Boston Holiday Guide

Boston’s Ultimate Holiday Guide

Let us help you navigate the crowds and have a wicked festive holiday season in Boston! Our annual holiday guide is filled with Boston’s best events and attractions to make your holiday season a holly, jolly success. Check out the Holiday Pops by the Boston Pops at Symphony Hall, Boston Christmas Tree at Boston Commons, the holiday market at Snowport, ice skating at Boston Common Frog Pond, First Night Boston, and more. Follow the links in this guide to reserve convenient and affordable parking!

Navigate the holiday season in Boston, and avoid the hassle of searching for parking. has a spot for you!

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This year, there are no shortage of performances to get you deep into the holiday spirit. Offering something for everyone, The Boch Center Schubert Theatre will be playing Penn & Teller and Anthony Williams’ Urban Nutcracker. Prefer a more traditional performance? Don’t miss the Boston Ballet’s performance of The Nutcracker at Boston Opera House or check out a magical performance of Holiday Pops by the Boston Pops at Symphony Hall.

Once you’ve gotten the theatrics out of your system, cross some lights off your list and find parking close to the decorated trees and light shows around the city. Faneuil Hall Marketplace boasts the biggest decorated tree in the Northeast! To get in the gift-giving mood, check out the Boston Christmas Tree at Boston Commons — a 45-foot-tall gift from Nova Scotia.

For those who can’t afford to gift family members with a forest-sized spruce, the city has plenty of other options. Drop by Holiday Lane in Macy’s Downtown Boston – located a block away from Boston Common. In addition to holiday shopping, the store offers its very own tree lighting ceremony and holiday windows to bring in the season. At the decorated Copley Square, the tree will be lit up and there will be appearances by Santa and Rudolph, plus live music by the Boston Children’s Chorus and the Boston Pops Esplanade Brass Ensemble!

Take in a breath of fresh Boston air with the city’s outdoor ice skating rinks at Boston Common Frog Pond. Lastly, round out the year and bring in 2023 at First Night Boston. The annual New Year’s Eve celebration features entertainment and special attractions, including cultural and musical performances, ice sculptures, light displays, and fireworks. It’s going to be crowded, so make sure to reserve your parking spot.

Leave the holiday help to us and follow all the above steps to cross everything off your festivity list. Plus, as you navigate to different areas of the city, avoid the hassle of parking and book your spots in each neighborhood in advance with