Date night in Rock Hill: river views at The Pump House, Old Town dinners, wine bars, Winthrop concerts and theater, rooftop drinks until 11 p.m. and free gardens.

Last checked Oct. 12, 2026. Every listing comes from the venue’s own website or, for shows, from Winthrop University. We do not rank restaurants or print reviews; hours change, so check before you go.

For a night out in Rock Hill, pair dinner in Old Town or at The Pump House on the Catawba River with a Winthrop concert or play, then a nightcap at a rooftop bar: 354 SkyBar at the Cambria Hotel is open until 11 p.m. every night. For a free first date, Glencairn Garden is open until dusk.

Quick plan

  • Dinner with a view: The Pump House, 803-329-8888
  • Old Town dinner: The Flipside, 803-324-3547; Kounter, reservations online
  • A show: Winthrop University’s arts calendar, most concerts free
  • Late drinks: 354 SkyBar, 5 to 11 p.m. daily, 803-324-0004

Dinner

Restaurant Address From its own site
The Pump House 575 Herrons Ferry Road, 803-329-8888 Five stories on the Catawba River; Southern-inspired chophouse menu, hand-crafted cocktails and a Wine Spectator award-winning wine list; dinner from 4 p.m. weekends
Kounter Old Town Open until 9 p.m. Tuesday to Thursday and 10 p.m. Friday and Saturday; closed Monday; reservations online; its bar, Elsie’s, takes none
The Flipside Restaurant 129 Caldwell St., 803-324-3547 Dinner 4 to 9 p.m. Monday to Saturday; half-price wine by the glass Mondays
Old Town Kitchen and Cocktails Rock Hill Locally sourced menu from sandwiches to steaks, 16 taps and craft cocktails; reservations through OpenTable
Krave 489 Rock Hill “Coastal comfort” fine dining built around shared seafood plates

Kounter sits in a former five-and-dime in Old Town that was the site of a civil rights-era sit-in, its site says.

Wine bars and drinks

  • Jackass Cafe and Wine Bar at The Mercantile, 153 E. White St. Wine, coffee and hors d’oeuvres in the historic Coca-Cola bottling building, with live music, poetry readings and movie nights; open until 7 p.m. Monday to Saturday and 5 p.m. Sunday, its site says.
  • The Pour Market, in the restored Power House. Wine tastings, live music nights and a string-lit patio; 11 a.m. to 10 p.m. Tuesday to Saturday, according to its site.
  • Grapevine Wine Shop has a Rock Hill location at Riverwalk; see its Rock Hill page for tastings and hours.
  • 354 SkyBar, Cambria Hotel, 354 Technology Center Way. 5 to 11 p.m. daily, with reservations by phone at 803-324-0004.
  • The Pump House rooftop opens at 4 p.m. on weekdays, with happy hour on the rooftop and third-floor bar 4 to 6:30 p.m. Sunday to Thursday.

A show

  • Winthrop University stages theater and dance productions and more than 100 music performances a year, most of them free and open to the public, and its galleries are free. See the arts calendar.
  • First Fridays in Old Town, the first Friday of each month from 5 p.m., put music and art inside local shops and restaurants; see the Arts Council of York County.
  • Concerts in the Garden at Glencairn, 6 to 8 p.m. on set Thursdays in early fall, on the Old Town events calendar.

Free and easy

  • Glencairn Garden, 725 Crest St. Fountains, ponds and a Japanese footbridge; free, dawn to dusk.
  • The Catawba River Trail at Riverwalk, before dinner at The Pump House next door. Open dawn to dusk; see our walking and biking trails guide.

Late openings and live music are on our live music and nightlife guide; weekend mornings are on our brunch guide.

Related: Valentine’s Day, Old Town Rock Hill, New Year’s Eve and free things to do.

Frequently asked questions

Where should I go for a date night dinner in Rock Hill?

The Pump House, 575 Herrons Ferry Road, has a chophouse menu five stories above the Catawba River; in Old Town, The Flipside serves dinner until 9 p.m. Monday to Saturday and Kounter takes reservations online. Every detail is from the restaurants’ own sites.

Is there a wine bar in Rock Hill?

Yes. The Jackass Cafe and Wine Bar at The Mercantile, 153 E. White St., pours wine until 7 p.m. most days, The Pour Market in the old Power House holds wine tastings, and Grapevine Wine Shop has a Rock Hill location at Riverwalk.

What is open late in Rock Hill for drinks?

354 SkyBar at the Cambria Hotel is open until 11 p.m. daily, and The Journeyman Tavern and Slow Play Brewing stay open until 11 p.m. on Fridays and Saturdays, according to their own sites.

Are there shows at Winthrop University?

Yes. Winthrop’s College of Visual and Performing Arts stages theater and dance productions and more than 100 music performances a year, most of them free and open to the public.