South Boston Holidays

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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.

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

Downtown Boston

4.5/5(17 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 Harbor and Boston Massacre Site, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotels in Downtown Boston

Our pick of the best South Boston Hotel Deals

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$553 per night from 11 Apr to 12 Apr
AU$553
includes taxes & fees
11 Apr - 12 Apr
9.4/10 Exceptional! (2,862 reviews)
Loved it!
"Such professional and kind staff! Hotel is convenient, clean, very comfortable, and the breakfast buffet was amazing. Highly recommend!!"

Reviewed on 29 Mar. 2025

Seaport Hotel Boston
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$470 per night from 22 Apr to 23 Apr
AU$470
includes taxes & fees
22 Apr - 23 Apr
9/10 Wonderful! (3,347 reviews)
"Limited space in room. Nothing to put your bags on or hang up clothes etc. Room could be more useful if they added more. All our items we just tossed onto the one chair in room."

Reviewed on 30 Mar. 2025

Omni Boston Hotel at the Seaport
The Westin Boston Seaport District
The Westin Boston Seaport District
4 out of 5
425 Summer St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$371 per night from 13 Apr to 14 Apr
AU$371
includes taxes & fees
13 Apr - 14 Apr
9/10 Wonderful! (1,803 reviews)
Amazing hotel
"Excellent!!!"

Reviewed on 29 Mar. 2025

The Westin Boston Seaport District
See all 1,378 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 . 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 Tea Party Ship showing boating and a bay or harbour

Boston Tea Party Ship

4/5(7 reviews)

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
Columbus Park

Columbus Park

Explore the great outdoors at Columbus Park, a lovely green space in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.

Columbus Park

Activities

Spirit of Boston cruise ship at night

Spirit of Boston Signature Dinner Cruise

AU$244
per adult
Spirit of Boston Signature Dinner Cruise
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

AU$75
per adult
78% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
The North Shore: Salem & Cape Ann Private Day Trip from Boston

The North Shore: Salem & Cape Ann Private Day Trip from Boston

AU$1,945
per adult
The North Shore: Salem & Cape Ann Private Day Trip from Boston
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.