Winter Date Night Ideas in Boston, MA
Best winter date nights in Boston, MA include Boch Center Wang Theatre ($40-150), Brattle Theatre ($14-16), City Winery Boston ($20-60), Greater Boston Stage Company ($20-25), and Artesani Playground (Free). Add ice skating or a holiday lights walk for the full seasonal experience.
Three floors of hands-on play, ages 0-10
308 Congress St, Boston, MA 02210 · Wed-Mon 9am-4pm, closed Tuesdays · Ages 0–10
Four-story ocean tank you can walk around
1 Central Wharf, Boston, MA 02110 · Mon-Fri 9am-5pm, Sat-Sun 9am-6pm
700+ interactive exhibits, under 3 free
1 Science Park, Boston, MA 02114 · Daily 9am-5pm
Free spray pool in summer, ice skating in winter
38 Beacon St, Boston, MA 02108 · Daily 6am-11pm, Frog Pond spray pool 11am-6pm (summer)
Gorillas, lions, giraffes, starting at $15.95
1 Franklin Park Rd, Boston, MA 02121 · Apr-Sep: Weekdays 9am-5pm, Weekends 9am-6pm; Oct-Mar: Daily 9am-4pm
Book online, way cheaper than walk-up
598 Assembly Row, Somerville, MA 02145 · Mon-Sat 10am-5pm · Ages 3–10
Explore a Civil War fort by ferry, $9
66 Long Wharf, Boston, MA 02110 · Ferries May-Oct, check schedule for times
Drives on streets then splashes into the river
1 Science Park, Boston, MA 02114 · Apr-Nov, departures every 30 min from 9am
One of the last dedicated puppet theaters left
32 Station St, Brookline, MA 02445 · Sat-Sun 10:30am & 1pm, holiday Mondays · Ages 2–10
LED swings that glow at night, totally free
420 D St, Boston, MA 02210 · Mon-Sat 7am-11pm, Sun 7am-10:30pm
Free wading pool, less crowded than the Esplanade
1255 Soldiers Field Rd, Brighton, MA 02135 · Pool: late Jun-Labor Day 11am-6pm; playground: dawn to dusk
170 seats, every one close to the stage
395 Main St, Stoneham, MA 02180 · Show times vary, check calendar · Ages 3+
Free concerts all summer, no tickets needed
47 David G Mugar Way, Boston, MA 02108 · Summer concerts typically Wed and weekend evenings
Free for kids, State House as your backdrop
38 Beacon St, Boston, MA 02108 · Mid-Nov to mid-Mar: Mon-Thu 10am-4pm, Fri-Sun 10am-9pm
Seven splash fountains, free, through downtown
Atlantic Ave, Boston, MA 02111 · Daily dawn to dusk, fountains seasonal
17 miles of path along the Charles. Free. Separate bike and pedestrian lanes. The most obvious running route in the city for a reason.
Storrow Dr, Boston, MA 02116 · Open 24 hours
Voted best outdoor rink in the country. $10 admission if you're over 58 inches. Free if you're shorter. Skate rental $15.
139 Tremont St, Boston, MA 02108 · Tue-Thu 10am-9pm, Fri-Sat 10am-10pm, Sun 10am-9pm, Mon 10am-3:45pm
Basketball and tennis courts in the South End. Free. Community garden next to it. Pickup games after work.
75 W Rutland Sq, Boston, MA 02118 · Daily dawn to dusk
Indoor pool in Roxbury. Lap swim starts at 6am. Free for Boston residents.
159 Norfolk Ave, Boston, MA 02119 · Tue-Fri 6am-8:30pm, Sat 7:30am-5pm
Free. Year-round. 5:55am Wednesday at Harvard Stadium stairs. This is where the whole movement started.
65 N Harvard St, Boston, MA 02163 · Wed 5:55am & 6:30am, Mon & Fri 6:30am
Free admission. Outdoor rink run by DCR. Skate rental $5. Locals only vibe. Open Dec through March.
1 Marbury Ter, Jamaica Plain, MA 02130 · Sun-Fri 12pm-7:30pm, Sat 1pm-7:30pm
44 lanes, batting cages, arcade, VR, brewpub. Open till 2am on weekends. $8-$10.50/game depending on when you go.
820 Morrissey Blvd, Dorchester, MA 02122 · Sun-Wed 9am-12am, Thu-Sat 9am-2am
16 boutique lanes near Fenway Park. $23-$27/person. More lounge than bowling alley. 21+ after 8pm.
145 Ipswich St, Boston, MA 02215 · Mon-Wed 2pm-12am, Thu 2pm-1am, Fri 1pm-2am, Sat 11am-2am, Sun 11am-10pm
Monday nights, 6:45pm from the Burren in Davis Square. Free 3-mile group run. End at the bar. $30/year if you want to join officially.
247 Elm St, Somerville, MA 02144 · Mon 6:45pm, Wed 6:30am, Thu 7:15pm
Free basketball and tennis courts on the river. West End. Good pickup runs in the summer.
5 Charlesbank Rd, Boston, MA 02114 · Daily dawn to dusk
Free outdoor pool in Charlestown. Open Tue-Sun in summer. Bring proof of Boston residency.
345 Bunker Hill St, Charlestown, MA 02129 · Tue-Sun 8am-7pm (summer only)
Free outdoor courts in the Fens. Right near the victory gardens. Pickup games all summer.
Park Dr, Boston, MA 02215 · Daily dawn to dusk
Ice skating on the waterfront with harbor views. 60-minute sessions. Newer rink, less crowded than Frog Pond.
1 Long Wharf, Boston, MA 02110 · Sessions vary -- check website for times
Indoor rink in the North End. Free admission. $5 skate rental, cash only. Harbor views from inside. Most locals don't know it exists.
561 Commercial St, Boston, MA 02109 · Varies by day -- call (617) 523-9327 to confirm
$10 adults, $8 kids and students. $2 off for Brookline residents. Outdoor rink in a beautiful park setting. Friday night sessions go until 10pm.
25 Newton St, Brookline, MA 02445 · Tue/Thu 9am-12pm, Fri 12-3pm & 8-10pm, Sat 12-5pm, Sun 12-6:45pm
$20 adults, $14 kids. Olympic-caliber facility open to the public. Norwood residents get half off. No membership required.
750 University Ave, Norwood, MA 02062 · Public session times vary -- check scboston.org/public-skating
$7 adults, $3 for kids. Cheapest outdoor rink in the area. Right in Kendall Square. Open Dec through mid-March.
300 Athenaeum St, Cambridge, MA 02142 · Wed-Thu 12-8pm, Fri 12-9pm, Sat 11am-9pm, Sun 11am-6pm
Acoustics designed by actual scientists in 1900
301 Massachusetts Ave, Boston, MA 02115 · Box office: Mon-Sat 10am-6pm, performance nights until showtime
Chappelle and Mulaney have both played here
246 Tremont St, Boston, MA 02116 · Box office opens 2 hours before showtime
College students get in for $20 day-of
216 Hanover St, Boston, MA 02113 · Shows Thu-Sun, box office opens 1 hour before showtime
500,000 works, pay-what-you-wish third Thursdays
465 Huntington Ave, Boston, MA 02115 · Mon/Tue/Sat/Sun 10am-5pm, Wed-Fri 10am-10pm
Free every Thursday 5-9pm, under 18 always free
25 Harbor Shore Dr, Boston, MA 02210 · Tue/Wed/Sat/Sun 10am-5pm, Thu-Fri 10am-9pm, closed Mon
300-seat club, national headliners, $20-45
425 Summer St, Boston, MA 02210 · Shows Wed-Sun, times vary by performance
5,000 capacity, right next to Fenway Park
2 Lansdowne St, Boston, MA 02215 · Doors typically open 1 hour before showtime
Comedy for $10-20 at an Irish pub by Fenway
9 Lansdowne St, Boston, MA 02215 · Daily 11am-2am
Sunday gospel brunch is the sleeper hit
15 Lansdowne St, Boston, MA 02215 · Show nights only, doors 1 hour before
Cheapest comedy in Boston, $5-15
722 Commonwealth Ave, Boston, MA 02215 · Comedy nights vary, check schedule
Bowling near Fenway, $7-12 a game
145 Ipswich St, Boston, MA 02215 · Mon-Wed 4pm-12am, Thu-Fri 4pm-2am, Sat 11am-2am, Sun 11am-12am
No cover, live jazz every single night since 1947
427 Massachusetts Ave, Boston, MA 02118 · Daily 7pm-1am, jam session Tue-Sat 7-9pm
200-seat room, serious jazz and world music
400 Soldiers Field Rd, Boston, MA 02134 · Shows Fri-Sat 8pm-12am, schedule varies
Seinfeld, Leary, and Steven Wright played here
100 Warrenton St, Boston, MA 02116 · Shows Fri-Sat 7:30pm
Empty frames from the 1990 heist still hang
25 Evans Way, Boston, MA 02115 · Mon/Wed/Fri-Sun 11am-5pm, Thu 11am-9pm, closed Tue
Free concerts on the Charles River all summer
47 David G Mugar Way, Boston, MA 02108 · Seasonal, concerts typically 7pm in summer
Live music every night, no cover, food is real
541 Tremont St, Boston, MA 02116 · Sun-Wed 5pm-12am, Thu-Sat 5pm-2am, brunch Sat-Sun 10am-3pm
In-house winery, dinner at your table during the show
80 Beverly St, Boston, MA 02114 · Show schedule varies, check calendar
1925 movie palace with the original gilt interior
270 Tremont St, Boston, MA 02116 · Box office Mon-Sat 10am-6pm and showtime evenings
LED swings that glow and change color, free
420 D St, Boston, MA 02210 · Mon-Sat 7am-11pm, Sun 7am-10:30pm
3,500 capacity, no bad sightline anywhere
89 Guest St, Boston, MA 02135 · Show nights, doors typically 7pm
Single-screen indie cinema since 1953
40 Brattle St, Cambridge, MA 02138 · Daily, showtimes vary, check schedule
Oyster bar in the Seaport where the menu changes with what comes off the boats.
383 Congress St, Boston, MA 02210 · Mon-Thu 11:30am-10pm, Fri-Sat 11:30am-11pm, Sun 10:30am-10pm