With its 2012 renovation, the Fairmont Copley’s storied Oak Room traded traditional hotel opulence for modern chic—and transformed into a sleeker, sexier and more confident version of itself. (Sort of like you entering your 30s.) Now cocktail-sipping singles flirt around the central copper-topped bar and whisper in tufted leather club seats. Enduringly elegant pre-renovation details—coffered ceilings, dramatic windows—remain as attractive reminders of history, not age.
OAK Long Bar + Kitchen
Fairmont Copley Plaza, 138 St. James Ave., Boston • (617) 585-7222
oaklongbarkitchen.com
Other Winners
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Singles Scene—Over 30
2015 Winner: The Liberty Hotel
Years after “hot nightspot” status typically wanes, we remain arrested by the former Charles Street Jail, where multiple bars spill the nightly overflow of pretty people into the luxury hotel’s rotunda…...
- 215 Charles St., Boston
- (617) 224-4000
- libertyhotel.com
Photo Credit: Natasha Moustache -
Singles Scene—Over 30
2016 Winner: Legal Harborside
Few could have expected that this cruise ship-sized spinoff from the surf-and-turf-slinging Legal Sea Foods family would somehow wind up a hot, happening meat market...
- 270 Northern Ave., Boston
- (617) 477-2900
- legalseafoods.com
Photo Credit: Paul Saraceno -
Singles Scene—Over 30
2017 Winner: W Boston
Once you’ve graduated from Tunnel, the W’s thumping subterranean nightclub, move upstairs to the W Lounge, where veteran DJ Braun Dapper curates sounds...
- 100 Stuart St., Boston
- (617) 261-8700
- https://marriott.com/hotels/travel/boswh-w-boston
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Singles Scene—Over 30
2018 Winner: Yvonne's
- 2 Winter Pl, Boston
- (617) 267-0047
- https://yvonnesboston.com
Photo Credit: Nina Gallant
