South Boston Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

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

Find hotels in Downtown Boston
A historic building with ornate architecture, a staircase, and a tree in front.

Back Bay

1 out of top 10 points of interest in this area

Head to Back Bay for Victorian brownstone homes, hip coffee joints and a shopping district that rivals Manhattan’s 5th Avenue.

Find hotels in Back Bay
A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

1 out of top 10 points of interest in this area

Once known as strong working-class neighbourhood, South Boston has turned into a haven for young professionals.

Find hotels in Seaport District
A street lamp with a lit bulb, surrounded by trees and a brick building.

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.

Find hotels in Beacon Hill
A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

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.

Find hotels in North End

Our pick of the best South Boston Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
AU$352
20 Sept - 21 Sept
includes taxes & fees
9.6/10 Exceptional! (4,986 reviews)
"Wish you had pastries and fruit in the morning and coffee"

Reviewed on 9 Sept 2026

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
AU$456
13 Sept - 14 Sept
includes taxes & fees
Omni Boston Hotel at the Seaport
The Westin Boston Seaport District

The Westin Boston Seaport District

425 Summer St Boston MA
AU$420
20 Sept - 21 Sept
includes taxes & fees
9.2/10 Wonderful! (2,411 reviews)
"Great stay."

Reviewed on 9 Sept 2026

The Westin Boston Seaport District
See all 1,467 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
family friendly holidays
Family Friendly Holidays
Family Friendly Holidays
golf holidays
Golf Holidays
Golf Holidays
luxury holidays
Luxury Holidays
Luxury Holidays
romantic holidays
Romantic Holidays
Romantic Holidays
ski holidays
Ski Holidays
Ski Holidays
honeymoon holidays
Honeymoon Holidays
Honeymoon Holidays
pet friendly holidays
Pet-friendly Holidays
Pet-friendly Holidays
Spa Holidays
Spa Holidays
Spa 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.

Stay near popular South Boston attractions

A modern architectural building with a large overhanging roof and a glass facade.

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.
See properties
The Boston Children's Museum with a waterfront view.
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.
See properties
A pavilion with a large white dome and blue accents, ticket sales area, and a sign for Rockland Trust Pavilion.

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.
See properties
A colorful boat named 'ELEANOR' docked at a pier with a red building in the background.

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.
See properties
A modern waterfront building with glass facades and a wooden overhang, adjacent to a river and a bridge.

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.
See properties
A city skyline with modern buildings, a river, and a park with people.
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.
See properties

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.
See properties

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.
See properties

Activities

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

AU$68
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

AU$64
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Boston Harbor Cruise boat with the skyscrapers of the city in the background in Boston

City Cruises Boston: Historic Sightseeing Cruise

AU$51
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
See all activities in Boston

Explore a world of travel with Expedia

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