Best Bars with Halloween Costume Contests

October 27, 2011 9:00 AM

By Dani Frank

Halloween is an all-ages holiday; who could get tired of pulling a quick change once a year and emerging as a superhero, super villain or maybe just something super cute? These four bars are just the stage to debut your new creative identity and if it is interesting enough, score some cold hard cash in the process! Stop in for some liquid goodness and a festive celebration at these costume contests found across Connecticut.

72331166 Best Bars with Halloween Costume Contests

The Bear and Grill
2000 Black Rock Turnpike
Fairfield, CT 06825

This neighborhood bar, beloved for its burgers and casual, rustic atmosphere, pulls out all of the stops for their Halloween celebration. Expect live music from a local band and get a great costume together to win the available prizes and gift certificates. Perhaps draw some outfit inspiration from the restaurant’s namesake? Festivities will commence at both of the Bear and Grill’s locations in Fairfield and Orange. An entry fee of $5 is required.

106408910 Best Bars with Halloween Costume Contests

Black Bear Saloon
187 Allyn Street
Hartford, CT 06103
Review, Directions & More Info:

Hartford’s Allyn Street will be buzzing with excitement as Black Bear Saloon teams up with nearby nightclub Up or On the Rocks for a Saturday Halloween extravaganza. Be sure to put together your best caped crusader or sultry schoolteacher; prizes can reach up to $5,000. The block party kicks off at 5 pm. Arrive early for some festive and free fun: entry before 7pm is free and any later is $15.

106408864 Best Bars with Halloween Costume Contests

Hula Hank’s
261 Main Street
Stamford, CT 06901
Hours: Tue to Thurs – 5 p.m. to 1 a.m., Fri – 5 p.m. to 2 a.m., Sat – 8 p.m. to 2 a.m., Sun – 7 p.m. to 1 a.m.

Best known for its breezy aesthetic and tropical theme, Stamford’s Hula Hank’s is the place to be to take a load off with an island-friendly daiquiri, or to sip a brew after a long day of work. Hula Hank’s annual Halloween, better known as Hulaween, will be on Saturday the 30th, and it is a chance to join costumed revelers, share some drinks and memories and win multiple prizes. Enter the best costume contest, sexy costume and more contests to be announced at a later date for a chance to win some cash.

106409022 Best Bars with Halloween Costume Contests

Sully’s Pub
2071 Park Street
Hartford, CT 06106
860- 231-8881
Reviews, Directions & More Info:

Sully’s Pub is a strong supporter of live music, with daily cover bands, karaoke nights and live local bands performing. Sully continues this attitude with his pub’s take on Halloween. Sully stresses that anyone who wants to be a “good Halloween reveler” has his support to join in on the fun and to try their hand at the costume contest. But he is going to be tough and not just anyone in a store-bought costume will win. Dig into your creative depths to pull out the costume of the night! An entry free of about $7 will be required. Doors will open on Saturday around 9 or 10, and an ‘80s cover band will be on hand to set the scene.

Dani Frank is a fashion, travel and culture enthusiast and writer living in Easton, Connecticut. A recent graduate of Hofstra University, she is most happy when traversing the East Coast and beyond and documenting it all for curious readers. Read her further work at here.

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