Half-off Sandwiches after 10pm
Sun, Dec 20 · 10:00 PM
Back Bay • $$
Christmas Break in Boston.
The best christmas break in Boston, chosen one at a time. Ask me for something more specific.
See these on a map
Browse Boston neighborhood by neighborhood, get ideas just for you, or ask me anything.
Explore more in Boston
502 activities · Page 1 / 9
A few to start with
No Relation Hidden Sushi Bar
Sun, Dec 20 · 6:00 PM
South End • $$$$
Free Rock Climbing
Mon, Dec 21 · 5:30 PM
Cambridge Highlands
$25 Martini Monday with Oysters and Fries
Mon, Dec 21 · 5:00 PM
Inman Square • $$$
On Location: Drawing the Outdoors
Sun, Dec 20 · 10:00 AM
Mid-Cambridge
Free Rock Climbing- Central Rock Cambridge
Mon, Dec 21 · 5:30 PM
Cambridge Highlands
All activities
Sun, Dec 20 · 7:00 PM
JP Line Dancing at Ned Devine ’s
Ned Devine's Irish Pub · Downtown
$$
Sun, Dec 20 · 10:00 PM
Live Music at Wally's Café Jazz Club
Wally's Cafe Jazz Club · Roxbury
$
Sun, Dec 20 · 8:00 PM
Sunday Sessions
The Cantab Lounge · Riverside
$
Sun, Dec 20 · 10:00 PM
Sunday Night Live Music
Highland Kitchen · Spring Hill
$$
Sun, Dec 20 · 10:00 PM
Sunday Night Live Music at Highland Kitchen
Highland Kitchen · Spring Hill
$$
Sun, Dec 20 · 8:00 PM
603 Line Dancing
Loretta's Last Call · West Fens
$$
Sun, Dec 20 · 7:00 PM
McCarthys Cambridge Irish Session
McCarthy's & Toad · North Cambridge
$$
Sun, Dec 20 · 7:00 AM
Boston Jewish History Landmarks Private Guided Walking Tour
Ma Maison · Beacon Hill
$$
Sun, Dec 20 · 7:30 PM
Chinese Calligraphy Workshop
Mosaic Art Studio Brighton Pop Up · Brighton
Sun, Dec 20 · 8:00 PM
Sing Ur Heart Out at Sunday Karaoke
Satellite - Craft Beer, Coffee & Cocktails Served with Burgers and Live Music · Wellington-Harrington
$$
Sun, Dec 20 · 8:00 PM
Karaoke at The Alley Bar
The Alley Bar · Downtown
$$
Sun, Dec 20 · 9:00 PM
$1 Oysters at Russell House Tavern
Russell House Tavern · Riverside
$$
Sun, Dec 20 · 10:30 PM
VENU SATURDAYS - 2 Rooms featuring HipHop, Latin, & AfroBeats
Venu Nightclub · Downtown
$$
Sun, Dec 20 · 7:00 PM
Trivia at An Sibin
An Sibin (Shebeen) · Inman Square
$
Sun, Dec 20 · 7:00 PM
2026 Tower Lightings
Prudential Center Boston · Prudential / St. Botolph
Sun, Dec 20 · 7:00 PM
McCarthys Irish Session
McCarthy's & Toad · North Cambridge
$$
Sun, Dec 20 · 8:00 PM
Karaoke at Wild Rover
Wild Rover · Downtown
$
Sun, Dec 20 · 7:00 PM
JP Line Dancing
Ned Devine's Irish Pub · Downtown
$$
Sun, Dec 20 · 10:00 PM
Half-off Sandwiches after 10pm
Parish Cafe & Bar · Back Bay
$$
Sun, Dec 20 · 7:00 PM
D's Keys Dueling Pianos & Sing Along Bar
D's Keys Dueling Pianos & Sing Along Bar · D Street / West Broadway
$$
Sun, Dec 20 · 9:00 PM
Midway or the Highway Open Mic
Midway Café · Jamaica Plain
Sun, Dec 20 · 7:30 PM
Comedy at The 88 Club (Free!)
The 88 Club · Back Bay
$$
Sun, Dec 20 · 10:00 PM
Cure: Ladies Night (Elite Affairs)
Icon Nightclub · Downtown
$$
Sun, Dec 20 · 7:00 PM
Bostonet Catchball School: Women's Beginner Clinic
King Open School · Wellington-Harrington
Sun, Dec 20 · 7:00 PM
Old Time Jam at The Bebop
The Bebop · Fenway–Kenmore
$$
Sun, Dec 20 · 7:00 PM
Line Dancing at Ned Devine's
Ned Devine's Irish Pub · Downtown
$$
Sun, Dec 20 · 10:30 PM
Night BLOCK PARTY - Hava, Venu, Icon & Crown!
Icon Nightclub · Downtown
$$
Sun, Dec 20 · 6:00 PM
No Relation Hidden Sushi Bar
No Relation · South End
$$$$
Sun, Dec 20 · 8:00 PM
603 Line Dancing at Loretta’s Last Call
Loretta's Last Call · West Fens
$$
Sun, Dec 20 · 7:00 PM
Four-Handed Illusions: Magic & Comedy Show
Hampshire House · Beacon Hill
Sun, Dec 20 · 7:00 PM
Line Dancing
Ned Devine's Irish Pub · Downtown
$$
Sun, Dec 20 · 10:30 PM
Night BLOCK PARTY - Icon, Venu, Hava, Moxy, & CandiBar!
Icon Nightclub · Downtown
$$
Sun, Dec 20 · 8:00 PM
Sunday Line Dancing at Loretta's
Loretta's Last Call · West Fens
$$
Mon, Dec 21 · 3:00 PM
Happy Hour at Yard House
Yard House · West Fens
$$
Sun, Dec 20 · 4:00 PM
Modern Underground: Italian bakery + speakeasy
Modern Pastry - Underground · North End
$
Mon, Dec 21 · 7:00 PM
Trivia Night
Local 149 · South Boston
$$
Mon, Dec 21 · 8:00 PM
Trivia Nights at The Burren
The Burren · Davis Square
$$
Sun, Dec 20 · 10:00 AM
Free Live Music Every Night of the Week
The Burren · Davis Square
$$
Mon, Dec 21 · 7:00 PM
617 Country Line Dancing at Hennessy’s
Hennessy’s Bar · Downtown
$$
Mon, Dec 21 · 11:00 AM
$1 Oysters
Loco Taqueria & Oyster Bar · D Street / West Broadway
$$
Mon, Dec 21 · 7:00 PM
Monday Trivia
Remnant Brewing - Taproom, Cafe, and Smiles. · Prospect Hill
Mon, Dec 21 · 4:00 PM
Unlimited Pasta Mondays at Scampo
Scampo · West End
$$
Mon, Dec 21 · 6:00 PM
Saborcito @ The Anchor: Salsa & Bachata Dancing
The Anchor · Charlestown
$$
Sun, Dec 20 · 12:00 PM
'Just Make It' Art Club
Greater Boston Zen Center · Cambridgeport
Mon, Dec 21 · 7:30 PM
Monday Comedy Nights at Lucky's
Lucky's Lounge · Fort Point
$$
Mon, Dec 21 · 1:30 PM
Weekly Chess Club for Adults
North End Branch of the Boston Public Library · North End
Mon, Dec 21 · 12:00 PM
Central Square Farmers Market
Central Square · Central Square
Mon, Dec 21 · 5:30 PM
Free Rock Climbing
Central Rock Gym - Cambridge · Cambridge Highlands
Sun, Dec 20 · 9:00 AM
Interactive Mystery Scavenger Hunt in Boston
Boston Common Visitors Center · Beacon Hill
Mon, Dec 21 · 5:00 PM
$7 Martinis at Rebel's Guild
Rebel's Guild · Bay Village
$$
Mon, Dec 21 · 7:00 PM
617 Country Line Dancing
Hennessy’s Bar · Downtown
$$
Mon, Dec 21 · 7:00 PM
Capoeira class in Somerville
Dance Union Studio · Prospect Hill
Mon, Dec 21 · 10:15 AM
PhotoWalks Architecture + History + Photo Tour
Boston Public Library · Back Bay
Mon, Dec 21 · 7:00 PM
West Coast Swing Training
Arts at the Armory · Powder House Square
Mon, Dec 21 · 4:00 PM
Bottomless Maki for $32
Fat Baby · South Boston
$$
Sun, Dec 20 · 4:00 PM
HUE: Bar, Supper Club & Speakeasy
Hue Boston · Prudential / St. Botolph
$$
Mon, Dec 21 · 4:00 PM
$1 Oysters
Lower Mills Tavern · Mattapan
$$
Sun, Dec 20 · 8:00 AM
Nature Exploration at Forest Hills Cemetery
Forest Hills Cemetery · Jamaica Plain
Mon, Dec 21 · 4:00 PM
$1 Oysters at The Independent
The Independent · Prospect Hill
$$
Sun, Dec 20 · 9:00 AM
Collecting Wonders: Tomorrow’s Discoveries
The Harvard Museum of Natural History · Baldwin
Christmas Break in other cities
Frequently asked questions
How are these christmas break in Boston chosen?
I go through what's actually on nearby and keep only the ones worth the trip. Nobody pays to be on this list.
Is this list up to date?
Yes. If it's on the list, it's still on.
How do I find something that suits me?
Open the map and tell me what you're after — a good terrace, somewhere that works with kids, something on tonight. I'll answer and narrow it down with you.
Do I need an account?
No, everything here is browsable without one. An account is how I learn your taste, your people and your saves, so what I show you keeps getting closer to what you'd actually go to. You can also have ideas sent to you by email or message if you want them.
Is it free?
Yes, completely.