South Boston Holidays from AU$3,345

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Your South Boston Holiday

Pick one of our holiday packages to South Boston and immerse yourself in the wonders of this neighbourhood. Especially renowned for its festivals, your next great adventure starts right here. Begin your trip to South Boston with a visit to nearby attractions such as Fenway Park, Boston Common and Faneuil Hall Marketplace. Stop daydreaming and start doing. When you're ready to lock in your next holiday to South Boston, Expedia will help you get there.

Top Holiday Package Deals in South Boston

Price found within the past 48 hours. Click for updated prices.
The Bostonian Boston

The Bostonian Boston

4 out of 5
Government Center
Price was AU$3,898, price is now AU$3,345 per person
AU$3,345
per person
14 Dec - 21 Dec
found 1 day ago
Return flight included
Melbourne (MEL) to Boston (BOS)
8.4/10 Very Good! (1,943 reviews)
We often stay at the Bostonian when arriving at Logan Airport due to its walkable proximity to the North End & excellent dining. Great location across from Faneuil Hall. Our room had a balcony with a nice view. Valet, bell service, front desk, all super helpful & friendly. Enjoyed our stay & will return.

Reviewed on 13 Oct 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was AU$4,123, price is now AU$3,421 per person
AU$3,421
per person
28 Dec - 3 Jan
found 6 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.6/10 Excellent! (1,656 reviews)
Wow!! What a wonderful stay. My friend and I came for a girls weekend. Our room was wonderful and the staff was AWESOME!! I will be coming back to stay here the next time I come to Boston. Everything is walkable and beautiful views

Reviewed on 12 Oct 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was AU$7,703, price is now AU$6,501 per person
AU$6,501
per person
27 Dec - 2 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.4/10 Exceptional! (510 reviews)
Great location but they have no concierge , and for the price you will think they would. Rooms are small

Reviewed on 8 Oct 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was AU$4,204, price is now AU$3,565 per person
AU$3,565
per person
14 Dec - 21 Dec
found 1 day ago
Return flight included
Melbourne (MEL) to Boston (BOS)
9.2/10 Wonderful! (2,158 reviews)
Great room, fantastic staff. Wonderful area with shopping, dining and transportation. This is my goto in the Boston area from now on.

Reviewed on 13 Oct 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was AU$7,914, price is now AU$6,771 per person
AU$6,771
per person
27 Dec - 2 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
One of the best I’ve stayed at in a while

Reviewed on 11 Oct 2025

Our guide on 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 showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(17 area reviews)

This is Boston’s business district, now and back when the city was just starting.

Find hotels in Downtown Boston

Our pick of the best South Boston Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$385 per night from 9 Nov to 10 Nov
AU$385
9 Nov - 10 Nov
includes taxes & fees
9/10 Wonderful! (4,108 reviews)
"Nice hotel!"

Reviewed on 9 Oct 2025

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$348 per night from 10 Nov to 11 Nov
AU$348
10 Nov - 11 Nov
includes taxes & fees
9.6/10 Exceptional! (3,493 reviews)
"The hotel and rooms were immaculate. Parking was extremely easy. It's right at the harbor, endless entertainment options within walking distance. The restaurant located inside the hotel is more than you'll need for dinner, drinks and great service."

Reviewed on 10 Oct 2025

Seaport Hotel Boston
YOTEL Boston

YOTEL Boston

4 out of 5
65 Seaport Blvd, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$394 per night from 9 Nov to 10 Nov
AU$394
9 Nov - 10 Nov
includes taxes & fees
8.6/10 Excellent! (2,284 reviews)
"Clean rooms great staff and good dining."

Reviewed on 11 Oct 2025

YOTEL Boston
See all 1,332 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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 AU$3,345. 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.

Discover the most popular places to visit in South Boston

Boston Convention and Exhibition Center

Boston Convention and Exhibition Center

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.

Boston Convention and Exhibition Center
Boston Tea Party Ship showing boating and a bay or harbour

Boston Tea Party Ship

Come to this museum and the three historic ships in the Boston Harbor to relive the momentous events of the Boston Tea Party.

Boston Tea Party Ship
Castle Island

Castle Island

The ancient Fort Independence finds its home on this impressive harbor peninsula, a beautiful place to walk and relax along the waterfront.

Castle Island

Activities

Whale-Watching Cruise in Stellwagen Bank Marine Sanctuary

Boston Harbor New England Aquarium Whale-Watching Cruise

AU$122
per adult
86% of travellers recommend
Boston Harbor New England Aquarium Whale-Watching Cruise
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

AU$83
per adult
86% of travellers recommend
Boston Harbor Sunset Cruise
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

AU$128
per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Boston

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