The holiday season in Jamaica Plain is magical. First, December 2025 brings fun events for families, friends, and neighbors. If you’re looking for holiday lights, festive music, and community cheer, JP is the place to be. Here are the top holiday activities in Jamaica Plain this month:

1. JP Holiday Light Show & South Street Illumination

Dates: December 4, 2025 – January 3, 2026
Location: First Baptist Church (633 Centre Street) & South Street Mall

To begin with, start the season with a stunning holiday light show in Jamaica Plain. The First Baptist Church steeple will glow with laser projections in English and Spanish. Meanwhile, the South Street Mall shines with an animated curtain of lights. It’s perfect for photos! Plus, you can enjoy hot cocoa, music, and local art displays. Best of all, this event is free and family-friendly.

👉 Learn more about the JP Holiday Light Show
👉 Details on South Street Illumination

2. Mayor’s Enchanted Trolley Tour

Date: Saturday, December 6, 2025
Stops in JP:

• 2:00 PM: Hyde Square
• 3:00 PM: JP Monument

Next, don’t miss this Boston tradition that brings holiday magic to every neighborhood. The Mayor’s Enchanted Trolley Tour includes tree lightings, Santa visits, and giveaways. In addition, kids love the trolley ride and meeting Santa. It’s a great way to celebrate with neighbors.

👉 View the full schedule on Boston.gov

3. Neighborhood Holiday Light Displays

After that, take an evening walk to see JP homes sparkle with Christmas lights. Many neighborhoods join decorating contests, so expect creative displays. For example, Centre Street and Pondside often have the best setups. Bring your camera and soak in the holiday cheer.

4. LuMeNet Holiday Networking Lunch

Finally, if you want to mix business with holiday fun, join the LuMeNet Holiday Networking Lunch. Meet local entrepreneurs, enjoy a free lunch, and make new connections. As a result, you’ll celebrate and grow your network at the same time.

👉 RSVP for LuMeNet Holiday Networking Lunch

Why These Events Matter

The holidays are about more than lights and gifts. Above all, they’re about community. These events show why Jamaica Plain is such a special place to live. Whether you’re sipping cocoa under twinkling lights or meeting new friends, you’ll feel the warmth of the season.

Tips for Enjoying JP’s Holiday Season

• First, dress warm because many events are outdoors.
• Second, bring cash since some vendors sell treats and crafts.
• Finally, shop local to support JP businesses before or after events.

Ready to celebrate Holiday events in Jamaica Plain December 2025? Mark your calendar and make this December unforgettable in Jamaica Plain.