Date night in Montgomery: films at the Capri, the Alabama Shakespeare Festival, a Harriott II river cruise, dinner on Cloverdale Road and a nightcap downtown.

Last checked Oct. 17, 2026. Venue details come from each place’s own website or its listing with the Montgomery Area Chamber’s tourism office, linked below. We list places, not rankings; book ahead on weekends.

A Montgomery date night can be a film in Cloverdale, a play in Blount Cultural Park, a cruise on the Alabama River or a concert downtown, with dinner before and a nightcap after. Here is where to start.

Plan it

  • Film: the Capri Theatre, 1045 E. Fairview Ave.
  • Theater: the Alabama Shakespeare Festival or the Cloverdale Playhouse.
  • On the water: the Harriott II riverboat.
  • Parking: downtown city meters are free after 5 p.m. on weekdays and all weekend.

Films and theater

The Capri Theatre, 1045 E. Fairview Ave., is Montgomery’s only independent cinema, run since 1983 by the nonprofit Capri Community Film Society. This fall its calendar includes Terror Tuesdays horror screenings, a classic film class on Thursdays and holiday films in December. 334-262-4858.

Alabama Shakespeare Festival, 1 Festival Drive, stages its season in the Carolyn Blount Theatre in Blount Cultural Park. This holiday season: Elf The Musical Nov. 25 to Dec. 27 and A Swingin’ Ella Christmas Dec. 16-20. Arrive early and walk the park’s pond and gardens first.

Cloverdale Playhouse, 960 Cloverdale Road, is a community theater that opens its 16th year in 2027. It announces its 2027 season at 7 p.m. Friday, Nov. 6. 334-262-1530.

Concerts. The Montgomery Performing Arts Centre, 201 Tallapoosa St., books touring concerts and comedy (ticket office 334-481-5100). The Montgomery Symphony Orchestra plays Troy University’s Davis Theatre, 251 Montgomery St.; its Joyce Caddell Holiday Pops is Dec. 18.

On the river

The city’s Harriott II riverboat sails from 200 Coosa St. with live entertainment, food from the Wheelhouse Grille and a full bar. This season’s schedule includes a Saturday Getaway Cruise and a Sunday Evening Blues Cruise into late November. 334-625-2100.

Dinner

Restaurant Address Notes Phone
Vintage Year 405 Cloverdale Road Hand-cut meats, seafood, wine and spirits since 1984; reservations on Resy 334-819-7215
Cork & Cleaver 2960A Zelda Road Open until 10 p.m. Friday and Saturday; reservations on Resy 334-676-2260
Itta Bena 1801 Eddie L. Tullis Road, Wind Creek Restaurant with a live entertainment calendar 334-514-5129
Sinclair’s East 7847 Vaughn Road Dinner with bands Wednesday to Saturday 334-271-7654

A nightcap

Daytime dates

  • The Montgomery Museum of Fine Arts, One Museum Drive, is free and open Tuesday to Sunday.
  • Brunch at Cork & Cleaver or the Bubbly Hen: see our brunch guide.
  • Walk the Riverwalk from Riverfront Park; see walking and biking trails.

More: live music and nightlife, free things to do and things to do this month.

Frequently asked questions

Where is the Capri Theatre in Montgomery?

The Capri Theatre is at 1045 E. Fairview Ave. It is Montgomery’s only independent cinema, run by the nonprofit Capri Community Film Society since 1983. Call 334-262-4858.

What is playing at the Alabama Shakespeare Festival this holiday season?

Elf The Musical runs Nov. 25 to Dec. 27, 2026, on the Festival Stage, and A Swingin’ Ella Christmas plays the Octagon Stage Dec. 16-20. ASF is at 1 Festival Drive in Blount Cultural Park.

Can you take a dinner cruise in Montgomery?

The city’s Harriott II riverboat sails from 200 Coosa St. with food from its Wheelhouse Grille and a bar on board. Call 334-625-2100 for the cruise schedule.

Where can couples get a drink downtown in Montgomery?

Options include Bar Attico, 36 Commerce St.; 23 Court Cigar Bar, 23 S. Court St.; the Lower Lounge, 101-A Tallapoosa St.; and Red Bluff Bar at the Silos on the riverfront.