Chill hangout
Chill hangout in Boston
Casual, easy, just catch up.
Example nights
Real Boston venues, put together by our planner. Refreshed Jul 20.
Small plates at Tilde in North Cambridge, then dinner at Five Horses Tavern in Davis Square.
- 01TildeNorth Cambridge · $$
- 02Five Horses TavernDavis Square · $$
Drinks at The Cellar Food & Drink in Harvard Square, then dinner at Shay's Pub & Wine Bar in Riverside.
- 01The Cellar Food & DrinkHarvard Square · $$
- 02Shay's Pub & Wine BarRiverside · $
Dinner at Remnant Brewing - Taproom, Cafe, and Smiles. in Prospect Hill, then K-Bok Korean Fried Chicken Restaurant.
- 01Remnant Brewing - Taproom, Cafe, and Smiles.Prospect Hill · $$
- 02K-Bok Korean Fried Chicken RestaurantProspect Hill · $$
Top 12 venues
01
The Cellar Food & Drink
Harvard Square · $$
Cash only, basement dive in Harvard Square — classic rock, copper bar top, chill bartender, no TV screens. Bring your own food.
02
Tilde
North Cambridge · $$
Coffee spot that becomes a wine bar at night — rotating local art, in-house syrups, intentional domestic wine list, genuine third-place energy.
03
Remnant Brewing - Taproom, Cafe, and Smiles.
Prospect Hill · $$
Coffee stout and session ale in a Bow Market courtyard. Bring food, bring your laptop (until 5), bring friends for Saturday morning yoga.
04
South End - Jaho Coffee Roaster & Wine Bar
South End · $$
Cinnamon lattes, matcha martinis, jalapeño cheddar bagels — coffee shop that doesn't just do coffee. Wine too.
05
Delux Cafe
South End · $
Casual, kitschy bar with serving up eclectic eats & drinks, plus Elvis memorabilia on the walls.
06
Foxhole
Back Bay West · $$$
Good burgers, better bartenders — the kind of place where staff actually cares. Cocktails, late-night snacks, easy conversation.
07
Fool's Errand
West Fens · $$$
Small, hard to find, retro lighting—the bartender remembers your drink. Creative cocktails, wines by the glass, weird snacks. Apéro or stay for hours.
08
Deep Ellum
South Side · $$
Small, convivial gastropub with eclectic fare, a long craft beer list, classic cocktails & a patio.
09
Hopewell Bar & Kitchen
Allston · $$
Whiskey-focused bar with solid American food, shuffleboard, arcade — low-key enough to actually talk, good enough to go back.
10
Croke Park
D Street / West Broadway · $
Self-proclaimed dive bar with graffiti-lined walls offering domestic beer & pool games.
11
The Independent
Prospect Hill · $$
Cozy neighborhood spot with orange wine, excellent fried chicken sandwich, and a snapdragon that hits like a French 75. Brick walls, card games, lingering crowds.
12
The Avenue Bar Allston
Commonwealth · $
Allston institution, ten-year-run burgers and Guinness pours. Bartenders who actually know the beer list. Cheap, no-fuss, worth the repeat.