You are many things, but above all you are the trendsetter. Your social media feed is always filled with photos from the hot spots in town, and you never miss the next big thing. You love a place with character and energy, and have a knack for turning strangers into best friends. You’ll fit right in in Oxford.

Recommended Accommodations: The Graduate by Hilton property features eclectic decorations and elements of Oxford and Ole Miss, including key cards with prominent alumni including Archie and Eli Manning. Its rooftop bar, The Coop, offers a great view of the downtown Square.
The Graduate

 

 

Dinner
It’s your first night in town, let’s show you what Oxford can do with Southern cuisine. This beloved spot takes your favorite classics and elevates them to fine dining, while maintaining the heart and soul of each dish.
City Grocery

Night Cap
You’re probably tired from traveling. So let’s stay close, and head upstairs for a spot the locals love and you can people watch from the balcony overlooking the Square. Settle in for a great trip through this charming town.
City Grocery Bar



Breakfast
Nothing says “Good morning” in Oxford more than a slice of strawberry Humble Pie from this local spot. It’s on Oprah’s Favorite Things list, will it make it on yours?
Bottletree Bakery

Morning Activity

You didn’t travel all the way to Oxford to not enjoy some shopping around The Square. Explore the many trendy boutiques like Cicada or Neilson’s—which has been open since 1839. Pro Tip: Be sure to bring a large enough suitcase to bring home all of your must-have finds.

Lunch
 A trip to Oxford isn’t complete without a brunch or lunch at this iconic diner. Everyone and we mean everyone passes through at least once. Enjoy this classic Mississippi spot where even the ceiling has stories to tell.
Ajax Diner

Afternoon Activity

Not gonna lie…there’s plenty more boutiques for you to explore around Oxford. If you’re looking to mix it up, you can pop into End of All Music to comb through their extensive records or the famous Square Books to look for a book to take home, or enjoy a coffee from their third story cafe or their balcony overlooking the Square.

Happy Hour

You worked hard today, you deserve a glass of wine! Take your time with the list, there are a lot of options…so why not go with a flight?
The Sipp on South Lamar

Dinner
Are you ready to meet your new favorite Neapolitan Pizza spot? This Italian restaurant is proof that the South is capable of so much more than just one style of cuisine. Pro Tip: Their Prosecco Pop is a great choice to add even more sparkle to your meal.
Saint Leo

Night Cap
Let’s have some fun tonight – after all this is a college town! This New Orleans-style daiquiri spot has become an instant favorite among locals, alumni and visitors alike.
Funky’s


Coffee
There aren’t many travel itineraries that’ll put a coffee cart on the must-visit list. But this cup of coffee is served by some of the most charming characters you’ll ever come across. Start your day off with some caffeine and the serotonin boost you didn’t know you needed.
Caffecitos

Morning Activity
The stunning estate of author William Faulkner has been frozen in time. Stroll around the grounds, and take in the charming home at Rowan Oak. You’ll fall in love with the way the light filters through the trees. Talk about a picture-perfect backdrop. If you feel like a walk in the woods, the Bailey Woods Trail is a beautiful and easy trail to conquer before lunch.
Rowan Oak

Lunch
Get your camera ready, this lunch spot is as stylish as it is delicious. You can’t go wrong with their sandwiches or salads…or burgers and fries.
Good Day Café

Afternoon Activity
This one-of-a-kind gin distillery is crafting their spirits with rice from The Delta, and local botanicals including magnolia blossoms. At Wonderbird, you’ll tour the facility, learning about their unique gin making process, and taste a few of their delicious gins.The tours are by appointment only, so be sure to call ahead.
Wonderbird Distillery

Happy Hour
Head up to the roof of The Graduate, and enjoy a beautiful sunset over Oxford at the rooftop bar. There’s no better place to get the night started. Pro Tip: Push your dinner reservations out a bit so you can enjoy a stunning Mississippi sunset over Oxford with a Frosé.
The Coop

Dinner
Let’s celebrate your last night with a Southern and Indian fusion dinner prepared by a two time James Beard awarded chef. You read that right, Southern and Indian fusion. Between the out of this world cuisine and the classic French brassiere atmosphere, you’ll be talking about this meal for a while.
Snackbar

Dessert
There’s no better way to cap off a day well spent than with an ice cream. This delicious creamery is serving up a variety of one-of-a-kind flavors. You’ll wish they shipped. Grab your cone and a fun selfie in front of their colorful mural.
Oxford Creamery


Breakfast
It breaks our heart to see you go. Be sure to grab a coffee along with your breakfast sandwich. We can’t wait to see you again soon.
Heartbreak Coffee

Morning Activity
Whatever you missed. Swing through that little boutique, take a stroll around The Square, maybe even a drive around Ole Miss’s campus.

See You Next Time (Never Goodbye)