Dudley Square Holidays
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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
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.
Back Bay
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.
Seaport District
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.
Beacon Hill
1 out of top 10 points of interest in this area
Lose yourself in the charming streetscapes, historic buildings and village-like atmosphere of Boston’s oldest and wealthiest suburbs.
North End
The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around town.
Top hotels in Dudley Square
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
Rp3.345.051
Rp4.498.852 total
6 Sept - 7 Sept
includes taxes & fees
9.6/10 Exceptional! (4,857 reviews)
"Room was clean and our stay was fine"
Reviewed on 25 Aug 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
Rp2.789.990
Rp3.249.149 total
13 Sept - 14 Sept
includes taxes & fees
9/10 Wonderful! (2,873 reviews)
"This was a unique hotel. However the pictures I looked at with couch in room was not the room we recieved. Our room was so small you could reach your arms and touch the wall on each side. If you open the slider door to the bathroom the person using the sink has the door slide in front of them. We ..."
Reviewed on 25 Aug 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
Rp3.666.197
Rp4.990.494 total
27 Aug - 28 Aug
includes taxes & fees
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.
Stay near popular Dudley Square attractions
Urban League Boston
Learn about the local history of Boston when you take a trip to Urban League Boston. Take in the museums while you're in the area.
Hibernian Hall
After visiting Hibernian Hall, make a plan to see the other sights and activities in Boston. While you're in the area, wander around the natural setting.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
Rp827.054
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Rp1.500.324
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Rp825.178
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.