Boston Holidays - Holidays in Boston, USA with American Sky

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More Massachusetts Holidays

City Breaks & Luxury Hotels

Self-Drive & Fly-Drive

Boston Holidays

Welcoming and accessible, the historic Boston and Cambridge area is a wonderful destination for an overnight, a weekend, or a several-days stay. Discover the places where American history began, where the curse has been dispelled, where land and sea create a playground for families to reconnect. Stay over so you can take it all in

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Destinations in Boston

Our Holidays in Boston


The Midtown Hotel

night from £39

The Midtown Hotel, Pool area

The Midtown hotel offers a blend of spaciousness, economy and comfort, in one of Boston’s best locations, from which to explore the many interesting things to see and do in Boston.

The Midtown Hotel


The Marlowe

night from £45

The Marlowe, Hotel exterior

Hotel Marlowe - a Kimpton Hotel, is a luxury boutique hotel combining contemporary style and neoclassical architecture. Overlooking Boston, the Charles River and lush parklands with great shopping and wonderful dining just moments away.

The Marlowe


Doubletree Hotel

Price from £49

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


Omni Parker House Hotel

night from £55

Omni Parker House Hotel, Hotel entrance

The Omni Parker House hotel is a historic masterpiece in the heart of downtown Boston, located on the Freedom Trail at the foot of Beacon Hill. The hotel was founded in 1855 and offers the perfect blend of historic charm and modern day conveniences.

Omni Parker House Hotel


Sheraton Boston

night from £59

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


Hyatt Regency

night from £59

Hyatt Regency, Exterior view at night

Experience the excitement of the city at Hyatt Regency Boston. Just one block from the Boston Common and within walking distance of attractions, shopping and theaters. Contemporary-style rooms, delicious dining and more await you at this luxurious Hyatt hotel in downtown Boston.

Hyatt Regency


The Langham

night from £77

The Langham, Guest Room

The Langham is a sophisticated hotel that recalls a charming era of refined service, yet with every imaginable modern amenity.

The Langham


The Fairmont Copley Plaza

Price from £79

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


Intercontinental

night from £115

Intercontinental, Guest room

With its exquisitely artful décor, impeccable services, world-inspired facilities and chic atmosphere, the InterContinental Boston is the new symbol of luxury and ultra-modern style on the Waterfront.

Intercontinental


The Langham - SPECIAL OFFER

3 nights from £599

The Langham - SPECIAL OFFER, Guest room

The Langham is a sophisticated hotel that recalls a charming era of refined service, yet with every imaginable modern amenity.

The Langham - SPECIAL OFFER

Tours


Self-Drive Coastal New England, Cape Cod

This splendid 15 day coastal tour of New England starts in Cape Cod and then takes in Newport, North Shore, Mount Desert Island, Kennebunkport and finishes in Boston.

Self-Drive Coastal New England

Self-Drive A Taste Of New England, Boston

This wonderful tour takes you to many of New England’s famous areas. A delightful 8 days starts in Boston and then continues through colourful villages of Vermont; New Hampshire, Maine and Cape Cod before returning to Boston.

Self-Drive A Taste Of New England

Self-Drive Classic New England, Beacon Hill, Boston

This glorious tour takes you to many of New England’s famous areas. A wonderful 14 days starts in Boston and than strolls through colourful villages of Vermont; New Hampshire and Maine.

Self-Drive Classic New England

Self-Drive New England and Niagara Falls, Boston waterfront

This beautiful tour winds its way through New England to cross the Canadian border into the horseshoe cascade of Niagara Falls, finally returning to the USA for unforgettable overnights in Newport Rhode Island and Cape Cod and the breathtaking backdrop of the New England scenery.

Self-Drive New England and Niagara Falls

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

Colours Of New England

Price from £1,189

Colours Of New England, Boston - Constitution

Discover Boston, follow its history along the Freedom Trail. Visit Cape Cod before heading to America’s smallest State, Rhode Island. From there you’ll travel to Conneticut River Valley and the picturesque Green Mountains.Your next stop is the stunning White Mountains, continuing your journey through the Western Lakes region of Maine to Portland before returning to Boston.

Colours Of New England

Eastern Discovery

Price from £1,189

Eastern Discovery, Empire State Building from the air

Enjoy the historic Quincy Market in Boston then travel across the scenic Appalachian Mountains before crossing the border and visiting the picturesque walled city of Quebec. Journey on to Toronto to the shores of Lake Ontario then spend time at the natural wonder that is Niagara Falls. After seeing the famous sights that Washington has to offer such as the White House your tour finishes in the city of New York.

Eastern Discovery

Grand New England Escorted Tour

Price from £1,239

Grand New England Escorted Tour, Beacon Hill, Boston

The Fall in New England is simply the best time of the year to visit, when the fluctuating climate and variety of trees makes for spectacular colours as the leaves turn. People come from all around the world to get a look at the burst of autumn colour.

Grand New England Escorted Tour

Autumn Colours

Price from £1,419

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 which includes superior hotels, airport transfers, breakfast daily and numerous evening meals including a farewell dinner.

Autumn Colours

The Grand East

Price from £1,799

The Grand East, The Statue of Liberty - New York

Walk the cobblestone streets of Beacon Hill in Boston then travel through New Hampshire and the picturesque Northern Appalachian Mountains before crossing the border to experience the charming walled city of Quebec and then on to Niagara Falls. This tour also takes in Washington, Nashville and The Great Smoky Mountains before heading to the laid back Sunshine State of Florida.

The Grand East

Historic East Coast and New York City, Empire State Building

This stunning tour harmoniously combines places of historic significance with the bucolic landscapes of Amish Country and the quaint fishing towns of Coastal New England. 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.

Historic East Coast and New York City

East Coast USA and Canada

Price from £2,239

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 which includes superior hotels, airport transfers, breakfast daily and numerous evening meals including a farewell dinner.

East Coast USA and Canada

Best of Eastern Canada and USA

Price from £2,659

Best of Eastern Canada and USA, Toronto

This tour combines the stunning natural beauty of eastern Canada and the magnificent Niagara Falls with the cultured cosmopolitan cadences of Montréal, Toronto and Ottawa. 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.

Best of Eastern Canada and USA

Cruises


Canada and New England -Norwegian Dream, Boston Constitiution

Your history lesson is about to begin as you visit historic ports along the Eastern Seaboard. Stop by the Old Meeting House where the Boston Tea Party began. Enjoy a Maine Lobster Bake. Sail on a schooner or set off on a whale watch. Of course, if you’d rather relax on board in a deck chair, we promise no one will bother you. Freestyle Cruising lets you be the captain of your own holiday

Canada and New England -Norwegian Dream