Whether you’ve had the kiddos’ costumes ready for months, or you’re pulling something together last minute, everyone wants to enjoy the best of Boston’s Halloween festivities, trick or treating, and all around fun the night has to offer. Even though Boston slipped from the #2 spot to #7 in Zillow’s 2014 rankings of the country’s best 20 cities for trick or treating, Beacon Hill, Back Bay, the North End, the South End and Fenway still rank as Boston’s best neighborhoods for trick or treating.
Want to make a night of it and enjoy a family-friendly dinner with “fun sized” treats for dessert? Here are a few family-friendly dining tricks and some of our favorite dinnertime treats in the top 5 trick or treating neighborhoods:
#1 Beacon Hill — Tons of families flock to this quaint, gas lamp lit, historical neighborhood for its trick or treating riches. If you’re looking for a quick bite to please all ages, stop into the Cambridge Street location of Anna’s Taqueria for burritos, tacos and more. Once you’re belly is full, head up the side streets and you’ll find tightly packed brick row houses, most handing out some of the better candy options in the city. Feeling fancy? Stop in for a more leisurely dinner at Lydia Shire’s Scampo. Once you have your fill of gorgeous Italian fare, pop across the street to Charles Street and the surrounding neighborhood to score some sweets.
#2 Back Bay — Start the night by powering up with kid-friendly Middle Eastern favorites at Cafe Jaffa and you’ll also be poised at the edge of prime trick or treating territory up and down Comm Ave, Marlborough Street and more.
#3 North End — While the North End is known for tasty, traditional Italian restaurants, their size and popularity doesn’t often leave much room for kid-friendly extras. One spot that makes up for its lack of kid-friendly amenities with great service is tiny Trattoria di Monica, in the heart of the North End. Not feeling the pasta and red sauce vibe? Start across the Greenway at Hillstone in Faneuil Hall, where you’ll not only find delicious, more traditional American fare and beyond, but you can take advantage of their 3 hours of FREE parking (validation required) at the 60 State Street garage–more than enough time to grab dinner AND a whole lot of candy.
#4 South End — Speaking of free parking, you can find two of the most kid-friendly restaurants in the South End offering free parking. Stop by Gaslight Brasserie or Cinquecento Roman Trattoria, and you’ll not only find great dining, changing tables and more kid-friendly amenities, but you’ll be able to park for free right next door, with plenty of trick or treating around the corner among the neighborhood’s beautiful and historic Victorian brownstones.
#5 Fenway — While sweets will definitely be on the menu once you take in the holiday’s candy hauls, explore some savory dishes when you stop in to Sweet Cheeks Q before or after the door to door rush. With Texas-style BBQ deliciousness to make the whole family happy, you’ll be positioned directly across from the Fenway’s most popular trick or treating area.
What are some of your favorite trick or treating spots in Boston?