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Romantic Things to Do in Oxford, Mississippi

From first dates to fiftieth anniversaries, Oxford delivers. Our editors picked 4 romantic places in and around the city, led by classics like Overton Park & Levitt Shell, then ranked them by the drive from downtown. Bookmark this page — it is the only date-planning list Oxford needs.

Planning the trip itself? Browse tours and experiences in Oxford, Mississippi →

4 romantic escapes closest: Oxford's Historic Square · less than a mile curated across 3 categories
Romantic DiningCulture & EntertainmentClassic RomanceWorth the Drive
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Romantic Dining near Oxford

Flight Restaurant & Wine BarRomantic Dining62 mi

Flight Restaurant & Wine Bar

39 S Main St, Memphis, TN 38103

A restored Main Street storefront where every table builds its own flight — of wines, entrées, and desserts — course by course.

Build-your-own flightsWine tastingsTrolley-side patio dinnersDessert flights
Romantic EveningFirst DateSpecial Occasion
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Culture & Entertainment near Oxford

Oxford's Historic SquareCulture & Entertainment< 1 mi

Oxford's Historic Square

Courthouse Sq, Oxford, MS 38655

The South's most literary square — Faulkner's town of bookstores, balconies, and long Southern evenings.

Square Books browsingCourthouse strollsSouthern diningRowan Oak visits
Casual DateRomantic EveningWeekend Getaway
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Beale StreetCulture & Entertainment62 mi

Beale Street

Beale St, Memphis, TN 38103

The Home of the Blues comes alive every night with live music pouring from every doorway. Grab BBQ and let Memphis set the mood.

Live blues clubsMemphis BBQStreet performersLate-night music
Fun & UniqueCasual DateFirst Date
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Classic Romance near Oxford

Overton Park & Levitt ShellClassic Romance60 mi

Overton Park & Levitt Shell

1914 Poplar Ave, Memphis, TN 38104

A 342-acre Old Forest at the city's heart — free concerts under the stars at the shell where Elvis played his first paid show in 1954.

Free concert nightsOld Forest trail walksPicnic blankets at duskZoo and garden wanders
Casual DateClassic RomanceFirst Date
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Three date ideas to steal

Worth the Drive from Oxford

The Standard at the Smith HouseRomantic Dining197 mi

The Standard at the Smith House

167 Rosa L Parks Blvd, Nashville, TN 37203

An 1840s Greek Revival mansion downtown — candlelit parlors, dry-aged steaks, and a rooftop smoke deck over the skyline.

Mansion parlor dinnersDry-aged steaks for twoRooftop nightcapsDowntown Nashville walks
AnniversarySpecial OccasionRomantic Evening
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Rolf and DaughtersRomantic Dining198 mi

Rolf and Daughters

700 Taylor St, Nashville, TN 37208

Modern peasant food in the old Werthan factory — handmade pasta, wood fire, natural wine, and the room that put Nashville dining on the map.

Handmade pasta dinnersNatural-wine flightsGermantown evening strollsCommunal-table nights
First DateCasual DateRomantic Evening
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Whitaker Point (Hawksbill Crag)Scenic & Sunsets221 mi

Whitaker Point (Hawksbill Crag)

Cave Mountain Rd, Ponca, AR 72670

The Ozarks' most romantic overlook — a rock ledge jutting over an endless forested valley at golden hour.

Golden-hour photosOzark bluff hikesBuffalo River floatsWaterfall chasing
Adventure DateFirst DateWeekend Getaway
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Fairhope & Mobile BayClassic Romance282 mi

Fairhope & Mobile Bay

S Fairhope Ave, Fairhope, AL 36532

A storybook bayside town of flower-lined streets, galleries, and legendary sunsets over Mobile Bay.

Sunset pier walksFlower street strollsBayfront diningArt gallery hopping
Weekend GetawayClassic RomanceCasual Date
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CanoeRomantic Dining297 mi

Canoe

600 Peachtree St NE, Atlanta, GA 30308

Perched on the 47th floor with panoramic views of the Atlanta skyline. New Southern cuisine with floor-to-ceiling windows.

Skyline viewsNew Southern cuisineWine tastingsPrivate dining
ProposalAnniversarySpecial Occasion
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New Orleans City ParkScenic & Sunsets304 mi

New Orleans City Park

1 Palm Dr, New Orleans, LA 70124

1,300 acres anchored by 300-year-old live oaks — storybook lagoons, a free sculpture garden, and beignets under the canopy.

Oak-shaded strollsSculpture garden wandersCarousel Gardens ridesBeignet picnics
Casual DateFirst DateWeekend Getaway
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Good to know before you go

Is Oxford good for a romantic weekend?

Yes — Oxford, Mississippi is one of our 167 curated romantic destinations, with candlelit dining, sunset views, and quiet corners for two. This guide covers our editor-vetted favorites, sorted by distance from Oxford.

What are the most romantic things to do in Oxford?

Couples come to Oxford for sunset strolls, special-occasion dinners, and scenery worth sharing. Start with the places listed above — each entry is curated, described, and easy to reach from Oxford.

When is the best time to visit Oxford?

Romance here is year-round, but shoulder seasons mean smaller crowds and easier reservations. The seasonal picks on our home page help you time the trip.

How do I plan a date in Oxford?

Pick your favorites from this guide, add them to your itinerary with the My Itinerary tool, and browse local tours and experiences for the splurge-worthy part of the day.

How romantic is Oxford?
★ 4.6/5 · Romance Atlas score, curated for two from 10 spots
Tours & Experiences

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