South Boston Holidays
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Where to stay in South Boston
Find the best South Boston areas and neighborhoods for the activities you enjoy most. Learn more about South Boston
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
Take a walk through the charming streets, historic buildings and small-town 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 Old North Church while you're visiting, and jump aboard the metro at Aquarium to get around town.
Top hotels in South Boston
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
S$453
24 Sept - 25 Sept
includes taxes & fees
Seaport Hotel Boston
1 Seaport Lane Boston MA
S$442
20 Sept - 21 Sept
includes taxes & fees
The Westin Boston Seaport District
425 Summer St Boston MA
S$385
20 Sept - 21 Sept
includes taxes & fees
9.2/10 Wonderful! (2,405 reviews)
"beautiful hotel in a great walkable location to downtown and train stations to move around,staff is very good in answering questions"
Reviewed on 16 Sept, 2026
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 South Boston holiday package cost?
We make it easy to travel somewhere new, with South Boston holiday packages starting from just . You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate getaway, why not add some tours and activities to your travel itinerary?
How do I get a cheap travel package to South Boston?
Browse and book everything in the one place with our South Boston holiday packages. You'll find bargains on flights, hotels, tours and more that'll keep your pocketbook happy and your adventurous spirit alive. And, with more than 550 airlines and 1,000,000 hotel options all over the world to select from, you'll have the flexibility to mix and match your own way.
Where should I stay in South Boston?
Visitors come from near and far to see Fenway Park and TD Garden in South Boston. Book a room close to these must-see attractions to make sightseeing a breeze.
What are the top hotels in South Boston?
Book a stay at Hyatt Place Boston/seaport District. It's one of the area's most sought-after properties. Another top option in South Boston is Omni Boston Hotel at the Seaport.
How far in advance should I book my South Boston holiday?
Your safest bet is to book early. Airlines typically release flights nearly 12 months prior to departure, and this is when you can pick up some of the lowest prices. Boss just told you to use up some holiday time in a few weeks? No need to worry. Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at an affordable price.
What does an Expedia South Boston travel package include?
Flights, rental cars and hotels — you'll discover them all here. With Expedia, you can shape your South Boston travel package just the way you want. All you have to do is work out exactly what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the bigger the savings!
What should I know before booking a South Boston travel package?
When you book your hotels, flights and car rentals together, you'll score awesome discounts. Whether you're planning a mountain getaway in a cabin or want to stay in an upscale city hotel, Expedia will make it happen for less.
Can I choose my airline with a South Boston Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you definitely can. Simply choose the airline you want and craft your ideal South Boston trip.
If I'm not able to travel, can I cancel my South Boston holiday package?
Because we understand life is full of surprises, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've booked your South Boston holiday package in the last 24 hours, you may be able to change or cancel it without penalty. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.
Stay near popular South Boston attractions
Boston Convention and Exhibition Center
8.8/10 (2,207 reviews)
During your trip, find out what's happening in Boston Convention and Exhibition Center, a top convention centre in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
Leader Bank Pavilion
9.6/10 (8 reviews)
Get tickets for a show at Leader Bank Pavilion, a popular theatre in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
Boston Tea Party Ship
8.8/10 (505 reviews)
Come to this museum and the three historic ships in the Boston Harbor to relive the momentous events of the Boston Tea Party.
Photo by Vin Lane-Kieltyka
Boston Children's Museum
9.0/10 (269 reviews)
You can take time to visit Boston Children's Museum during your travels to Boston. Amble around this vibrant area's waterfront or attend a sporting event.
Institute of Contemporary Art
8.8/10 (15 reviews)
Between its striking modern building and its vast collections of contemporary art, this museum on Boston’s waterfront provides delights to enjoy at every turn.
Photo by Greater Boston Convention & Visitors Bureau
Castle Island
The ancient Fort Independence finds its home on this impressive harbor peninsula, a beautiful place to walk and relax along the waterfront.
Harpoon Brewery
You can take time to visit Harpoon Brewery during your travels to Boston. Visit the shops and top-notch restaurants in this vibrant area.
Seaport Common
After visiting Seaport Common, make a plan to see the other sights and activities in Boston. Stroll along the waterfront in this vibrant area or visit its top-notch restaurants.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
S$63
per adult
90% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
S$90
per adult
80% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
S$107
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.