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Date Ideas in Boston
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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Bars / Birthday Parties / Cafés
Party Earth Review Home to Boston’s vibrant Italian district and many historic landmarks, the North End and its narrow cobblestone streets draw everyone from pasta lovers and tourists to wine-drinking partiers. Though gentrification has attracted a growing number of young professionals, the small neighborhood is still home to a high concentration ... more
I-93 and Commercial Street
form the rough boundaries of the North End
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Anything goes / Artsy / Brunch
Party Earth Review A tribute to the sausage-slung shops of old-world Europe, The Butcher Shop is a warm and stylish wine bar and eatery that attracts a diverse and amiable clientele of oenophiles, music school hipsters, and in-the-know tourists looking for upscale fare and a relaxed vibe. Patrons peering into the large front windows of the ... more
552 Tremont Street
Boston, MA 02118
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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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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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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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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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Brunch / Business Casual / Latin
Party Earth Review A lair of Mexican spirits and Latin beats, Lolita Cocina & Tequila Bar is a sultry sunken lounge with a drink list almost as long as Nabokov’s namesake novel – albeit much easier to read. Trendy young professionals fill the dimly lit space after work, settling in on the main bar’s scarlet chairs ... more
271 Dartmouth Street
Boston, MA 02116
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Burgers / Button-downs / Couples
Party Earth Review Located in the Lenox Hotel and catering to the well-heeled and connected, City Bar is a one-room refuge that draws a clientele of attractive business and finance types, designers, and the media elite, who stop in on weeknights to lounge on lavish leather sofas and chat over whiskey and cocktails. A simple but elegant d ... more
Lenox Hotel
61 Exeter Street
Boston, MA 02116
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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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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.
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