Plan A Great Weekend In Greenville, SC With Our Itinerary

Pinterest Hidden Image

As Asheville locals, Greenville, South Carolina is our second home for the city’s popular festivals, mainstream concerts, doctor’s appointments, and great downtown area. This is how we would spend one weekend in Greenville, SC to experience its foodie scene, culture, and the great outdoors.

Weekend In Greenville, SC Featured Collage with falls, burger, and bikingPin
Falls Park on the Reedy, a burger from Roost, and the Swamp Rabbit Trail

This post may contain affiliate links that earn us a commission at no extra cost to you. If you love these free guides, support Uncorked Asheville with a small tip.

Weekend In Greenville Itinerary

Use this quick snapshot to plan your Greenville getaway. Then, keep scrolling for more details, including bar, restaurant, brewery, and shop recommendations.

Christine with beer at Liability Brewing Co.Pin
Liability Brewing Co.

Day 1

  • Hotel check-in
  • Drinks and snacks at a brewery, coffee shop, or bar like Coffee Underground, Foxcroft, Ink N Ivy, and Up on the Roof
  • Dinner in Downtown Greenville at Nose Dive, Sushi Murasaki, The Trappe Door, and Roost

Day 2

  • Bike riding the Swamp Rabbit Trail
  • Visit the local shops like M. Judson Booksellers
  • Stroll Falls Park on the Reedy
  • For families, head to the Greenville Zoo
  • Attend a local festival, concert, or theater performance
Tom on bike on Swamp Rabbit TrailPin
Swamp Rabbit Trail
Tom and Christine on Liberty BridgePin
Liberty Bridge

Day 3

  • Brunch
  • Explore nearby Travelers Rest, including cafes, shops, and more
  • Wine taste at a nearby winery or wine bar
  • Enjoy Paris Mountain State Park or head into Western North Carolina

Day 1: Arriving In Greenville

Asheville to Greenville is only one hour and twenty minutes by car. Originating from the Greenville-Spartanburg International Airport (GSP), expect a 20-minute drive into Downtown Greenville. This Greenville itinerary will include options with and without a car.

Check-In (Where To Stay)

We don’t love leaving overnight bags in any vehicle, especially in larger cities. For safety, we try to check in immediately or leave our luggage at the hotel. With one weekend in Greenville, we also highly recommend staying downtown for its convenience and to fully enjoy the walkable part of the city.

YouTube video
Tour our room at the Grand Bohemian Lodge in Greenville.

A few centrally-located, Downtown Greenville hotels we recommend include:

Celebratory Drinks (Best Places To Grab A Drink)

Living up to our namesake, we always get to know a city by its beverages: coffee, local craft beer, and hand-crafted cocktails. However, we appreciate more low-key places versus happening nightlife spots.

From rooftop bars to breweries, these are a few memorable places for drinks in Greenville:

  • Up on the Roof – Spy Greenville from above with sprawling rooftop views, boozy drinks that come in cute bottles, and both a graze and full restaurant menu with sliders, seafood, and veggie sharables.
  • Liability Brewing Co – As a half-Celiac household, Liability’s gluten-reduced beers work for us; we love the murals and vibes of this local craft brewery. You will need transportation here, though, as it is not walkable from Downtown. Yee-Haw Brewing Company is another option for a walkable Downtown brewery along with much newer New Realm (with food!) in Greenville’s West End.
  • Lobby Bar at the Grand Bohemian Lodge (or Spirit & Bower downstairs) – We usually avoid hotel bars, but this one is special. At the Grand Bohemian, grab drinks overlooking Falls Park on the Reedy. Tip: head here when non-guests have left to avoid the crowds.
  • Coffee Underground – We cannot resist a good coffee shop. Coffee Underground boasts an underground theater and a coffee cafe. It’s a hipster cultural hotspot with later evening hours.
  • Foxcroft Wine Co. – It is hard to pick just one wine flight here, and we highly recommend the tapas. Discover new wines from across the globe; we’ve brought our favorites home from their vast wine shop.

We are slowly working our way through Greenville’s bars and breweries, and our readers also love Better Than… cough, cough. It’s a dessert restaurant with hilariously fitting and provocative names.

Dinner Downtown (Top Restaurants)

For Downtown Greenville dining, we highly recommend making advanced dinner reservations where accepted, especially for fancier restaurants. If you aren’t snacking at one of the above bars – Up on the Roof is great for dinner – our top casual choice is Nose Dive.

Nose Dive is a cozy Main Street restaurant with indoor and seasonal outdoor seating. Expect casual bites, great drinks, and a restaurant that caters to food intolerances and allergies. I always crave their hummus plate and order a burger, poke bowl special, or fish and chips. Tom loves a GF burger and tender BBQ chicken.

A few more Greenville restaurants to consider include Roost (even though it’s attached to a hotel, we eat here a lot for quality and service), Tupelo Honey (it’s a franchise also in Asheville, but they are popular and good), Grill Marks (a jumping burger joint), and Sassafras Southern Bistro (Southern fare). Sushi Murasaki and SushiGo have fresh sushi rolls. Our readers love Pomegranate On Main, The Trappe Door, and Soby’s.

Day 2: Full Day In Greenville

There is so much to do with one day in Greenville. These are just a few options, depending on who you are traveling with and your interests.

Outdoors Lovers: Swamp Rabbit Trail

I’m in love with the Swamp Rabbit Trail, which keeps growing in length – about 28 miles now. For road bikers and low-key mountain bikers, this is a great way to spend the morning and afternoon in Greenville with nice weather. Whether you rent bikes or bring your own, pass through public parks, food and drink areas, and Greenville landmarks. The trail is family-friendly with restrooms and bike lock spots along the way.

Our Favorite Swamp Rabbit Trail Sights: We have an entire article about enjoying the Swamp Rabbit Trail and have biked it from different starting points. A must includes grabbing lunch along the trail at the Swamp Rabbit Cafe & Grocery. We also enjoy Pangaea and Southernside breweries. The trail even goes through the Greenville Zoo.

For The Family: Greenville Zoo

Pigs at the Greenville ZooPin

Zoos may or may not be for you. While they aren’t necessarily our jam, we have dropped into the Greenville Zoo to see some of their well-cared-for animals like the baby giraffe and orangutans. Meet a very large tortoise, and watch the monkeys. Check their hours, especially in the winter with closures. It’s also a few dollars cheaper if you purchase in advance online.

First-Timers: Falls Park on the Reedy & Downtown

If this is your first time visiting Greenville, we suggest staying downtown and enjoying Falls Park on the Reedy. This is a breathtaking and surprising city space filled with falls, a walkable park, and plenty of areas to relax. Of course, you can’t miss Greenville’s biggest attraction, Liberty Bridge, a single-suspension bridge over the falls.

Then, stroll the downtown area or take a popular guided segway tour, dipping into our favorite bookstore, M. Judson Booksellers. Downtown Greenville is filled with boutique shops for clothes and candles, ice cream cafes, and more. For cute dresses, head to Traveling Chic Boutique, my favorite.

For Culture & Fun: Festival, Concert, or Theater

Having lived near Hartford, CT (NYC and Boston are right there), Jakarta, Indonesia, and the Tampa/Orlando, Florida areas, I’ve been spoiled with terrific theater and concerts. Greenville is truly a happening city for music and theater lovers. Be sure to see what band (or event) is coming to the Bon Secours. We’ve seen Disturbed, Seether, Staind, and Saint Asonia. Watch an off-Broadway play at the Peace Center. Or, attend a popular festival like Fall for Greenville or Artisphere. We include annual Greenville events on our Asheville/Nearby Areas events calendar.

Before You Go… Be sure to grab our guide to attending concerts at the Bon Secours. See what to expect, where to stay, and top tips for having the most comfortable experience (trust me, those seats hurt!).

Day 3: Before You Go

No Greenville weekend itinerary is complete without brunch and a little nearby exploration on your way out. While Greer, SC and Hendersonville/Flat Rock, NC are fairly close, Travelers Rest is a hidden gem. But first, brunch!

Sunday Brunch (Delicious Mid-Morning Restaurants)

Whether you are looking for a quick and cheap meal on the run or a nice brunch out, Greenville has quite a few places to grab breakfast and brunch. If you are staying at the Grand Bohemian, try their delicious restaurant overlooking the falls, Between the Trees (our food was delicious!).

Tupelo Honey and Biscuit Head are just as popular in Greenville as Asheville. Bonjour Main, Stax Omega Diner (live waitlist on their website), Roost, Southern Culture Kitchen & Bar, CAMP, and Soby’s are just a few more options. We also highly recommend TopSoil Restaurant in Travelers Rest, which overlooks the Swamp Rabbit Trail and is James Beard-recognized.

Visit Travelers Rest

Tom with food at Farmhouse Tacos RestaurantPin
Farmhouse Tacos

Travelers Rest is a small city about 20 minutes by car from Greenville. However, you can also access and easily explore the area from the Swamp Rabbit Trail; some establishments have bike racks.

With much smaller vibes, a few of our favorite stops in Travelers Rest include:

Try A Greenville Winery

Tom with wine flight at Kennington Family WineryPin
Wine flight at Kennington Family Winery

While we are still working our way through the Greenville wine scene, on the way back to Asheville, there are two wineries less than 10 minutes apart: Eagle Mountain Vineyards and Winery and Kennington Family Winery. Build a wine flight at Kennington, which also has a juice flight for kids and seasonal mimosa flights. Discover all of the great wineries around WNC too.

Before You Go…

While we write from a local standpoint for our Asheville articles, we frequent the happening Upstate. We’d love to know your favorite way to spend a weekend in Greenville, from restaurants to bars and special events. We are always trying new places. Let us know in the comments and subscribe to our newsletter for area updates.

Christine and Tom selfiePin

Christine Frascarelli

Christine (pronouns: she/her) is the owner and lead writer of Uncorked Asheville. After falling in love with those gorgeous Blue Ridge Mountains, Christine and her husband Tom decided to call Asheville, North Carolina home. When her pointy Italian nose isn’t stuck in a book, Christine is adopting all of the kitties, getting lost in the forest, and drinking an ESB. She has a BA in English and History from Smith College, her MLIS from USF-Tampa, and is a former U.S. Fulbright Scholar - Indonesia. Christine also owns The Uncorked Librarian LLC with books and movies to inspire travel.


  1. Great insights into Greenville! For music fans be sure to checkout the Chicora Alley Sun afternoon Jazz jams, Wed night live jazz at Blues Alley, and in Traveler’s Rest, Thurs night live jazz at Topsoil (just nominated for a James Beard award!). Thanks!

    1. These are terrific suggestions, Adam. Thanks so much! We’ve been eyeing Chicora Alley every time we drive by and have heard great things. We will have to stop in very soon. Our readers will especially enjoy these music recs too.

Leave a Reply

Your email address will not be published. Required fields are marked *