Dudley Square Packages (Flight + Hotel)

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    Save up to ฿4,531 when you book a flight and hotel together*

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Where to stay in Dudley Square

Find the best Dudley Square areas and neighborhoods for the activities you enjoy most. Learn more about Dudley Square
Downtown Boston which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(94 area reviews)

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.

Find hotels in Downtown Boston

Top hotels in Dudley Square

citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ฿4,036 per night from 13 Dec to 14 Dec
฿4,036
฿4,699 total
13 Dec - 14 Dec
includes taxes & fees
9.2/10 Wonderful! (4,088 reviews)
Great stay. Will definitely be back again. Breakfast was great and worth the additional cost. My husband said the room was what he thought living on a space station would be like. 😂 very modern, cool space.

Reviewed on 23 Nov 2025

citizenM Boston North Station
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ฿4,494 per night from 18 Dec to 19 Dec
฿4,494
฿6,549 total
18 Dec - 19 Dec
includes taxes & fees
9/10 Wonderful! (4,246 reviews)
Room ready when we arrived at 8:30am Small but suffices Noise from outside is easily heard

Reviewed on 25 Nov 2025

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ฿2,915 per night from 14 Dec to 15 Dec
฿2,915
฿3,395 total
14 Dec - 15 Dec
includes taxes & fees
9/10 Wonderful! (2,266 reviews)
very nice experience

Reviewed on 20 Nov 2025

The Revolution Hotel
See all 3,961 properties in Dudley Square
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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.

Popular places to visit

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(61 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Boston Common which includes a skyscraper, landscape views and a park

Boston Common

4.5/5(204 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(102 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University

Things to do

Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit.

View Boston Observation Deck Admission Tickets

฿1,105
per adult
86% of travellers recommend
View Boston Observation Deck Admission Tickets
LEGO Discovery Center Boston Admission Ticket

LEGO Discovery Center Boston Admission Ticket

฿910
per adult
LEGO Discovery Center Boston Admission Ticket
Boston Duck Tour

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

฿1,942
per adult
90% of travellers recommend
Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.