Since its inception, the Charles Playhouse has had a lengthy and interesting history in Boston's Theatre District. Asher Benjamin, a renowned architect, originally created the space and had it constructed as the Fifth Universalist Church in 1839. It was the congregation Ohof abei Shalom's first synagogue in Boston when it opened in 1864. During Prohibition, it was converted into "The Lido Venice," a speakeasy. While the downstairs was altered with hot jazz by musicians like Fats Waller and Earl Fatha Hines, the upstairs (mainstage) was transformed into a fashionable nightclub, "Storyland," during the 1940s, the height of Boston's post-World War II nightlife.

The Charles Playhouse was the name given to the location in 1958 when The Actors Company, a group of Boston University alums who had Olympia Dukakis among its performers, made the facility their home. The Actors Company's first residence, the Charles Street Playhouse at 54 Charles Street, at the foot of Beacon Hill, gave rise to the moniker of the Charles Playhouse." " The venue's lengthy history, according to Boston theatre critic Elliot Norton, gave it "the necessary sinned-in atmosphere to become a great theater." The Charles Playhouse swiftly rose to the top of the country's regional theater movement, presenting world premieres of plays by Tennessee Williams, Brecht, O'Neill, Pirandello, and Jill Clayburgh, as well as many upcoming talents like Al Pacino and Jill Clayburgh. The Charles Playhouse has hosted the critically acclaimed Blue Man Group, which is currently celebrating 25 years in Boston, for nearly 40 years and was home to the longest play in American history, the hilarious whodunnit Shear Madness. Broadway In Boston is the owner and manager of the establishment.

Address: 74 Warrenton St., Boston, 02116
Cross street: Stuart St.
Website: www.charlesplayhouse.com

Phone: 617-426-6912
Transport: Boylston or NE Medical Center T .

Google rating: 4.5/5.0

An original performance of magic, illusion, and comedy is called Four-Handed Illusions, which is one of the Best Alternative Comedy Spots in Boston. Joel Acevedo and Steve Kradolfer have chosen a posh salon setting for their astounding performance of mind reading and sleight-of-hand that combines their humorous and magical skills. The act has a unique intimacy because there are only 50 seats and no stage separating the audience from the magicians. Every performance of Four-Handed Illusions, the only magic and comedy show of its sort in New England, is sold out.

A pre-show cocktail reception is held in the Baker Bar of the Hampshire House 30 minutes before to the scheduled start time of the performance. When the show starts, spectators enter the library to see fantastical scenarios come to life: everyday objects will manifest, disappear, transfer to impossible places, and move throughout the space illogically. By watching expert demonstrations of telepathy, precognition, and mind reading, you will also be able to witness the marvels of the human mind.

Address: 84 Beacon Street, Boston, MA 02108
Website: https://www.fourhandedillusions.com/
Contact: 781-850-6924 | info@fourhandedillusions.com

Price: $85

Google rating: 5.0/5.0

Square Root wants to create a unique atmosphere for Roslindale by offering top-notch coffee, pastries, breakfast, lunch, coworking space, and live entertainment, along with craft beer and wine. At breakfast, noon, and night, amiable, knowledgeable servers are serving delectable beverages. The kitchen is open all hours of the day and night, and on many nights, the stage is set for energetic performances by performers as varied as the beer menu. The Square Root wants to offer a location and experience that really welcomes and serves visitors from all backgrounds. The doors are open and your glass is waiting in picturesque Roslindale Square, conveniently close to public transit. Besides, The Square Root is one of Boston's Best Alternative Comedy Spots.

This comedy show is held every Wednesday at The Square Root, a lively Roslindale Square café, and it features both well-known and up-and-coming comics, which is one of the best alternative comedy spots in Boston. Compared to other underground comedy events, the vibe here is more laid-back and the humor is less aggressive; also, many of the performers are well-known names from the adjacent Rozzie Theater. Along with delicious coffee and cuisine, you can buy wine and beer here. Comedy shows start at 8:15 p.m., and seating begins at 8 p.m.

Address: 2 Corinth St, Boston, MA 02131

Website: https://squarerootrozzie.com/

Opening hours: Mon-Tues: 7 am - 3 pm; Thu - Fri: 7 am - 9 pm; Saturday: 8 am - 9 pm; Sunday: 8 am - 9 pm

Google rating: 4.5/5.0

Next to Fenway Park, enjoy the best stand-up comedy in Boston! They host some of the funniest comics in the nation every week on the main stage at Bill's Bar. Before they sell out, purchase your tickets. Headlining comedians who have performed on Comedy Central, Last Comic Standing, and Jimmy Kimmel Live, to name a few, are frequently included in the lineups. There are also affordable food and beer options. The Fenway neighborhood's 5 Lansdowne Street is home to Bill's Bar. Parking can be reserved in advance at neighboring garages.

Every Wednesday night, this tiny Lansdowne Street tavern hosts comedy, a fixture of Boston's nightlife. The event, which frequently features performances from national comedians, some of whom have been on late-night TV shows, is hosted by New England comedians Robert Pooley and Zach Russell. On occasion, local comedians may be making jokes. After the 7:30 p.m. performances, there will be an open mic until about 9:30 p.m. Seating is not guaranteed; shows occasionally sell out and tables typically fill up quickly. There generally is no cover charge for the event, which is 21+.

Address: 5.5 Lansdowne Street at Ipswich Street, Boston
Website: www.billsbarboston.com

Phone: 1-617 421 9678
Transport: Kenmore T.

TripAdvisor rating: 4.0/5.0

One of the best alternative comedy spots in Boston is Midway or The Highway Comedy Night. The Midway is a cozy neighborhood club with weekly DJ nights, an epic gay-themed event on Thursdays, and a dangerously eclectic mix of bands from Boston and beyond. Did they mention that a 16-ounce bottle of "Gansett" costs $3? Even though it's not legally LGBT, local queer people enjoy frequenting this little, loud, divey rock pub in Jamaica Plain. The pounding dance floor and postage stamp stage are taken over by a raucous, noisy crowd every Thursday for Queeraoke.

Comedians-in-residence, aka the audience, perform at this hip neighborhood bar every Sunday, and you'll laugh yourself silly. The Midway Cafe's comedy open mic is presented by Angela Sawyer of Roslindale Comedy/Rozzie Theater fame and is recognized as one of the city's oldest LGBTQ-friendly venues. There is no cover fee, but the Midway only accepts cash and is for adults over 21.

Address: 3496 Washington St., Boston
Cross street: at McBride St.
Website: www.midwaycafe.com
Phone: 617-524-9038
Transport: Orange line to Green Street
Price: Admission free-$5 (Cash Only)
Opening hours: Daily 4 pm-2 am

Google rating: 4.7/5.0

A pleasant, well-lit area with peat fires and seisin music that serves as a welcoming escape from the busy Faneuil Hall Marketplace nearby. You can stop by here for a delicious drop of Guinness if you're itching to hear voices that ring with Irish musical cadences. Additionally, Hennessy's has a mini-grocery store where you can buy tea, oatmeal, and other essentials, just like many of its more rural cousins back in the old country. That is also one of the best alternative comedy spots in Boston you can visit.

Hennessy's, an Irish-themed bar close to Faneuil Hall, is a great place to start the weekend. Bye Bye, a sketch comedy program that originated in Chicago, has a Boston branch with an all-local ensemble that includes MIT alums and former Wall Street wunderkinds. The 90-minute performance is followed by a meet-and-greet in the lounge with the cast and staff. After the comedy event, stick around for free live music performances by bands as they take over the stage. Comedic starts at 8 p.m. and is 21+.

Address: 25 Union Street at Salt Lane, Boston
Contact:1-617 742 2121
Transport: Gov't Center or Haymarket T .
Opening hours: Open 11am-2am daily.
Google rating: 4.0/5.0