Charlestown
Charlestown dates like a secret you stumbled into. The Bunker Hill Monument crowns the hill; the gas lamps on Monument Avenue make every walk look staged for someone else's engagement photos. Brunch at Brewer's Fork on Bartlett Street, oysters at Pier 6 with the USS Constitution parked behind your date's head, a nightcap at the Pier 6 bar or back across the Charlestown Bridge to Warren Tavern, which has been pouring since 1780. The tradeoff: it's quiet by 10, the T situation is the Orange Line at Community College or a long walk, and parking is a blood sport. Worth it for a second date that needs to feel deliberate.
Charlestown by the numbers
Charlestown runs female-leaning, about 47% men to 53% women.
Median individual income in Charlestown is about $95,500.
The median renter in Charlestown pays about $2,260 a month.
About 5,500 Charlestown residents ages 22 to 50 are single.
Local date spots
- CharlestownActivity
USS Constitution Museum
Wheelchair access - CharlestownDrinks
Warren Tavern
Outdoor seatingGood for groups - CharlestownDining
Brewer's Fork
Outdoor seatingGood for groups - CharlestownDining
Pier 6
Outdoor seating - CharlestownDrinks
Monument Charlestown Restaurant & Tavern
Good for groupsWheelchair access - CharlestownDrinks
Tavern at the End of the World
Good for groupsWheelchair access - CharlestownDining
Blackmoor Bar and Kitchen
Outdoor seatingGood for groups - CharlestownDining
Peruvian Taste
- CharlestownDining
Prima Boston
Outdoor seatingGood for groups - CharlestownCafés
Tatte Bakery & Cafe | Charlestown
Outdoor seatingGood for groups - CharlestownCafés
Tradesman Coffee Shop & Pizza Bar
Outdoor seatingGood for groups - CharlestownDrinks
Waverly Kitchen & Bar Charlestown
LGBTQ+ friendlyGood for groups - CharlestownDining
Sunnyside All Day Brunch Cafe
Outdoor seatingLGBTQ+ friendly