there's no better way to immerse yourself than by basing your stay in one of our cozy downtown cottages. As a local host with short-term rentals (STRs) right in the heart of it all, I've crafted this perfect Saturday itinerary based on how I'd spend my own day here. Whether you're traveling solo, with a partner, or in a small group, this guide will help you make the most of your time.
Our cottages are ideally located in downtown Ocean Springs, offering easy access to everything on foot or via the included golf cart (available at two of our properties). Imagine waking up in a quaint space with modern amenities, then stepping out to explore without the hassle of parking or traffic. Ready to dive in? Let's map out your ideal Saturday.
Morning: Fuel Up with Local Flavor
Start your day right by hopping on the golf cart. Head straight to Bright Eyed Brew Co. (623 Washington Ave) for your morning caffeine fix. This local barista serves up artisanal coffees and lattes with a focus on quality beans—perfect for kicking off a relaxed adventure.
If sweets are more your style, detour to The Tatonut Shop (1114 Government St). This Ocean Springs institution has been frying up fresh donuts since 1960, using potato flour for that unique, fluffy texture. Grab a dozen (or just a few) to share back at your cottage.
Mid-Morning: Dive into Local Culture at the Fresh Market
Next, cruise over to Ocean Springs Fresh Market (1000 Washington Ave) located in the parking lot of the historic train depot, home to the Ocean Springs Chamber of Commerce. This vibrant market is held every Saturday from 9 AM to 1 PM and is a staple for locals, featuring fresh produce from Mississippi farms, handmade crafts, live music, and artisanal goods like jams, breads, and soaps. Don't skip the egg rolls—they're a hidden gem! Pick up some Gulf Coast seafood, local honey, or even flowers to brighten your cottage. It's not just shopping—it's a community event where you can chat with vendors and get the real scoop on hidden gems in town.
After the market, take a leisurely stroll through downtown's eclectic shops along the oak-lined streets. Ocean Springs is an artist's haven, so pop into galleries or browse boutiques for unique souvenirs. From clothing to home decor and jewelry, there's something for every taste. Walking these streets feels like stepping into a postcard—think historic buildings, murals, and that salty sea breeze under the beautiful tree canopy of majestic live oaks that shade the town and give downtown its iconic, welcoming charm.
Lunch: Casual Bites with a View
By now, you'll have worked up an appetite. For lunch, choose from my top casual favorites, all offering that quintessential Ocean Springs chill:
Lady May Restaurant (708 Washington Ave): Go for their sandwiches, flatbreads, or hummus.
Mosaic Restaurant & Bar (1010 Government St): If you're craving variety, their small plates like cheese boards pair wonderfully with craft cocktails.
Glory Bound Gyro Co. (1107 Government St): This spot nails gyros, pizzas, and salads in a fun, upbeat atmosphere.
Whichever you pick, outdoor dining (pet friendly) is a great choice to enjoy the coastal vibe. Pair your meal with a local craft beer from nearby breweries like Crooked Letter Brewing Co. for an authentic touch.
Afternoon: Art, Relaxation, and Beach Time
Post-lunch is the perfect time to embrace Ocean Springs' artistic soul. Head to Walter Anderson Museum of Art (510 Washington Ave), just a short walk or quick golf cart ride from downtown. This gem celebrates the legendary artist Walter Anderson and his family, with stunning exhibits of his vibrant nature-inspired works, murals, and pottery. It's open Saturdays from 11 AM to 5 PM—plan for at least an hour to wander the self-guided galleries (I highly recommend the audio experience for rich stories) and soak in the creativity that defines our town.
After the museum, swing by The Traveler (1007 Joseph St) for an afternoon snack if you're craving something light. Then return to your downtown cottage for some well-deserved downtime. Our properties are perfect for this: unwind on the porch with a book, nap in the comfy beds, or sip something cold while enjoying the charm of the neighborhood. If you're feeling re-energized, take the golf cart (or a short drive) to Front Beach for a classic Gulf Coast afternoon. Stroll the sandy shoreline, look at shrimp boats in the harbor, dip your toes in the water, or watch sailboats on Biloxi Bay. It's peaceful, scenic, and just minutes from your cottage—ideal for recharging before evening.
Evening: Dinner and Downtown Vibes
As the sun sets, it's time for dinner. Snag reservations and head to one of Ocean Springs' standout spots for an elevated experience:
Vestige (715 Washington Ave): Known for its innovative New American cuisine using local, seasonal ingredients—think creative seafood and farm-to-table dishes in an intimate setting. A true gem with national recognition, including a 2024 James Beard Outstanding Restaurant finalist nod and multiple nominations.
Maison De Lu (626 Washington Ave): A cozy favorite known for its crab cakes, steaks, fresh seafood, homemade desserts, and award-winning Bloody Marys. They offer dinner Tuesday-Saturday starting at 5 PM—perfect for a relaxed yet refined meal.
Desi Vega’s Steakhouse (1555 Governemnt St): Known for hand-cut USDA Prime steaks, seasonal Gulf seafood, and elevated Southern cuisine. Operated by celebrated New Orleans restaurateurs, it delivers that same high-caliber experience in downtown Ocean Springs.
After dinner, let the evening unfold at your own pace. When the weekend is right, downtown Ocean Springs comes alive with live music. You’ll find everything from laid-back acoustic sets to full-on performances scattered through just a few blocks. Hop on the golf cart (or simply walk—everything is that close) and see what’s calling you. Some favorite spots that often have music and good energy include:
Government Street Grocery (1210 Government St): classic neighborhood bar feel with occasional live tunes
The Juke Joint (1911 Government St): welcoming dive-bar energy and frequent music nights
Glory Bound (1107 Government St): regularly features live music on Friday and Saturday evenings
Mosaic Restaurant & Bar (1010 Government St): great for drinks, tapas, and the occasional live performance
The Crown (916b Washington Ave): handcrafted cocktails in an upscale yet relaxed atmosphere
Just wander. Stop where the music sounds good, where the crowd feels right, or where the vibe matches what you’re in the mood for—lively, laid-back, indoor, outdoor, whatever. The compact downtown makes bar-hopping effortless and fun.
Bonus: Sunday Brunch Before Heading Home
Treat yourself to a relaxing breakfast or brunch at Blue Dog Bistro (1801 Government St) before checking out and heading home. This spot is a local favorite, passionate about sourcing great, high-quality ingredients served in a chill, welcoming atmosphere. Whether you go for their health conscious dishes or just good food, it's the perfect way to cap off your getaway with great coffee and food.
Insider Tips
Many businesses in Ocean Springs are closed on Mondays—if your trip includes that day, plan ahead so you don't miss out on something special you were hoping for.
For the best sunset views, watch the sunset on Front Beach or East Beach.
Need a workout? Walk or run the Biloxi Bay Bridge—park by the Ocean Springs Yacht Club. 1.6 miles one way on a wide pedestrian path with killer bay and sunset views. Locals do it all the time.
Shearwater Pottery: If you have extra time mid-morning or afternoon, swing by Shearwater Pottery (just off downtown). It's a historic family-run spot with unique, hand-thrown pieces—real local art heritage, and less touristy than the main galleries.
Dog-friendly: Many downtown spots welcome leashed dogs on the patios, and Front Beach/East Beach are great for walks. Bring water—it's humid!
Why Stay in Downtown Ocean Springs?
Ocean Springs isn't just a destination—it's an experience. By choosing one of our cottages, you're steps from all this action, supporting local hosts, and getting perks like the golf cart that make exploring seamless. Our properties blend quaint charm with modern comforts, including fully equipped kitchens, high-speed Wi-Fi, and easy parking—ideal for small groups or couples looking to unwind in style. For larger groups or multiple couples traveling together, reach out directly—we can help coordinate bookings across our properties for a seamless stay.
Ready to book your perfect Ocean Springs getaway? Visit our website at www.downtownoceanspringscottage.com to check availability and book your downtown cottage today. Spots fill up fast, especially on weekends!
This itinerary captures the essence of Ocean Springs from a local's perspective: slow-paced, authentic, and full of hidden treasures. Follow it, and you'll leave feeling like you've discovered your new favorite spot on the Mississippi Gulf Coast.
Disclosure: As the owner of these STRs, I'm passionate about sharing what makes Ocean Springs special. I receive no kickbacks, commissions, or incentives from the businesses recommended here—all suggestions are based on personal experiences.