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Planning the Perfect South Carolina Roadtrip
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items I recently went on a mini road trip through South Carolina for a wedding (at the height of the autumn colors!) and I have fallen in love with this region. From the colorful buildings of Charleston, living out your Netflix dreams Outer Banks Style to ...
Sections
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Where You're Staying
What You're Doing
What You're Eating (and drinking)
Where You're Staying
Honestly, there are a ton of places to stay in Hilton Head SC to meet all your needs so I'll just add a few!
Hilton Beachfront Resort & Spa Hilton Head Island
If you want a truly charming property that just oozes southern- this one fits the bill!
Montage Palmetto Bluff, Bluffton (updated prices 2026)
If you're a Disney person, its worth noting that Disney has a property on Hilton Head!
Disney's Hilton Head Island Resort
Genuinely gorgeous boutique property in Beaufort, South Carolina. We only stopped in Beaufort for the afternoon but a great choice if you want to stay the night!
Rhett House, Beaufort
Another fantastic Beaufort property- RIGHT next to the water with harbor views
Cuthbert House, Beaufort (updated prices 2026)
Genuinely- DO NOT skip Bluffton. We loved this stop! Its small but mighty in charm- plus, easy access to fantastic oysters!
Old Town Bluffton Inn | Best Luxury Hotel near Hilton Head, South Carolina
We didn't stay here, but we did explore and I wish we did stay here! We 100% will next time thats for sure. Overlooks the river, beautiful stone and woodsy decor. Just the coolest honestly
Grand Bohemian Lodge Greenville, Autograph Collection
This is where we stayed for the wedding. Note: the breakfast was one of the best hotel breakfasts Ive had in a while!
Embassy Suites by Hilton Greenville Downtown Riverplace
I really wanted to include some unique stays rather than just the typical cookie cutter hotels- if thats what you're after, then Charleston is definitely the city for it
Indigo Inn, Charleston (updated prices 2026)
Another unique stay- a renovated midcentury motel!!
The Starlight Motor Inn
What You're Doing
Greenville snuck up on me and secretly blew me away, I couldn't believe how charming this town was! Don't skip it!
Greenville SC: Food Tour
I think its fair to say that Charleston is probably the most famous city in South Carolina- and it would be a mistake to skip it. Definitely explore- by trolley or foot and don't miss the famous Rainbow Row!
Charleston Trolley Tour
Its not often I recommend going to a football game, but if you're going to go to one- surely the south is the place to do it
Go see a Clemson Football Game!
Right off the bat, I'm going to tell you this is in North Carolina NOT South. However, If you're taking a road trip- depending on where you're traveling from, it makes sense for a visit and I couldn't help but include it. This is the only non-SC spot...
Biltmore Estate
This is actually a dinner cruise- one of my favorite things to do in seaside towns! This one in particular drew my eye because- seafood boil duh! Very Outer Banks-y
Hilton Head SC: Low Country Boil Dinner
Hilton Head Island, SC is just that- an island. So you better get out to sea and take advantage!
Hilton Head Island: America’s Cup Afternoon Sail
Hilton Head is one of the few places where you can easily bike on the beach because the sand is nice and compact. Not only that, its one of my favorite things to do while I'm there- bike to the forest preserve if you have the time!
Hilton Head Outfitters: Hilton Head Island Bike Rentals
Another fantastic stop on your trip should be Beaufort- learn about the local Gullah culture!
Beaufort South Carolina Gullah Tour
Honestly, just including this one for fun :)
Travel Like a Pogue with This 'Outer Banks' Filming Location Guide
What You're Eating (and drinking)
Bluffton (like many places in SC) is known for its seafood- but also ESPECIALLY oysters. So if you love them, you're in the right place!
Bluffton Oyster Co
As an island, obviously food is a bit limited in Hilton Head (its a big island, I just noticed a lot of chains and hotel restuarnts!) But heres a great bakery
The French Bakery & European Cuisine
If I havent managed to convince you to visit Bluffton yet, then this should do the trick. Seriously eat here.
FARM Bluffton
Michelin recently went through the south and a few places in South Carolina made the list- including this french spot in Greenville. Dont skip it but be prepared for a wait, especially now that its starred! There was a line out the door when I was in...
Scoundrel
Personally I'm not a massiveee meat eater, but that goes out the window when southern BBQ is up for grabs
Rodney Scott's BBQ
Another Oyster heavy spot (and also on the Michelin list!)
Leon's