Dudley Square Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Where to stay in Dudley Square

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

1 out of top 10 points of interest in this area

Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.

1 out of top 10 points of interest in this area

Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.

1 out of top 10 points of interest in this area

Take a walk through the charming streets, historic buildings and small-town atmosphere of Boston’s oldest and wealthiest suburbs.

While you're in MIT, take in top sights like MIT Museum and jump on the metro at Kendall-MIT Station to see more of the city.

Frequently Asked Questions

How much does a Dudley Square holiday package cost?

Live it up in Dudley Square from as little as . We offer a great selection of hotels, flights and rental cars to suit your travel style. You can score even more discounts when you add some tours or activities to your holiday package.

How do I get a cheap travel package to Dudley Square?

Bundle, bundle, bundle. Hotels, rental cars and flights — combine whatever you need into a Dudley Square holiday package to save a pile of cash. Score even more deals when you add extras such as experiences or tours to your booking. But that's not the only impressive part. You have the flexibility to tailor your holiday your own way. We offer more than 550 air carriers and 1,000,000 properties across the globe, so that everyone has a chance to travel and live out those holiday fantasies.

Where should I stay in Dudley Square?

Make sightseeing easier by staying someplace near Dudley Square's fantastic attractions. Fenway Park and TD Garden are two visitor favourites.

How far in advance should I book my Dudley Square holiday?

Get rewarded with the widest variety at the lowest prices by booking your Dudley Square holiday early. Airlines tend to sell flights anywhere up to 12 months prior to departure, so start locking things in ASAP. That being said, Expedia is committed to providing you with the best deals around, so it's always a good time to book your dream holiday!

What does an Expedia Dudley Square travel package include?

Expedia has all you need to organise your Dudley Square escape, but what goes into your package is your choice. Select from any combination of hotels, rental cars and flights. Looking for some activities or tours to keep you entertained? Once you've made your booking, you can add them too. Whatever your budget, there's a package deal to match your needs.

What should I know before booking a Dudley Square travel package?

Whether it's adventure or relaxation you're seeking, a Dudley Square holiday package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the more you'll save!

Can I choose my airline with a Dudley Square Expedia holiday package?

Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday packages give you the freedom to take your pick of available flights, hotels and activities that suit you.

If I'm not able to travel, can I cancel my Dudley Square holiday package?

If your travel plans in Dudley Square have been upended, it's a relief to know that you can cancel or amend your booking. If you booked less than 24 hours ago, you may be eligible to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge a cancellation fee. For more information, visit our Customer Service Portal.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.