South Side Vacations

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  • Better together

    Save up to NT$25,000 when you book a flight and hotel together*

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

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Where to stay in South Side

Find the best South Side areas and neighborhoods for the activities you enjoy most. Learn more about South Side
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

4.5/5(2,438 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

South Side Hotel Deals

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is NT$5,357 per night from Jul 26 to Jul 27
NT$5,357
NT$7,169 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (2,419 reviews)
"The staff at the Hyatt in Cambridge was outstanding! Everyone was friendly, cheerful, and efficient, and they truly went above and beyond to make our stay special. They were happy to accommodate additional requests for our room and provided excellent recommendations for local entertainment and travel. ..."

Reviewed on 2026/7/7

Hyatt Regency Boston/Cambridge
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is NT$6,057 per night from Jul 26 to Jul 27
NT$6,057
NT$8,146 total
Jul 26 - Jul 27
includes taxes & fees
9.6/10 Exceptional! (4,530 reviews)
"Was very near to harbour and other amenities . The room was very clean and had everything you could require for a good stay . Ate here on one evening and the food was good and a 15 dollar discount per person, made it even better value . Was not the best location for public transport as seemed to ..."

Reviewed on 2026/7/6

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is NT$5,100 per night from Aug 2 to Aug 3
NT$5,100
NT$5,939 total
Aug 2 - Aug 3
includes taxes & fees
9/10 Wonderful! (2,718 reviews)
"We had another wonderful stay at The Revolution Hotel. Its a lovely hotel, very clean and beautiful! In a perfect area that is centrally located. The shared bathrooms are NOT shared bathrooms. “Shared” sounds very intimidating, but they are actually individual bathroom suites. So you walk into the ..."

Reviewed on 2026/7/6

The Revolution Hotel
See all 3,809 properties in South Side
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 Side vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in South Side from just . And the more you bundle, the more money you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to South Side?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all. Pick and choose a combination that suits your style and see your savings stack up. We know a package deal is never a one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 properties around the globe, which lets you customize your South Side adventure.
Where should I stay in South Side?
Stay at a hotel near Bentley College. This impressive sight is in the thick of the action and on the to-do lists of most travelers.
What are the top hotels in South Side?
When it comes to comfortable places to stay in South Side, you can't go past Crescent Suites Hotel. Check out our deals and score a bargain.
How far in advance should I book my South Side vacation?
While prices change frequently, we generally recommend booking your vacation as early as possible. Most international airfares become available on Expedia up to 12 months in advance. If circumstances have left you booking late, you may still get lucky. Cheaper tickets to South Side occasionally appear in the weeks prior to departure.
What does an Expedia South Side travel package include?
Expedia has all you need to plan your South Side escape, but what goes into your package is your choice. Choose from a combination of hotels, flights and rental cars. Chasing some tours or experiences to keep you on the move? Once you've made your booking, you can add them too. No matter your style, there's a vacation package to meet your needs.
What should I know before booking a South Side travel package?
Discover deals that fit your budget with an Expedia package. Hotels, flights, rental cars — we're a one-stop shop for all of them. You'll save precious cash just by combining your bookings. Whether you're embarking on a skiing adventure or venturing someplace warm, your dream vacation is only a few clicks away.
Can I choose my airline with a South Side Expedia vacation package?
Yes, the choice is all yours. Expedia has access to more than 550 airlines around the world, so you can design your South Side trip according to your needs and budget.
If I'm not able to travel, can I cancel my South Side vacation package?
Whether it's your hotel or flight, you can cancel or change it. Locked in your South Side vacation package in the last 24 hours? You may be able to make changes for free. For older bookings, you may be charged a fee by your airline, hotel or car rental company. For more information, look up our Customer Service Portal. We're here to help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.