South Boston Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 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

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)

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.

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 NZ$318 per night from 15 Feb to 16 Feb
NZ$318
15 Feb - 16 Feb
includes taxes & fees
9.6/10 Exceptional! (3,962 reviews)
Everything was exceptional — apart from the steam room smelled horrible. I would highly recommend some sort of eucalyptus aromatherapy or similar. It smelled like stinky gym socks. 😕

Reviewed on 5 Feb 2026

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is NZ$345 per night from 13 Feb to 14 Feb
NZ$345
13 Feb - 14 Feb
includes taxes & fees
9/10 Wonderful! (4,448 reviews)
All good. Small room but great view. Peaceful.

Reviewed on 4 Feb 2026

Omni Boston Hotel at the Seaport
Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District

3 out of 5
295 NORTHERN AVENUE Boston MA
Fully refundableReserve now, pay when you stay
The price is NZ$262 per night from 11 Feb to 12 Feb
NZ$262
11 Feb - 12 Feb
includes taxes & fees
9.4/10 Exceptional! (2,298 reviews)
Location was great! Very clean and friendly staff!

Reviewed on 2 Feb 2026

Hyatt Place Boston/Seaport District
See all 1,609 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.

Discover the most popular places to visit in South Boston

Boston_BlackFalconCruiseTerminal_6182961_01

Flynn Cruiseport Boston

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
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 showing a garden, a river or creek and a city

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

Boston Hop-On Hop-Off Trolley Tour

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

NZ$92
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

NZ$40
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit.

View Boston Observation Deck Admission Tickets

NZ$59
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
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.