American Holidays to Boston

Must Visit in Boston

• Boston Common – The heart of the city and home to the magical Boston Common Tree Lighting in late November.
• Faneuil Hall Marketplace – A buzzing hub of dining, shopping, and the dazzling Faneuil Hall Tree Lighting.
• Freedom Trail – Step back in time and walk the path of America’s early patriots.
• Museum of Fine Arts and Boston Tea Party Ships & Museum – Great for families and history lovers.
• Fenway Park – For sports fans, a behind-the-scenes tour is a must.

Every Cassidy Travel itinerary includes carefully curated experiences so you can enjoy Boston’s most iconic sights and hidden gems.

Shopping in Boston

If you’re visiting during the holidays, shopping in Boston is a delight. Browse the charming boutiques along Newbury Street or head to Quincy Market Holiday Faire, where local artisans offer handmade goods, seasonal snacks, and festive cheer. Our Boston packages include shopping tours with discounts at select stores, making holiday shopping even more enjoyable.

For fashion lovers and bargain hunters, Boston’s shopping scene includes:

• Copley Place and The Shops at Prudential Center
• Assembly Row Outlet Stores
• Harvard Square for unique finds

Dining and Entertainment

Boston’s food scene is as diverse as its culture. Whether you’re indulging in a warm bowl of clam chowder or enjoying a world-class dining experience in the Seaport District, every bite tells a story.

Holiday dining highlights:

• North End Italian feasts – perfect for Christmas Eve dinners
• Seafood feasts at Legal Sea Foods
• Local breweries and cozy pubs offering festive drinks and live music

For entertainment, don’t miss:

• Holiday Pops Spectacular – Enjoy premium seats to this Boston tradition with Cassidy Travel.
• First Night Boston – Ring in the new year with parades, performances, and fireworks. Cassidy Travel offers special access to prime viewing locations!

Getting to Boston – Flights from Dublin

Cassidy Travel makes getting to Boston simple and stress-free with direct flights from Dublin. Choose from a variety of travel dates, flight options, and class types that suit your preferences. We work with trusted airline partners to ensure you get the best value for your journey.

Our Boston flights and hotels bundles are perfect for hassle-free planning, offering exclusive savings and flexible booking options.

Best Destination for Holiday Magic

Boston is undoubtedly one of the best destinations in the USA for a city holiday with festive flair. Walkable neighborhoods, iconic sights, world-class museums, and twinkling winter streets create the perfect setting for holiday memories. Whether you're traveling with family, as a couple, or solo, Boston delivers charm and excitement in every season — especially during the holidays.

Best Time to Visit Boston

The best time to visit Boston for holiday fun is between late November and early January, when the city transforms into a festive wonderland. Crisp winter air, holiday lights, and joyful celebrations fill the city’s streets and squares.

Key holiday events include:

• Boston Common Tree Lighting (late November)
• Faneuil Hall Tree Lighting
• Holiday Pops Orchestra (December)
• First Night Boston (December 31)

Spring and summer are also popular times, but for holiday cheer, winter in Boston is truly unmatched.

Book Your Boston Holiday with Cassidy Travel

With over 35 years of experience, Cassidy Travel is Ireland’s leading travel agency. When you book your Boston holidays 2025/2026 with us, you’re choosing a travel partner committed to excellence. We offer:

• Expert travel advisors
• Flexible payment plans
• Custom 2025/2026 holiday packages
• Great deals on Boston flights and hotels
• Insider access to the top holiday events in Boston

Let us handle the planning while you focus on the fun.

Scroll down to explore our Boston holiday offers or contact us now to get a personalized quote. Whether you’re dreaming of a romantic winter getaway, a family holiday, or a New Year’s Eve to remember, Cassidy Travel has the perfect Boston city break for you.

Why Choose Cassidy Travel?

• Award-winning service
• Tailor-made travel planning
• Easy online booking or in-store consultation
• Expert advice on top Boston hotels and experiences
• Access to exclusive Boston travel deals

From the bright lights of holiday parades to the cozy charm of Boston’s oldest pubs, Cassidy Travel makes every detail of your journey magical. Don't wait – the perfect Boston holidays 2025/2026 start now.

Final Call: Your Boston Adventure Awaits

This holiday season, discover a city full of wonder, tradition, and joy. Experience the magic of Boston holidays with Cassidy Travel — your trusted guide to unforgettable journeys. Book your Boston flights and hotels today and get ready to create holiday memories that last a lifetime.