Winter Date Night Ideas in Washington, DC

Best winter date nights in Washington, DC include Blagden Alley (Free), Blues Alley Jazz ($20-70), DAR Constitution Hall ($40-120), DC Improv Comedy Club ($20-65), and Canal Park Ice Rink ($13). Add ice skating or a holiday lights walk for the full seasonal experience.

42 places20 freeOct 2026
Discovery Theater by Smithsonian Associates

Smithsonian's own kids theater, $6

1100 Jefferson Dr SW, Washington, DC 20560 · Show times vary, typically Tue-Fri 10am and 11:15am · Ages 3–10

$6
The Yards Park

Free splash park with fountains, under a foot deep

355 Water St SE, Washington, DC 20003 · Sunrise to 2 hours after sunset

Free
National Gallery of Art

Underground walkway, wading fountain, ice rink, all free

6th & Constitution Ave NW, Washington, DC 20565 · Daily 10am-5pm

Free
John F. Kennedy Center for the Performing Arts - Millennium Stage

Free show every night at 6pm, no tickets

2700 F St NW, Washington, DC 20566 · Daily at 6pm (Millennium Stage); building open 10am-9pm

Free
Ford's Theatre National Historic Site

Actual assassination site, Booth's diary, free

511 10th St NW, Washington, DC 20004 · Daily 9am-4:30pm

Free
Library of Congress - Thomas Jefferson Building

Largest library in the world, free to visit

101 Independence Ave SE, Washington, DC 20540 · Mon-Sat 10am-5pm, closed Sundays

Free
Glen Echo Park

1921 carousel still running, $2 a ride

7300 MacArthur Blvd, Glen Echo, MD 20812 · Grounds open daily dawn to dusk; carousel and theater hours vary

Free
National Theatre Saturday Morning Live

Free Saturday kids shows, no tickets needed

1321 Pennsylvania Ave NW, Washington, DC 20004 · Select Saturdays 9:30am and 11am, check schedule · Ages 4–10

Free
DC Public Library - MLK Library

Whole children's floor, free daily programs

901 G St NW, Washington, DC 20001 · Mon-Thu 9:30am-9pm, Fri-Sat 9:30am-5:30pm, Sun 1-5pm

Free
Tidal Basin Paddle Boats

Pedal past the Jefferson Memorial for $38/hour

1501 Maine Ave SW, Washington, DC 20024 · Mar-Oct: Daily 10am-6pm (weather dependent)

$38/hour
John F. Kennedy Center for the Performing Arts

Free show every single day at 6pm

2700 F St NW, Washington, DC 20566 · Box office: Mon-Sat 10am-9pm, Sun 12pm-9pm

$20-150
9:30 Club

Routinely ranked best live music club in America

815 V St NW, Washington, DC 20001 · Show nights, doors typically 7pm

$20-60
DC Improv Comedy Club

300 seats, two-drink minimum, open since 1992

1140 Connecticut Ave NW, Washington, DC 20036 · Shows Wed-Sun, box office opens 1 hour before

$20-65
National Gallery of Art

Only da Vinci painting in the Americas, free

6th St & Constitution Ave NW, Washington, DC 20565 · Daily 10am-5pm

Free
The Phillips Collection

Renoir's Luncheon of the Boating Party lives here

1600 21st St NW, Washington, DC 20009 · Tue-Sun 10am-5pm, closed Mon

$20
Blues Alley Jazz

Oldest jazz supper club in America, since 1965

1073 Wisconsin Ave NW, Washington, DC 20007 · Shows nightly at 6pm and 8pm

$20-70
The Howard Theatre

Duke Ellington and James Brown both played here

620 T St NW, Washington, DC 20001 · Show nights, times vary; brunch shows Sun 11am

$25-75
Room 808

Comedy club inside a former flower shop

808 Upshur St NW, Washington, DC 20011 · Show nights only, check schedule

$15-30
DAR Constitution Hall

Where Marian Anderson made history in 1943

1776 D St NW, Washington, DC 20006 · Event nights only, box office opens 2 hours before showtime

$40-120
Dupont Underground

Art shows in abandoned streetcar tunnels

19 Dupont Circle NW, Washington, DC 20036 · Event-dependent, check schedule

$10-25
Capital One Arena

Caps, Wizards, and every big concert tour

601 F St NW, Washington, DC 20004 · Event nights, doors typically 1-2 hours before showtime

$50-200
The Anthem

Movable stage adjusts room from 2,500 to 6,000

901 Wharf St SW, Washington, DC 20024 · Box office daily 12-7pm, show nights doors vary

$30-100
Union Market

40+ food vendors, free to browse

1309 5th St NE, Washington, DC 20002 · Tue-Sun 8am-9pm, closed Mon

Free
Smithsonian American Art Museum

Shares a building with the National Portrait Gallery, all free

8th & G Streets NW, Washington, DC 20004 · Daily 11:30am-7pm

Free
Songbyrd Music House

Record store upstairs, basement venue downstairs

540 Penn St NE, Washington, DC 20002 · Show nights, doors typically 7pm; shop hours vary

$15-30
Underground Comedy at Hotbed

Free stand-up comedy, no tickets needed

1724 Kalorama Rd NW, Washington, DC 20009 · Comedy nights vary, check social media for schedule

Free
Jazz in the Garden - National Gallery of Art

Free jazz every Friday all summer

6th St & Constitution Ave NW, Washington, DC 20565 · Fridays 5-8:30pm, Memorial Day through Labor Day

Free
Union Stage

Mid-size room splitting the difference at The Wharf

740 Water St SW, Washington, DC 20024 · Show nights, check schedule

$15-40
Hirshhorn Museum and Sculpture Garden

Free, no tickets, and rarely crowded

Independence Ave SW & 7th St SW, Washington, DC 20560 · Museum: Daily 10am-5:30pm; Sculpture Garden: Daily 7:30am-dusk

Free
Wolf Trap National Park for the Performing Arts

Only national park for performing arts

1551 Trap Rd, Vienna, VA 22182 · Summer season May-Sep; Barns year-round

$25-100
Miracle Theatre DC

1917 movie house, still has the original facade

535 8th St SE, Washington, DC 20003 · Show nights, check schedule

$20-50
Fort Reno Concerts

Free concerts at DC's highest point since the 1960s

3950 Chesapeake St NW, Washington, DC 20016 · Mon & Thu evenings 7-9pm, Jul-Aug

Free
Hillwood Estate Museum & Gardens

Free — Russian imperial art, Japanese garden, and an orchid greenhouse nobody knows about.

4155 Linnean Ave NW, Washington, DC 20008 · Tue-Sun 10am-5pm, closed Mon

Free
Dumbarton Oaks

Byzantine art + 10 acres of terraced gardens in Georgetown — the gardens alone are worth it.

1703 32nd St NW, Washington, DC 20007 · Museum: Tue-Sun 11:30am-5:30pm; Gardens: Tue-Sun 2-6pm (seasonal hours vary)

Free-$10
Smithsonian National Museum of Asian Art

Free Smithsonian with 40,000+ Asian art pieces — way less crowded than Air & Space.

1050 Independence Ave SW, Washington, DC 20560 · Daily 10am-5:30pm

Free
Blagden Alley

Hidden alley in Shaw with street art, cocktail bars, and restaurants — most people walk right past.

Blagden Alley NW, Washington, DC 20001 · Always accessible; restaurant/bar hours vary

Free
National Gallery of Art Sculpture Garden Ice Rink

$15 adults for two sessions. $7 skate rental. Skate surrounded by modern sculpture on the Mall. 45-minute sessions start on the hour.

6th St & Constitution Ave NW, Washington, DC 20565 · Sun-Thu 11am-9pm, Fri-Sat 11am-11pm

$15
Washington Harbour Ice Rink

$11 adults, $9 kids. Largest outdoor rink in DC -- bigger than Rockefeller Center. Potomac River views. 90-minute sessions.

3000 K St NW, Washington, DC 20007 · Sun-Thu 11am-8:30pm (sessions), Fri-Sat 11am-10:30pm

$11
Canal Park Ice Rink

$13 adults, $11 kids. Figure-eight shaped rink -- feels more like an ice trail than a rink. Capitol Hill side of the river.

200 M St SE, Washington, DC 20003 · Mon-Thu 2-10pm, Fri 2-11pm, Sat 12-11pm, Sun 12-10pm

$13
The Wharf Ice Rink

$20 adults, $15 kids. The priciest rink in DC, but the Wharf atmosphere makes up for it. Right next to The Anthem and all the restaurants.

970 Wharf St SW, Washington, DC 20024 · Wed-Fri 4-10pm, Sat 12-10pm, Sun 12-8pm (closed Mon-Tue)

$20
Westpost Outdoor Ice Skating at National Landing

$11 online, $13 walk-up. Biggest outdoor rink in Northern Virginia. Stone fireplace rinkside. Pentagon City Metro stop.

1201 S Joyce St, Arlington, VA 22202 · Sun-Thu 10am-10pm, Fri-Sat 10am-11pm

$11
Eastern Market

Weekend farmers market + flea market on Capitol Hill — Saturday produce, Sunday antiques.

225 7th St SE, Washington, DC 20003 · Indoor: Tue-Fri 7am-7pm, Sat 7am-6pm, Sun 9am-5pm; Outdoor: Sat-Sun 10am-5pm

Free entry