Date night in Tupelo: dinner at Park Heights or Woody's, a show at the Lyric Theatre, mead at Queen's Reward, cocktails downtown and late live music.

Last checked Oct. 16, 2026. Hours and addresses come from each venue’s own website. Hours change; call ahead, and book on weekends.

Tupelo’s best date nights start downtown, where a historic theater, a rooftop restaurant and a string of cocktail bars sit within a few blocks, and end with live music on North Gloster Street. Here is where to go, with the hours that matter.

Plan the night

  • Dinner: Park Heights (Mon. to Sat.) or Woody’s (Tue. to Sat.)
  • Show: Lyric Theatre, 201 N. Broadway St.
  • Drinks: Queen’s Reward Meadery, Downunder, Jobos
  • Late: Blue Canoe, until 1 a.m. Friday and Saturday
  • Special occasion: see Valentine’s Day

Dinner

Restaurant Style Hours Address
Park Heights Modern American: grilled oysters, she-crab soup, halibut, prime beef; rooftop and patio Dinner 5:30 to 9 p.m. Mon. to Sat. 335 E. Main St., 662-842-5665
Woody’s Charcoal-grilled hand-cut steaks, wild game, local seafood 4:30 to 9 p.m. Tue. to Thu.; 4:30 to 9:30 p.m. Fri. and Sat. 619 N. Gloster St., 662-840-0460
Jobos Surf and turf, cocktails and mocktails, in Hotel Tupelo 3 to 9 p.m. Mon. to Thu.; 3 to 10 p.m. Fri.; 2 to 10 p.m. Sat.; 2 to 9 p.m. Sun. 314 E. Main St., 662-362-6173
The Grill at Fairpark American, with reservations online Lunch and dinner daily, per Visit Tupelo 343 E. Main St., Suite A, 662-680-3201
The Gin Southern, Delta-inspired menu Dinner to 9 p.m. Wed. to Sat. 4187 W. Main St., 662-350-7600

Park Heights describes its dining room as “sophisticated without feeling formal,” with an extensive wine list.

A show

  • Lyric Theatre, 201 N. Broadway St.: Tupelo Community Theatre’s main stage. TCT’s 2026-27 season includes A Christmas Carol (Dec. 10-12), Madagascar Jr. (Jan. 28-30), Daddy’s Dyin’ Who’s Got the Will? (Feb. 25-27) and The Diary of Anne Frank (March 18-20). Tickets at tctlyric.com, 662-844-1935.
  • North Mississippi Symphony Orchestra, THS Performing Arts Center, 4125 Golden Wave Drive: Christmas with the NMSO on Dec. 12 and Chickasaw Heritage: Lowak Shoppala’ on Feb. 20, 2027.
  • West of Shakerag Improv at the Link Centre’s black box theater: $7 tickets with free popcorn, according to Visit Tupelo listings.
  • Huntington Bank Arena, 375 E. Main St.: touring concerts and comedy; events.

Drinks

  • Queen’s Reward Meadery, 1719 McCullough Blvd., 662-823-6323: meads made with Mississippi honey, from blackberry aged in bourbon barrels to a spiced winter mead. Tasting room open 10 a.m. to 8 p.m. Tuesday and Wednesday and 10 a.m. to 10 p.m. Thursday to Saturday.
  • Downunder, 216A W. Main St.: cocktails and Australian-inspired food, open until midnight Friday and Saturday.
  • Tupelo Cocktail Trail: seven downtown stops, each with a signature cocktail, from Park Heights’ Tupelo Honey to The Grill at Fairpark’s Lemon Ice Box Pie Martini; finish the card for a free shaker at the Visitors Center, 399 E. Main St. (details)

Downtown’s open-container rules let you carry a drink between stops in the approved cup on Thursday to Saturday evenings; see our downtown guide.

Late

  • Blue Canoe, 2006 N. Gloster St.: original live music, 46 taps, open until 1 a.m. Friday and Saturday.
  • Backline Music Hall, 5339 Cliff Gookin Blvd.: touring and local acts.

More in our live music and nightlife guide.

Daytime dates

  • GumTree Museum of Art, 211 W. Main St.: exhibitions by Mississippi artists, 10 a.m. to 4 p.m. Tuesday to Friday and 11 a.m. to 3 p.m. Saturday.
  • Elvis Presley Birthplace: the grounds are open 24 hours; Visit Tupelo suggests the sunset from the Becoming statue.
  • Tupelo Buffalo Park and Zoo, 2272 Coley Road: a bison herd and animals from around the world.
  • Backswings Golf and Grill, 1014 Commonwealth Blvd.: golf simulator bays with food.

Related: Valentine’s Day in Tupelo, brunch in Tupelo and free things to do.

Frequently asked questions

Where should I go for a romantic dinner in Tupelo?

Park Heights, 335 E. Main St., serves modern American food with a rooftop and patio overlooking downtown, 5:30 to 9 p.m. Monday to Saturday. Woody’s, 619 N. Gloster St., is a steakhouse open Tuesday to Saturday evenings.

What is there to do at night in Tupelo besides dinner?

See a Tupelo Community Theatre show at the Lyric Theatre, catch live music at Blue Canoe or Backline Music Hall, try mead at Queen’s Reward Meadery, or walk the downtown Cocktail Trail.

Which Tupelo restaurants are open late?

Downunder on West Main Street and Blue Canoe on North Gloster Street stay open until midnight or later on Friday and Saturday. Jobos at Hotel Tupelo serves until 10 p.m. Friday and Saturday.

Are there date-night places open on Sunday in Tupelo?

Jobos serves dinner from 2 to 9 p.m. Sundays. Park Heights, Woody’s and Queen’s Reward Meadery are closed on Sundays.