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Best Double Date Ideas In Boston

Going on a double date doubles the fun, especially when out for the night in Boston. There are many entertaining and unique double date night activities for a great time in the city. Whether a double date involves two sets of close friends that happen to be dating or those who are more on the acquaintance level, there is a great date to fit every interest and provide an afternoon or evening of entertainment.

Showcase Superlux
(Photo Credit: Showcase Superlux)

Dinner And A Movie
Showcase SuperLux
55 Boylston St.
Chestnut Hill, MA 02467
(617) 658-5160
www.showcasesuperlux.com

Pick a movie that everyone wants to see and head to the Showcase SuperLux, where the extra-wide, plush leather, reclining seats make it the most comfortable theater around. After 6 PM, this six-theater facility is 21+ only because alcohol is served. In-seat dining offers a variety of meal options including Lobster Campanelle, Korean Sirloin Steak, Thai Chicken Bites, center-cut filet mignon and wild striped bass, as well as small plates like chicken parmesan spring rolls, artichoke and mushroom pizza and spicy ricotta with crostini. This is a great way to spend an evening.

The Paint Bar
(Image credit: The Paint Bar)

Paint Nite
Various locations including:

The Baseball Tavern (Fenway)
1270 Boylston St.
Boston, MA 02215

Noir Bar & Cocktail Lounge (Harvard Square)
1 Bennett St.
Cambridge, MA 02138

Uno Pizzeria & Grill (Kenmore Square)
645 Beacon St.
Boston, MA 02215
www.paintnite.com

Whether artistic or not, Paint Nite is a fun and entertaining double date idea. The evening starts with a blank canvas, step-by-step instructions and two hours to paint a specific masterpiece. Everyone at Paint Nite creates the same masterpiece with their own personal flair under the guidance of the local artist instructor and a glass of wine or two. All supplies are included. All the participants need to bring is their creativity and a sense of humor. Paint Nite is held at a variety of venues, usually a popular bar or restaurant and the featured masterpiece of the night varies by venue. There are many options for the artwork including beach themes, nature themes and a floral still life to name a few. It is a great night to paint, drink and socialize.

Legoland Adult Night
Adult night at Legoland. (Photo Credit: Legoland)

Adult Night At LEGOLAND
598 Assembly Row
Somerville, MA 02145
(866) 228-6439
www.legolanddiscoverycenter.com

On the third Wednesday of every month, LEGOLAND becomes adult-only. The LEGOLAND Discovery Center brings adults back to their childhood and provides an evening of creative entertainment. Tickets include access to the Discovery Center and admission to The LEGO Movie 4D A New Adventure. There is a cash bar for 21+ visitors, building competitions and special prizes offered. Visitors can donate to the LEGOLAND charity, Merlin's Magic Wand, which "puts magic back into the childhoods of seriously ill, disabled and disadvantaged children" by buying raffle tickets.

Related: Boston's Best Museums For Dates

Shear Madness
(Photo Credit: Shear Madness)

Shear Madness
Charles Playhouse
74 Warrenton St.
Boston, MA 02116
(617) 426-5225
www.shearmadness.com

This is a real comedic whodunit with a different ending at each show, based upon audience participation. The audience works hard to outwit the suspects in an effort to catch the murderer. Much of the show is improvisation as a direct response to audience reaction and input. The Charles Playhouse is an intimate, cabaret-style theater where no seat is more than 25-feet away from the stage. This show is listed in the Guiness Book of World Records as the longest running play in U.S. history. Don't miss it, especially on a double date because it is a real ice-breaker.

Improv Asylum
A recent performance at Boston's Improv Asylum. (WBZ-TV)


Improv Asylum

216 Hanover St.
Boston, MA 02113
(617) 263-6887
www.improvasylum.com

Light-hearted humor is a great way to ease into a double date and enjoy a relaxing, fun-filled evening. The Improv Asylum's Main Stage Show offers interactive and unpredictable improv sets that leave the audience laughing all night. The show is different every night. The seating is "theater in the round" so the stage is surrounded by the audience for better participation and interactive opportunities.

Related: Top Five Free Date Ideas In Boston

Nancy is a native Bostonian. She enjoys the sights, sounds and tastes of Boston while exploring the city by day or night. Nancy is also a school nurse at an independent middle/high school. Her work can be found on a variety of websites, including Examiner.com.
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