Top Things to Do in Boston This Winter

• Rose Kennedy Greenway
• Recurring weekly on Sunday, Wednesday, Thursday, Friday, Saturday

See Boston From New Heights! This February, the Rose Kennedy Greenway becomes the ultimate winter hot spot with a towering Ferris Wheel offering sweeping skyline views. Picture yourself above the city lights and Boston’s iconic landmarks as your backdrop! Both the Greenway…

• Boston Harbor Hotel

Step into an evening of unparalleled elegance and indulgence at our Grand Dinners in the iconic Wharf Room. With sweeping harbor views as your backdrop and a setting steeped in timeless grandeur, these evenings promise to be nothing short of extraordinary. Imagine a night where…

• Rose Kennedy Greenway
• Recurring daily

Love is in the air! Bundle up, grab your honey, and come on over to Columbus Park where your spirit will be warmed as you walk through the Tunnel of Love! *** Dance to the music as you stroll through the tunnel. *** Post your photos to Instagram using the tag #FOCCP. *** Warm up…

• Citywide
• Recurring daily

Dine Out Boston is brought to you by Meet Boston, providing locals and visitors alike the opportunity to try many restaurants in the area at special prices. Participating restaurants offer prix fixe menus for both lunch and dinner - Reserve a table today! Diners can choose from a…

• City Hall Plaza

The world's top street snowboarders return to the heart of Downtown Boston at the steps of City Hall Plaza for an epic display of talent led by style and riding icon, Zeb Powell. Red Bull Heavy Metal is a single day snowboarding contest featuring the most progressive rail riding…

An intentional wine fair coming to Boston in February 2026 Femme Fête i s a wine & beverage fair, comprised entirely of women makers. These individuals prioritize responsible farming methods, execute fair labor practices & adhere to natural/sustainable winemaking…

• Chinatown

Celebrate the Year of the Horse in Boston's Chinatown with the annual Lunar New Year Lion Dance Parade! Stop by the Chinese New Year Cultural Village and enjoy lion dances, live performances, Chinese calligraphy, and more. The parade starts at Phillips Square at 10 am. Click here…

• Citizens Opera House
• Recurring daily

Winter Experience is an evening that will take you to a dreamlike realm filled with sense and stimulation. With themes of the natural and supernatural worlds, the evening is comprised of two powerful ballets that have made an impact on dance history. Originally created for the…

• Hilton Boston Park Plaza

Experience New England’s largest wine event at the Boston Wine Expo. Taste wines from around the world, meet winemakers and distributors, and discover new favorites 🍷. Whether you’re a seasoned collector or simply enjoy a good pour, the Expo is your chance to sip, learn, and…

• Emerson Colonial Theatre

Bring the whole family to the World's Number 1 ‘The Cat in the Hat’ show for an experience they’ll never forget. The story has been around for over 50 years and kids still love it… just like you did! In 1957, Dr Seuss used only 200 words to write his classic tale. More than 50…

• South Boston

The annual South Boston St. Patrick's Day/ Evacuation Day Parade returns on Sunday, March 15th 2026 at 11:30am! The parade begins at the Broadway 'T' Station, South Boston and ends at Andrew Square. We suggest grabbing a spot anywhere along Broadway to watch the parade! Parade…

• Citizens House of Blues

In what has become an annual tradition on St. Patrick's Day, The Dropkick Murphys will be shipping up to to Boston on March 17 at the House of Blues!