• 3rd Annual LexGiving 5k

    Lincoln Park 100 Lincoln St, Lexington, MA

    It's the 3rd Annual LexGiving 5k, on Black Friday - November 28th, 9:00 AM at Lincoln Field in Lexington. Go ahead - have seconds - and enjoy time with family, friends and neighbors with this family-friendly 5k. We'll have a DJ, photographer, awards - and some great giveaways including the chance to win a free […]

  • Lexington Legacy 5K Run/Walk

    Lincoln Park 100 Lincoln St, Lexington, MA

    The Lexington Legacy 5K run/walk will be held this year on Small Business Saturday, November 29th, at 9 AM, starting and ending at Lincoln Fields. Since 2008, the Lexington High School Cross Country / Track & Field program has hosted its annual “Alumni Race” on the same course the team has called home since 1970. […]

    $35
  • Holiday Market & Vendor Showcase

    Grace Chapel 59 Worthen Rd, Lexington, MA, United States

    Join us for a festive day of shopping, food, and fun. Discover unique gifts from a variety of vendors, indulge in delicious treats, and get into the holiday spirit with us. Don't miss out on this exciting free event with freebies and Holiday Cheer. We can't wait to see you there! ✨ What to Expect: Shop […]

    Free
  • Museum Store Sunday at LHM

    Buckman Tavern 1 Bedford St, Lexington, MA, United States

    Join LHM for Museum Store Sunday! Celebrate the Sunday after Thanksgiving with us and be part of a global shopping event that supports museums and cultural institutions around the world! On Museum Store Sunday, more than 2,200 museum stores across all 50 states, D.C., 25 countries, and 5 continents will open their doors for a […]

  • Mindful Moments: Reflecting on the Season in Song and Prayer

    Pilgrim Church

    Monday, December 1, 7 PM at Pilgrim Church, 55 Coolidge Avenue in Lexington. Join Pilgrim Music Director, Dot Bowe, along with Professional Soloist Elena Snow for a peaceful beginning to the Advent and Christmas season. Ms. Snow's vocals will evoke the beauty and spirit of the season, capturing the heart. We will sing together and […]

  • Book Chat: Washington and Hamilton: The Alliance that Forged America

    The Depot 13 Depot Square Lexington MA 02420 13 Depot Square, Lexington, MA, United States

    The paternal relationship between George Washington and Alexander Hamilton captivated the nation in the musical Hamilton, but the true story of the tumultuous duo goes much further. Washington and Hamilton: The Alliance that Forged America by Stephen K. Knott and Tony Williams shows two opposing forces, one stoic, the other ambitious, represented the complexities of […]

  • Taste of Lexington at Buckman Tavern

    Buckman Tavern 1 Bedford St, Lexington, MA, United States

    Buckman Tavern is now part of Lexington's time-honored holiday stroll! Stop by to see beautiful history-inspired decorations and snag a deal on holiday shopping! Walk-through tours of the tavern, decorated with garlands, fruit, and other historically-inspired greenery Make an orange pomander ball to take home Holiday ornaments buy one get one 25% off All teas […]

  • LHS “Winter at the Cinemas” Concert!

    Lexington High School Auditorium

    Please join us for this AMAZING concert! All ages are welcome, and kids 12 and under are FREE!!! Friday, December 5, 2025 at 4 pm in the Lexington High School Auditorium. Tickets available at Cur8.com. Search for "Lexington."

  • Holiday POPS! Kids POPS!

    Cary Hall 1605 Massachusetts Ave, Lexington, MA, United States

    HOLIDAY POPS! FRIDAY, DECEMBER 5, 2025 | 7:30PM SUNDAY, DECEMBER 7, 2025 | 3:00PM KIDS POPS! FRIDAY, DECEMBER 5, 2025 | 4:00PM Sponsored by Russian School of Mathematics Featuring Massachusetts’s first Poet Laureate Regie Gibson, Lexington Children’s Chorus, New World Chorale and special guest, Santa Claus! Our signature holiday event! Every year, our Holiday POPS! […]

  • Shop Munroe Center for the Arts’ 3rd Annual Youth Art Holiday Market

    Munroe Center for the Arts 1403 Massachusetts Ave, Lexington, MA

    Shop Munroe Center for the Arts' 3rd Annual Youth Art Holiday Market on Saturday, Dec. 6, from 1:00 - 4:00pm Skip the mall and do your holiday shopping at Munroe Center for the Arts’ 3rd Annual Youth Art Holiday Market. The market features artwork and handmade crafts from artists and makers ages 18 and younger! More […]

  • Social Action Holiday Gift Fair. Sunday, December 8, 12-4 pm, The First Church in Belmont, UU

    First Church in Belmont, Unitarian Universalist 404 Concord Avenue, Belmont, MA, United States

    Please join us for a not-to-be-missed holiday tradition where you can do your holiday shopping and help others at the same time. Find gifts for everyone on your list by choosing from an array of products featuring the work of both local and international artisans. Items for sale will include jewelry, clothing and accessories, bed and table […]

    Free
  • C is for Christmas

    Pilgrim Church

    It's a sing-along in the warmth of Pilgrim's sanctuary! Celebrate with a festive organ concert and carols led by Pilgrim’s Music Director, Dot Bowe. Enjoy rich music and join with others in cheerful holiday carols. Steaming hot cocoa, coffee, and fellowship will follow the service. As a follow-up to the morning's Mitten Tree Sunday, we […]