Oxford, MS, has all the makings of an unforgettable girls’ weekend — charming boutiques, delicious dining spots, and a laid-back vibe inviting you to slow down and stay awhile. Whether you’re planning a reunion, birthday trip, or just a spontaneous escape with your closest friends, here’s how to spend a picture-perfect weekend in this beloved Mississippi gem.
Check into a Chic Hotel
The right stay sets the tone for any getaway. Luckily, Oxford is home to various unique boutique hotels that make for the perfect home base.
For a hotel that blends Southern traditions with modern comforts, book a room at The Oliver Hotel. It is situated right off the Square and conveniently located to some of the city’s best shopping and dining. It also houses 40 well-appointed rooms and suites, an on-site restaurant, and an intimate speakeasy. Kingswood Restaurant & Bar offers authentic Southern cuisine, while Nightbird is known for its creative craft cocktails.
Another popular boutique hotel, Graduate by Hilton offers a truly authentic Oxford experience. In addition to cozy guest rooms and thoughtful amenities, the hotel offers two on-site dining options — Cabin 82 for breakfast and lunch, and The Coop, a rooftop bar with sweeping views and delicious bites.
Fuel Up for Your Day
After a good night’s rest, start your morning with coffee and pastries from Bottletree Bakery, a local café known for its European-style breads made fresh daily. You’ll also find a lineup of signature drinks, fresh cookies, and homemade granola.
Heartbreak Coffee is another great option for a morning pick-me-up. The local coffeehouse is women-founded and offers everything from lattes to fresh muffins and delectable donuts.
For a quintessential Southern brunch, head to Big Bad Breakfast, where the biscuits are flaky, the grits are creamy, and the side dishes are an underrated addition to any meal. Standout entrées include the bruléed grapefruit and the chicken and waffles.
Shop The Square
Since Oxford’s incorporation in 1837, the Square has been a bustling cultural and economic hub. Today, it’s a go-to destination for shopping and local charm. You and your girlfriends could easily spend an afternoon here, popping in and out of boutiques for gifts, on-trend fashion, and unique finds.
Browse popular women’s boutiques like Ginger G, Cicada, and JANE, or head to Olive Juice Gifts for a mix of home decor and fashion-forward accessories. And don’t miss Neilson’s Department Store, a local icon since 1839. It’s known for its collection of clothing for women, men, and children, as well as timeless home goods.
Square Books is a must for book lovers. This beloved, two-story bookstore is the perfect place to find your next great read or pick up a quirky, Southern-inspired gift. Bonus: There’s an on-site café if you’re in need of a mid-shopping coffee break and a balcony overlooking the Square.
For a truly unforgettable shopping experience, stop into Inside Discount. You’re almost guaranteed to find something here, as the store is filled from top to bottom with home goods and decor (think pillows, vases, artwork, faux flowers, mirrors, and so much more).
Immerse Yourself in Local Culture
No trip to Oxford is complete without exploring the city’s rich cultural roots, and few places embody that spirit more than Rowan Oak, the former home of American author William Faulkner. While visiting, be sure to stroll the Bailey Woods Trail, a scenic footpath that connects Rowan Oak to the University of Mississippi Museum. Plus, it was once a favorite walking route of William Faulkner himself.
Once you arrive at the Ole Miss campus, you’ll enjoy everything from tree-lined sidewalks to stately architecture and landmarks that reflect the university’s storied past.
Enjoy Live Music
Known as “The Cultural Mecca of the South,” no trip to Oxford is complete without a visit to The Lyric Theatre. Be sure to check the venue’s calendar to see who might be playing when you’re in town. Previous acts include The Black Keys, Willie Nelson, and Kacey Musgraves.
Many of Oxford’s local bars and restaurants also host live music events. This is a great way to see local talent and enjoy more of the city’s food and beverage scene. Popular spots include Proud Larry’s, The Library Sports Bar, and Rafters Music and Food.
Dine on Elevated Southern Cuisine
When you’re ready for dinner, Oxford is home to some of the best and most authentic Southern cuisine. The legendary City Grocery is a popular fine-dining destination known for its shrimp and grits, pork belly tostadas, and crawfish scampi.
City Grocery’s sister restaurant, Snackbar, is billed as “Oxford’s neighborhood restaurant and living room.” Inviting guests to sip, savor, and stay awhile, the eatery’s menu is chock-full of delicious favorites — from oysters to gourmet sandwiches and craft cocktails.
Craving Italian? Head to Saint Leo for a fresh take on upscale comfort food. Inspired by owner Emily Blount’s dream to serve food like her mother did — with heart and hospitality — the restaurant crafts dishes using local ingredients and seasonal flavors. Whether you go for pizza, pasta, or something in between, it’s a meal worth lingering over.
With its perfect blend of Southern charm, lively culture, and warm hospitality, Oxford, MS, promises a girls’ getaway filled with unforgettable moments and lasting memories. To begin planning your adventures, check out visitoxfordms.com.
This article is sponsored by Visit Oxford MS.
