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Boston Vacation Packages

Boston shines as Massachusetts’ revolutionary capital, from Harvard to the Freedom Trail. 

One of the oldest cities in the United States, Boston dates back to 1630 and was the site of many key battles during the American Revolution. Today, the city is home to more than 6 million people and is known for its quintessential Irish pubs, fanatical Boston Red sox fans and a relaxed, small-town vibe. 

Boston has 21 neighborhoods. These include South Boston, popular with young professionals and families; trendy Jamaica Plain, which was gentrified in the early 2000s; wealthy Beacon Hill; and upscale Back Bay, where the city’s iconic brownstone buildings reign supreme. Nearby Fenway is home to Fenway Park, home of the Red Sox baseball team. The more modern Financial District, dense with skyscrapers, is where you’ll find the New England Aquarium. Make time to stroll through the Boston Common in the downtown area. It is the United States' oldest city park, dating from 1634. Take a ride on an iconic swan boat, paddle in the Frog Pond, or see the final resting places of revolutionary soldiers.

With its European-style street pattern, Boston can be a challenge for the uninitiated to navigate. The grid system typical of many American cities doesn’t exist here, but first-time visitors often enjoy getting lost on its narrow, winding streets. From the Boston Common meander through history along the famous Freedom Trail. This 2.5-mile (4-kilometer) course takes you past more than a dozen sites significant to the American Revolution, including Paul Revere House and the USS Constitution Museum. The trail brings you to Faneuil Hall, a marketplace studded with shops, eateries and galleries. Street performers are ever-present here and add to the rowdy atmosphere. 

Boston’s cuisine is eclectic, revealing the influence of the many ethnic groups that moved to the city in the early 1900s. East Boston in particular was a magnet for immigrants from Italy, Guatemala, El Salvador and Brazil. You’ll find plates of rich Italian spaghetti and the popular pupusas, tortillas stuffed with meat and beans. 

Despite the city’s twisting streets, Boston is relatively compact and easy to explore on foot. For longer journeys, take a bus or the subway, affectionately nicknamed “The T.” Boston’s public transport system is one of the best in the country.

Accommodation in Boston

As is to be expected from the state capital of Massachusetts, Boston features a broad range of lodgings. Find the right place amid the 305 accommodation options in Boston on Expedia's hotels guide.

Superior options such as the Ritz-Carlton, Boston, at 10 Avery St, and the Mandarin Oriental Boston, at 776 Boylston St are bound to satisfy even the fussiest travelers. The Four Seasons Hotel Boston, 200 Boylston St, and the Fifteen Beacon, 15 Beacon St, are another two great Expedia-listed accommodation options worth booking.

No visit to Boston would be truly complete without spending a little time at Boston Common. If you'd like to stay close by, the Ritz-Carlton, Boston and the Mandarin Oriental Boston are both within easy walking distance.


Boston Vacation Packages


Top Hotel Deals

See all 814 Hotels in Boston
C$193
Boston Park Plaza

Boston Park Plaza

50 Park Plaza at Arlington Street, Boston
3.9
of 5, from 532 reviews
4.0 out of 5.0

Located in historic Back Bay, this hotel just completed a $100 million dollar renovation, and is 3 miles from Logan International Airport and 200 yards from the Boston Common and Public Garden. The hotel is easily accessible to Newbury Street shopping.

Charles Street Inn

Charles Street Inn

94 Charles St, Boston
4.5
of 5, from 10 reviews
0.0 out of 5.0

Located in Beacon Hill, this bed & breakfast is within a 10-minute walk of Boston Public Garden, Boston Common, and Massachusetts General Hospital. Massachusetts State House and Orpheum Theater are also within 15 minutes.

Spacious 2BR in Downtown Boston by Sonder

Spacious 2BR in Downtown Boston by Sonder

Milk Street and Batterymarch st, Boston
3.5 out of 5.0

Located in Boston Financial District, this apartment is within a 5-minute walk of Faneuil Hall Marketplace and New England Aquarium. Boston City Hall and Orpheum Theater are also within 10 minutes.

C$115
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

50 Forbes Road, Braintree
4.3
of 5, from 556 reviews
3.5 out of 5.0

Hyatt Place Boston/Braintree is located right across the street from premier shopping at South Shore Plaza. Guests can take a free shuttle to select destinations within a 3-mile (4.8-km) radius, and downtown attractions like the New England Aquarium and Museum of Science are a 30-minute drive.

Bird's Eye View by Vacasa

Bird's Eye View by Vacasa

4 Longfellow Place, Boston
5.0
of 5, from 2 reviews
4.0 out of 5.0

Located in West End, this apartment is within a 10-minute walk of TD Garden and Massachusetts General Hospital. Faneuil Hall Marketplace and Massachusetts State House are also within 15 minutes.

Assembly Row Apartments by Next Star

Assembly Row Apartments by Next Star

21 Michigan Ave, Somerville
3.5 out of 5.0

Situated in Somerville, this apartment is 0.8 mi (1.4 km) from LEGOLAND® Discovery Center Boston and within 3 mi (5 km) of USS Constitution Museum and TD Garden. Harvard Square and Faneuil Hall Marketplace are also within 3 mi (5 km).

C$249
Hilton Boston Logan Airport

Hilton Boston Logan Airport

One Hotel Drive, Boston
4.2
of 5, from 1,429 reviews
4.0 out of 5.0

This hotel is connected to Logan Airport terminals by a climate-controlled skybridge. A complimentary 24-hour airport shuttle is also available.

C$211
Harborside Inn Of Boston

Harborside Inn Of Boston

185 State St, Boston
4.2
of 5, from 1,970 reviews
3.0 out of 5.0

Located between the financial district and waterfront across from the lively Faneuil Hall Marketplace, the eight-story granite hotel was built as a warehouse in 1858 and converted to a hotel in 1997.

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