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Wines on the Wing

Multigen Travel in Oxford, Mississippi

by Aoife O'Riordan

Jan 5, 2024

© Visit Oxford MS


With more than 20.8 million U.S. travelers taking at least one multigen trip last year, it’s no secret finding the right destination to cater to three or more generations can prove a little tricky. Each person comes with their own travel habits and preferences, but one great spot for families of all generations to enjoy sits right in the heart of the South.


Square Books

Square Books Jr. © Visit Oxford MS

Oxford, Mississippi, is a charming town offering many literary and cultural experiences, renowned dining options, a vibrant arts and music scene, and various historical sites. Need some inspiration for that potential multigen trip to Oxford? Look no further:


Explore The Square, the very center of town full of local ice cream shops, a coffee roaster, boutiques and vintage record stores. There’s even two British-style phone booths on opposite ends that connect to each other.


Rowan Oak

Rowan Oak © Visit Oxford MS

Book lovers can’t miss Square Books Jr., a large bookshop offering shelves and shelves of children’s books, as well as plenty of books for adults. Fans of classics can also visit Rowan Oak, home to author William Faulkner in 1930. Located on 29 wooded acres south of The Square, this Greek Revival home was the inspiration for much of Faulkner’s work for more than 40 years. Visitors can tour and explore the grounds before hitting Bailey Woods Trail, connecting the house to University of Mississippi Museum.


For some outdoor time, Avent Park is the place to go. Featuring four recently renovated lighted tennis courts, the park also includes a picnic pavilion, walking trail, baseball field and two playgrounds.



Ajax Diner © Visit Oxford MS

There’s also no shortage of eateries in Oxford. Ajax Diner is a testament to Oxford’s soulful food culture, serving up a meat-and-three menu, as well as classics like fried catfish and collard greens. For unexpected twists on Southern cuisine, Snackbar puts Indian flair on beloved dishes to create tasty masterpieces. And for the parents and grandparents, The Sipp boasts an extensive wine and cocktail list alongside an array of tapas.



Graduate Oxford © Visit Oxford MS

Despite its size, Oxford is also home to some great accommodation options. Graduate Oxford includes connecting rooms for families and even offers Graduate Home, available to book for families wanting a special suite with multiple bedrooms and a large living room. For families needing extra space when traveling, The Inn at Ole Miss, located in the middle of campus, is the perfect home base.


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