South Boston Trips (flight + hotel)

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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 featuring night scenes and a city as well as a small group of people

Downtown Boston

5/5(1 area review)

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

Top hotels in South 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 P10,561 per night from Aug 24 to Aug 25
P10,561
P14,648 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (3,785 reviews)
"Overall the stay was wonderful. Room was fabulous with a great view and atmosphere. Only problem was valet parking. Car was waiting for me as expected but the guy for valet was missing in action even though I was the only person waiting."

Reviewed on Aug 6, 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 P13,801 per night from Aug 20 to Aug 21
P13,801
P16,360 total
Aug 20 - Aug 21
includes taxes & fees
9.6/10 Exceptional! (3,171 reviews)
"Don’t make me write something"

Reviewed on Aug 5, 2025

Seaport Hotel Boston
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 P10,274 per night from Aug 10 to Aug 11
P10,274
P13,968 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (2,069 reviews)
"Everything was excellent"

Reviewed on Aug 4, 2025

The Westin Boston Seaport District
See all 1,329 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 vacation package cost?
We make it easy to travel somewhere new, with South Boston vacation 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 vacation 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 vacation?
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 vacation 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 vacation 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 vacation 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 vacation 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

Boston Tea Party Ship which includes boating and a bay or harbor

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

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 check out its lively bars.

Seaport Common

Things to do

Spirit of Boston cruise ship at night

Spirit of Boston Signature Dinner Cruise

P11,455
per adult
Spirit of Boston Signature Dinner Cruise
Full Day Boston City Tour with pick up and drop off service

Full Day Boston City Tour with pick up and drop off service

P6,690
per adult
Full Day Boston City Tour with pick up and drop off service
Spa-Quality On Demand Massage - Boston

Spa-Quality On Demand Massage - Boston

P8,164
per adult
Spa-Quality On Demand Massage - 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.