Courtesy of Meet Boston — Boston’s official calendar of festivals and annual events. 

📅 Upcoming Highlights

Boston International Antiquarian Book Fair – Nov 8, 2025. A major gathering for bibliophiles and collectors featuring rare maps, manuscripts, and first editions. 

CiderFeast Boston – Nov 8, 2025. Celebrate New England’s cider scene with tastings, pairings, and food-centric fun. 

Bow Market Renaissance Fair – Nov 8, 2025. A quirky, fun urban Renaissance Faire in Somerville with vendors, performances, and medieval vibes. 

Boston Common Tree Lighting – Dec 4, 2025. The city’s signature holiday kickoff with lights, community cheer, and winter spirit. 

Harvard Square Holiday Fair – Dec 12, 2025. A charming Cambridge holiday market, celebrating its 40th season with artisan goods and festive ambiance. 

Puerto Rican Festival of Massachusetts – July 24-26, 2026 (advance notice). A vibrant celebration of Puerto Rican culture, food, music, and community in Franklin Park. 

✨ Why These Events Make Boston Shine

Boston isn’t just a city of history and sports — it’s a place that thrives on culture, gatherings, and community energy. Each of these events offers a unique way to experience the city’s flavor, whether you’re into rare books, craft beverages, holiday traditions, or cultural festivals.

📌 Travel Tip: Book Smart & Early

Since these events draw crowds and hotel availability can shrink fast, start your travel plans early. Head over to Sbylish Travel & Fun to compare hotel deals, find ideal lodging options, and secure a trip that aligns with your favorite event.

✅ Final Thoughts

From sipping cider to strolling through holiday lights or immersing yourself in unique culture, Boston’s event calendar offers something for every mood and occasion. These standout events give you a real reason to plan a trip and make memories.

Happy travels and enjoy all that Boston has to offer!