South Boston Holidays

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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 which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(94 area reviews)

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Massacre Site and Old State House, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotels in Downtown Boston

Top hotels in South Boston

Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
The price is S$269 per night from 24 Nov to 25 Nov
S$269
includes taxes & fees
24 Nov - 25 Nov
9.6/10 Exceptional! (2,587 reviews)
"Great people, nice hotel"

Reviewed on 30 Oct,2024

Seaport Hotel Boston
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$361 per night from 25 Nov to 26 Nov
S$361
includes taxes & fees
25 Nov - 26 Nov
9/10 Wonderful! (2,874 reviews)
"Such a clean hotel with the most friendly and helpful staff! Also, would recommend checking out any of their great dining/bar options!"

Reviewed on 30 Oct,2024

Omni Boston Hotel at the Seaport
YOTEL Boston
YOTEL Boston
4 out of 5
65 Seaport Blvd, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$263 per night from 24 Nov to 25 Nov
S$263
includes taxes & fees
24 Nov - 25 Nov
8.2/10 Very Good! (1,819 reviews)
clean but cramped
"For a couple the room is too small. Basic things such as a proper fixed shower head or a desk would help make the stay more pleasant. The lobby does not even have proper comfortable chairs . Staff on the other hand is very pleasant and accommodating. For one night it was fine."

Reviewed on 31 Oct,2024

YOTEL Boston
See all 1,185 properties in South Boston
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.

Popular places to visit

Image for Institute of Contemporary Art

Institute of Contemporary Art

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.

Institute of Contemporary Art
Image for Seaport World Trade Center

Seaport World Trade Center

4.5/5(5 reviews)

Seaport World Trade Center is just one of the places to see in Boston, so why not enjoy the other things to explore during your travels? Stroll along the waterfront or attend a sporting event in this vibrant area.

Seaport World Trade Center
Image for Flynn Cruiseport Boston

Flynn Cruiseport Boston

4.5/5(7 reviews)

Explore the waterfront in Boston with a trip to Flynn Cruiseport Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.

Flynn Cruiseport Boston

Things to do

Image for Spirit of Boston Signature Dinner Cruise

Spirit of Boston Signature Dinner Cruise

S$153
Per adult
Spirit of Boston Signature Dinner Cruise
Image for Spirit of Boston Signature Lunch Cruise

Spirit of Boston Signature Lunch Cruise

S$108
Per adult
Spirit of Boston Signature Lunch Cruise
Image for Boston 1-Day City Tour

Boston 1-Day City Tour

S$149
Per adult
Boston 1-Day City Tour
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.