Boston Holidays - Holidays in Boston, USA with American Sky
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More Massachusetts Holidays

City Breaks & Luxury Hotels

Boston Holidays

A holiday to Boston or Cambridge is a great introduction to American culture and history and both have some wonderful hotels to choose from. Boston itself is a bustling modern city that is also packed with history and culture. Its pedestrian Freedom Trail takes your past historic neighbourhoods tracing the city’s key role in the struggle for American independence.

The cobblestone streets of Beacon Hill are dotted with antique shops while Newbury Street is the destination for fine dining and designer boutiques. Add world class museums, reasonable flying times and many family attractions and you’ve got the perfect city break destination or stop off as part of a tour.

American Sky offers many more quality hotels in Boston – please call for details.

Destinations in Boston

Our Holidays in Boston


The Copley Square

night from €54

The Copley Square, Hotel entrance at night

Boston’s fashionable and historic Back Bay is the setting for this fully renovated boutique hotel on Copley Square. Its central location, gracious guest rooms, thoughtful amenities and attentive service, make the Copley Square Hotel your home away from home in Boston.

The Copley Square


Sheraton Boston

night from €58

Sheraton Boston, Hotel exterior at night

Ideally located in Boston’s Back Bay, the Sheraton Boston Hotel is conveniently located within walking distance to all of Boston’s most famed attractions.

Sheraton Boston


Courtyard by Marriott Tremont, Hotel exterior

The Courtyard Tremont, located in the heart of Boston’s Theater District, is convenient to the best that Boston has to offer. A short walk to the Boston Common; directly across from the Wang Theater and the New England Medical Center.

Courtyard by Marriott Tremont


Hilton Downtown

night from €61

Hilton Downtown, Hotel entrance

The Hilton Boston Financial District is a beautifully-restored Art Deco landmark, with first class service and amenities, in the heart of the Financial District of Downtown Boston. The hotel was built in 1928, as Boston’s first skyscraper, making the historic hotel the ideal blend of old and new.

Hilton Downtown


Doubletree Hotel

night from €76

Doubletree Hotel, Hotel lobby and lounge

The newest hotel in Boston’s Theatre District, the Doubletree Downtown Boston hotel is located steps away from many of the city’s historical and popular attractions, offering you the ultimate Boston experience.

Doubletree Hotel


The Lenox Hotel

night from €91

The Lenox Hotel, Hotel exterior at night

The Lenox, under family ownership for more than 35 years, has the personal attention and quiet, intimate atmosphere of a small, classic European hotel. This historic hotel is an elegant example of Italian renaissance architecture and is recognized for its gracious accommodations, personalized service and attention to detail.

The Lenox Hotel


The Fairmont Copley Plaza

night from €96

The Fairmont Copley Plaza, Hotel exterior taken from across Copley Square

Located in historic Back Bay a symbol of Boston’s rich history and elegance recently renovated and restored to shine more brightly than ever before. Rich with heritage, The Fairmont Copley Plaza epitomizes the culture and traditions of Boston.

The Fairmont Copley Plaza

Tours


Self-Drive Eastern Values

Price from €969

Self-Drive Eastern Values, Central park, New York

This 10 day tour takes you from sophisticated Manhattan and thundering Niagara to Pennsylvania Dutch countryside and the inspiring national monuments in Washington D.C.

Self-Drive Eastern Values

Self-Drive Best of New England

Price from €1,289

Self-Drive Best of New England, Boston

From the glamorous mansions of Newport, the lighthouses of the New England coast, and the majestic mountains of the New England interior, this spectacular tour offers a vast variety of experiences that truly capture the unique flavor of the Northeast.

Self-Drive Best of New England

Colours of New England

Price from €1,349

Colours of New England, Boston - Constitution

Discover the Colours of New England, following the Freedom Trail in Boston before heading to Cape Cod and Rhode Island then onto the picturesque Conneticut River Valley, through mountains and past lakes and pretty villages to the coast.

Colours of New England

Eastern Discovery

Price from €1,499

Eastern Discovery, Empire State Building from the air

Take in the history of Boston before travelling across the Appalachian Mountains and crossing the border to Canada to visit Francophone Quebec City, Toronto and the shores of Lake Ontario and the majestic Niagara Falls. Tour back via Washington DC to the bright lights of New York.

Eastern Discovery

Self-Drive American Historic Highways, New York - flat iron building

From the Big Apple to raging Niagara Falls, from Acadia National Park to the CN Tower in Toronto, this eastern tour of Canada and the U.S. offers plenty of sightseeing opportunities..

Self-Drive American Historic Highways

Autumn Colours

Price from €1,529

Autumn Colours, Boston

New England in the fall is an unforgettable experience, and this tour takes you from Boston through some of the most beautiful rural scenery and autumnal colours. This is a first class tour, with transatlantic schedule flights, transfers, superior hotels, deluxe motorcoach transportation and the services of an expert Tour Director all included in the price.

Autumn Colours

Self-Drive New England Explorer

Price from €1,569

Self-Drive New England Explorer, Beacon Hill, Boston

This 8 day tour allows you to explore the rugged beauty of New England which never fails to impress.

Self-Drive New England Explorer

New England’s Spectacular Fall Foliage, White Mountains

This itinerary has been expertly planned to appeal to nature lovers who wish to experience the beautiful autumnal colours of New England. Besides the glorious scenery, those who enjoy delicious food will not be disappointed!This is a premium, more intimate tour, with a maximum of only 40 guests, and up to twice as much legroom than a standard coach. You’ll stay in first class hotels and enjoy breakfast daily, as well as special Dine-Around and Highlight Dinners at local speciality restaurants.

New England’s Spectacular Fall Foliage

Self-Drive New England, New York & Niagara Falls, Vermont

This beatiful tour heads north from Boston, winds its way through New England to cross the Canadian border into Niagara Falls, finally returning to the USA for unforgettable overnights in New York and Cape Cod.

Self-Drive New England, New York & Niagara Falls

East Coast USA and Canada

Price from €2,139

East Coast USA and Canada, Abraham Lincoln Memorial

Tour the best of the American and Canadian west, starting in New York City and touring the region’s most exciting cities and interesting landmarks. This is a first class tour, with transatlantic schedule flights, transfers, superior hotels, deluxe motorcoach transportation and the services of an expert Tour Director all included in the price.

East Coast USA and Canada

The Grand East

Price from €2,169

The Grand East, The Statue of Liberty - New York

This epic tour starts in New York then heads on to Boston and New England and the Canadian cities of Quebec, Montreal, Ottawa and Toronto. It then moves south via Niagara Falls and Harrisburg to Washington DC and then stops at places like Nashville and Memphis on the way to New Orleans and the south, ending up in Florida.

The Grand East

Passage through New England & Eastern Canada, Boston

Enjoy a few days discovering the delights of New England before boarding a 7 night cruise around Eastern Canada. This is a first class tour, with transatlantic schedule flights, transfers, superior hotels, deluxe motorcoach transportation and the services of an expert Tour Director all included in the price.

Passage through New England & Eastern Canada

Eastern US & Canada Discovery

Price from €2,309

Eastern US & Canada Discovery, Boston - Old State House

Savour the diversity and enchantment of the great cities of the Northeast and Canada on this enticing holiday which includes visits to the most important monuments and a boat ride on the Maid of the Mist at Thundering Niagara Falls. This is a first class tour, with transatlantic schedule flights, transfers, superior hotels, deluxe motorcoach transportation and the services of an expert Tour Director all included in the price.

Eastern US & Canada Discovery