Friend catch-up
Friend catch-up in Boston
Two to six, conversation-forward, new friends or old.
Example nights
Real Boston venues, put together by our planner. Refreshed Jul 20.
Small plates at Rebel Rebel in Prospect Hill, then dinner at Remnant Brewing - Taproom, Cafe, and Smiles.
- 01Rebel RebelProspect Hill · $$
- 02Remnant Brewing - Taproom, Cafe, and Smiles.Prospect Hill · $$
Games at VERSUS in Downtown, then dinner at Teddy's on the Hill in Beacon Hill.
- 01VERSUSDowntown · $$
- 02Teddy's on the HillBeacon Hill · $$
Small plates at Tilde in North Cambridge, then dinner at Five Horses Tavern in Davis Square.
- 01TildeNorth Cambridge · $$
- 02Five Horses TavernDavis Square · $$
Top 12 venues
01
Nook
Prospect Hill · $$$
Small, fireplace-lit cocktail bar at Bow Market—well-made seasonals, cozy couches, terrace seating, perfect for a long catch-up.
02
Delux Cafe
South End · $
Casual, kitschy bar with serving up eclectic eats & drinks, plus Elvis memorabilia on the walls.
03
Fool's Errand
West Fens · $$$
Small, hard to find, retro lighting—the bartender remembers your drink. Creative cocktails, wines by the glass, weird snacks. Apéro or stay for hours.
04
Deep Ellum
South Side · $$
Small, convivial gastropub with eclectic fare, a long craft beer list, classic cocktails & a patio.
05
The Independent
Prospect Hill · $$
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.
06
Cisco Brewers Seaport
D Street / West Broadway · $$
Lively seasonal pop-up offering craft beer in an outdoor venue with food trucks & picnic tables.
07
Dear Annie
Baldwin · $$$
Natural wines by the bottle, grilled cheese that shouldn't work but does, communal table energy—locals' answer to a neighborhood wine bar.
08
Rebel Rebel
Prospect Hill · $$
09
Barcelona Wine Bar
Brookline · $$
Spanish tapas and wine in a cozy room where servers actually explain things — paella takes time, but it's worth it.
10
The Cellar Food & Drink
Harvard Square · $$
Cash only, basement dive in Harvard Square — classic rock, copper bar top, chill bartender, no TV screens. Bring your own food.
11
Barlette
North Brookline · $$$
Speakeasy nooks in a corner of the Arcade—seasonal cocktails like citrus-bourbon with seven kinds of citrus. Reserve ahead, fills by six.
12
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.