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Date Ideas in Boston

Kings

20s / 30s / 90s Music / Bar / Bar Food

Party Earth Review There's no shortage of entertainment at Kings, a 24,000-square-foot facility filled with bowling, billiards, and brews. Chatty couples on first dates and business types bowling in suits dominate the early hours, replaced by louder groups of carefree students and young professionals later in the evening. Some ... more

50 Dalton Street
Boston, MA 02115

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Classic Harbor Line

Beer / Beer Lovers / Boat Party

Info The Classic Harbor Line is dedicated to providing the most impeccably luxurious and hospitable sailing experience in Boston. Guests can look forward to the privilege of being escorted on a breathtaking excursion aboard the most elegant sailing vessel in Boston Harbor, the schooner Adirondack III. If you’re a first ... more

60 Rowes Wharf
Boston, MA 02110

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The Brahmin

80s Music / 90s Music / Bar / Chic

Party Earth Review Maybe the only place in town with both crystal chandeliers and tater tots, The Brahmin is an elegant 20s-style speakeasy with one foot firmly planted in modern day. Named for the wealthy, politically prominent families of neighboring Beacon Hill – the illustrious “Boston Brahmins” – this shabby chic bar is a jumble of high ... more

33 Stanhope Street
Boston, MA 02116

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minibar

After Work / Ambient / Bar Food

Party Earth Review Despite the prevalent stereotype that hotel bars are soulless affairs only intended for temporary guests, the historic Copley Square Hotel’s minibar has become a go-to for plenty of chic locals looking for a chill spot to start the night. In the post-work hours, trendy Back Bay professionals claim the dark ... more

Copley Square Hotel
51 Huntington Avenue
Boston, MA 02116

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Green Street

Ambient / Beer / Budget-friendly

Party Earth Review If anything, homey Green Street proves cocktail snobs don’t have to go to a swanky bar to enjoy a wide selection of artisan drinks. With a plain brick exterior, bare mint green walls, and only a handful of windows, the casual venue puts the emphasis squarely on prohibition-era beverages. Hipsters in vintage duds vie for ... more

280 Green Street
Cambridge, MA 02139

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Boston Common

All Ages / All Types / Baseball

Party Earth Review The oldest public park in the country, Boston Common is a year-round gathering point for Bostonians of every stripe. Founded in 1634, the fifty-acre expanse of green is a favorite hangout in warm weather, when students, young professionals, and lovers show up to stroll through the picturesque Public Gardens, picnic on the ... more

151 Tremont Street
Boston, MA 02108

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Sacco's Bowl Haven

20s / 30s / Alternative / Bar / Beer

Party Earth Review A hidden gem with a cult following of hip young locals, Sacco’s Bowl Haven offers a unique old-school night out at equally old-school prices. First opened in 1939, the venue has retained its original focus on candlepin bowling, though new owners have updated the place by adding a wood-fired pizza parlor and alcohol – an ... more

45 Day Street
Somerville, MA 02144

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The Franklin Café

30s / Affluent / Artsy / Bar / Beer

Party Earth Review A quaint and lively destination for fashionable city diners, the Franklin Café attracts an animated clientele of affluent locals, stylish couples, and trendy hipsters. With space for only forty people, the venue maintains a comfy yet chic atmosphere, backed up by dim lighting, red mirrored walls, and black leather booths ... more

278 Shawmut Avenue
Boston, MA 02118

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Canary Square

Alternative Rock / Artists / Bar

Party Earth Review Even the most tattooed of Jamaica Plain’s routinely plaid-clad denizens can tire of swilling PBR, and that’s where Canary Square comes in. This cozy gastropub attracts much the same crowd of hipsters, artists, and laid-back pals as the authentic and popular Brendan Behan's Pub up the street, but pumps up the food and alcohol ... more

435 South Huntington Avenue
Jamaica Plain, MA 02130

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Bond

Bottle Service / Burgers / DJ

Party Earth Review Located inside the Langham Hotel and once the Member’s Court of Boston’s Federal Reserve Bank, Bond is now where the smart money goes to invest in a night of sophisticated carousing. High ceilings, marble columns, and crystal chandeliers recall the venue’s former life, while modern touches like plush gold sofas and a mirrored ... more

The Langham Hotel
250 Franklin Street
Boston, MA 02110

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Forum

Affluent / After Work / Ambient

Party Earth Review Right in the thick of always-booming Boylston Street, slick and trendy Forum provides a sexy respite from the hustle and bustle of one of Boston’s busiest thoroughfares. During the week, sophisticated 9-to-5ers still in ties and heels unwind at the large center bar, sipping craft cocktails or signature “fusions” like the ... more

755 Boylston Street
Boston, MA 02116

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Upstairs on the Square

Ambient / Bar / Brunch / Burgers

Party Earth Review Although Upstairs on the Square is only a few steps above Winthrop Square, its cupcake pink walls, gold chandeliers, and endless fresh flowers transport patrons far from the college town below. After ascending the leopard-striped staircase, preppy grad students and sophisticated professionals unwind with a fancy cocktail ... more

91 Winthrop Street
Boston, MA 02138

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All date ideas in Boston →

Boston Date Ideas Overview

Often considered to be one of the more “European” style cities in the U.S., Boston abounds with romantic options that make it perfect for date ideas.

The Boston Public Garden, an arboretum that contains dozens of species of trees, also is home to the generations-old swan boats, which are paddled around the small pond inside the park during the warmer months of the year. The paddle boats have wooden benches for seating, perfect for cuddling up next to the object of one's affection as the gorgeous scenery is revealed all around.

Post Office Square Park, in the Financial District, contains fountains, brick walkways, benches, a gorgeous vine-covered pergola, and dozens of species of plants and trees. Since the area is so quiet on the weekends, it is also on the route of the horse-drawn carriages that give rides to folks leaving from the Quincy Market area.

Boston even has its own gondola rides on a small inlet channel of the Charles River. The boats dock not far from the Back Bay and Charles Street of the Beacon Hill neighborhood, where some of the city's most ambiance-rich restaurants are contained. Those in search of great Boston date ideas would be smart to stick towards these neighborhoods when in search of dinner plans.