Cheap Date Night Ideas in Boston, MA

Cheap date nights in Boston, MA under $30/person include Back Bay Fens (Free), Boston Bowl ($8), Boston Harbor Islands National Recreation Area ($9), Boston Symphony Hall ($30-150), and Bouldering Project ($29). Look for weeknight specials and happy hour deals to stretch your budget further.

46 places16 freeOct 2026
LEGO Discovery Center Boston

Book online, way cheaper than walk-up

598 Assembly Row, Somerville, MA 02145 · Mon-Sat 10am-5pm · Ages 3–10

$14.95
Boston Harbor Islands National Recreation Area

Explore a Civil War fort by ferry, $9

66 Long Wharf, Boston, MA 02110 · Ferries May-Oct, check schedule for times

$9
Harvard Museum of Natural History

4,300 glass flowers, dinosaurs, free for MA residents Sundays

26 Oxford St, Cambridge, MA 02138 · Daily 9am-5pm

$20
The Esplanade

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

Free
Boston Centers for Youth & Families - Curtis Hall

Indoor pool, gym, fitness center -- all free or nearly free. The city's community centers are massively underused.

20 South St, Jamaica Plain, MA 02130 · Mon-Fri 7am-9pm, Sat 9am-5pm

Free
Boston Centers for Youth & Families - Paris Street

Gym, dance studio, fitness center, teen center. Pool across the street. Free for residents. East Boston's best-kept secret.

112 Paris St, Boston, MA 02128 · Mon-Fri 9am-8:30pm, Sat 9:30am-4:30pm

Free
Boston Centers for Youth & Families - Mason Pool

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
Boston Centers for Youth & Families - Flaherty Pool

Indoor pool open year-round. Doors open at 5:30am on weekdays. Serious lap swimmers use this one.

160 Florence St, Roslindale, MA 02131 · Mon 7am-3pm, Tue-Fri 5:30am-9pm, Sat 7am-3pm

Free
Bouldering Project

$29 day pass. $15 on Fridays. Bouldering, top rope, yoga, fitness. Formerly Brooklyn Boulders.

12A Tyler St, Somerville, MA 02143 · Mon-Fri 6am-11pm, Sat-Sun 8am-10pm

$29
CrossFit Southie

$30 drop-in. 10,000 sq ft. Strong community. One of the original CrossFit boxes in Boston.

383 Dorchester Ave, South Boston, MA 02127 · Mon-Thu 5am-8pm, Fri 5am-7pm, Sat 7am-1pm, Sun 9am-12pm

$30
November Project

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
DCR Kelly Outdoor Rink

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

Free
Boston Bowl

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

$8
Lucky Strike Entertainment

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

$23
Fresh Pond Reservation

2.25-mile paved loop around the pond. Flat, scenic, less crowded than the Esplanade. Free. Dogs welcome.

250 Fresh Pond Pkwy, Cambridge, MA 02138 · Daily dawn to dusk

Free
Somerville Road Runners

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
Back Bay Fens

Free outdoor courts in the Fens. Right near the victory gardens. Pickup games all summer.

Park Dr, Boston, MA 02215 · Daily dawn to dusk

Free
Boston Centers for Youth & Families - Marshall

Gym, pool, computer lab. Free for Boston residents. Dorchester's go-to rec center.

35 Westville St, Dorchester, MA 02124 · Mon-Fri 3pm-8:30pm

Free
Blissful Monkey Yoga

Drop-in friendly, no pre-registration needed. Community-oriented studio in JP. Not the fancy Back Bay vibe.

655 Centre St, Jamaica Plain, MA 02130 · Class schedule varies -- check website

$20
Tall Ship Boston

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

$18
DCR Steriti Memorial Rink

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

Free
Boston Symphony Hall

Acoustics designed by actual scientists in 1900

301 Massachusetts Ave, Boston, MA 02115 · Box office: Mon-Sat 10am-6pm, performance nights until showtime

$30-150
The Wilbur

Chappelle and Mulaney have both played here

246 Tremont St, Boston, MA 02116 · Box office opens 2 hours before showtime

$30-150
Improv Asylum

College students get in for $20 day-of

216 Hanover St, Boston, MA 02113 · Shows Thu-Sun, box office opens 1 hour before showtime

$20-71
Museum of Fine Arts, Boston

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

$30
Institute of Contemporary Art Boston

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

$20
Laugh Boston

300-seat club, national headliners, $20-45

425 Summer St, Boston, MA 02210 · Shows Wed-Sun, times vary by performance

$20-45
Paradise Rock Club

U2, The Police, and Radiohead all played here early

967 Commonwealth Ave, Boston, MA 02215 · Doors typically open 7pm, show nights only

$20-50
Lansdowne Pub

Comedy for $10-20 at an Irish pub by Fenway

9 Lansdowne St, Boston, MA 02215 · Daily 11am-2am

$10-20
House of Blues Boston

Sunday gospel brunch is the sleeper hit

15 Lansdowne St, Boston, MA 02215 · Show nights only, doors 1 hour before

$30-80
The Mendoza Line

Cheapest comedy in Boston, $5-15

722 Commonwealth Ave, Boston, MA 02215 · Comedy nights vary, check schedule

$5-15
Lucky Strike Fenway

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

$7-12/game
Wally's Cafe Jazz Club

No cover, live jazz every single night since 1947

427 Massachusetts Ave, Boston, MA 02118 · Daily 7pm-1am, jam session Tue-Sat 7-9pm

Free
Scullers Jazz Club

200-seat room, serious jazz and world music

400 Soldiers Field Rd, Boston, MA 02134 · Shows Fri-Sat 8pm-12am, schedule varies

$27-60
Nick's Comedy Stop

Seinfeld, Leary, and Steven Wright played here

100 Warrenton St, Boston, MA 02116 · Shows Fri-Sat 7:30pm

$20-30
Isabella Stewart Gardner Museum

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

$20
Harvard Museum of Natural History

4,300 glass flowers from the 1890s that look real

26 Oxford St, Cambridge, MA 02138 · Daily 9am-5pm

$20
Hatch Memorial Shell

Free concerts on the Charles River all summer

47 David G Mugar Way, Boston, MA 02108 · Seasonal, concerts typically 7pm in summer

Free
The Beehive

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

Free
The Sinclair

Restaurant-quality food at a 525-seat music venue

52 Church St, Cambridge, MA 02138 · Show nights, doors typically 7pm

$15-45
City Winery Boston

In-house winery, dinner at your table during the show

80 Beverly St, Boston, MA 02114 · Show schedule varies, check calendar

$20-60
Lawn On D

LED swings that glow and change color, free

420 D St, Boston, MA 02210 · Mon-Sat 7am-11pm, Sun 7am-10:30pm

Free
Roadrunner

3,500 capacity, no bad sightline anywhere

89 Guest St, Boston, MA 02135 · Show nights, doors typically 7pm

$30-80
Brattle Theatre

Single-screen indie cinema since 1953

40 Brattle St, Cambridge, MA 02138 · Daily, showtimes vary, check schedule

$14-16
Row 34

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

$20-45
Quattro

North End pizza spot where locals actually eat — not just the tourist cannoli places.

264 Hanover St, Boston, MA 02113 · Daily 11am-10pm

$12-22