


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. It’s an elite, eye-catching scene: corporate studs setting Tinder feeds aflame, vivacious PR mavens with stilettos rivaling those of strutting models (see: Thursday’s Fashionably Late series) and the occasional Mrs. Robinson seeking Fifty Shades of Fun. Hopefully someone saved some handcuffs.
The Liberty Hotel
215 Charles St., Boston • (617) 224-4000
libertyhotel.com
Other Winners
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Singles Scene—Over 30
2014 Winner: OAK Long Bar + Kitchen
With its 2012 renovation, the Fairmont Copley’s storied Oak Room traded traditional hotel opulence for modern chic...
- Fairmont Copley Plaza, 138 St. James Ave., Boston
- (617) 585-7222
- oaklongbarkitchen.com
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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
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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