American Holidays to Boston with Cassidy Travel - 2023 & 2024 holidays to Boston

boston

Fall for America’s Olde Towne

Among its sleek skyscrapers and trendy boroughs, Boston City’s rich heritage still shines through. Famed for its unique character and local quirks, there’s no better place to immerse yourself in America’s sweeping history. Why not plan ahead - see our deals on 2023 & 2024 holidays to Boston here.

Browse Selected offers to Boston

Departure Airport

Destination

Number of Nights

4 to 14

Number of Adults

Number of Children

Stops

Departure Airport

Destination

Number of Nights

Number of Adults

Number of Children

Stops

Top Offers
Refine your choice

Board Basis

Hotel Rating

Price Range

€50 to €3,000

Boston Quick Facts

Temperature

When to go

Things to do in Boston
There are so many things to do in Boston, it’s hard to know where to start. No visit is complete without a tour, or a game, at famous Fenway Park. Step into history along the Freedom Trail, a walk taking in significant sites across the bustling streets. Visit the amazing aquarium, the many incredible museums, and the John F. Kennedy Presidential Library. Venture outside the city for even more adventures. Explore Cape Cod, and stop at Plymouth town, the landing place of the Pilgrims. Plymouth Plantation is a captivating recreation of the Pioneer way of life. Hyannis is worth a visit, as is charming Provincetown. Why not go whale watching too? And head to Salem to learn all about the fascinating, and macabre, history of the Witch Trials.
Shopping
Boston is a shopaholic’s paradise. It’s got everything from major outlets, exclusive brands, to quirky shops selling local fare. Check out Cosmopolitan Newbury Street. This is Boston’s answer to NYC’s 5th Avenue, a medley of upmarket stores, quirky boutiques, trendy cafes and more. Then, visit Quincy Market, with its array of shops, stalls and places to eat. It’s right next to historical Faneuil Hall. You will also find plenty of choice for more exclusive shopping experiences like Copley Place. And there are loads of bargains to be found in outlets all over the city. Outside the Downtown area, you’ll come across massive malls like Braintree’s South Shore Plaza.
Dining Out
Your American holidays in Boston are sure to be a culinary adventure. You’ll find all sorts of dining options here, from fine dining to more relaxed, family-friendly restaurants and innovative fusion styles. First and foremost, Boston is ideal for seafood lovers, the fruit of the sea forming the basis of many local specialities. Fresh lobster and creamy seafood chowder are just two things you have to try. Chinatown is great for Asian flavours, and North End is chock-full of amazing Mediterranean tastes. Venture outside of Downtown for trendy dining experiences in Cambridge and Somerville.
Entertainment & Nightlife
Boston truly comes alive at night. Its countless events, shows and bars offer experiences to suit all tastes, from music lovers, to theatre enthusiasts to party-goers. Take in spectacular views of the city from a rooftop bar. Take in a night of culture at the theatre, a musical or the opera house. The city’s thriving comedy club scene will have you laughing all night long. Go to an outdoor concert, a historic tavern, or – why not? – an Irish pub, American style. And during summer, Shakespeare on the Common is a hugely popular event.