South Side Vacations from ₩786,655

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The Latest South Side Vacation Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was ₩931,109, price is now ₩786,655 per person
₩786,655
per person
Mar 15 - Mar 17
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,000 reviews)
great view and service !! very helpful

Reviewed on Jan 20, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Price was ₩1,240,510, price is now ₩1,013,310 per person
₩1,013,310
per person
Mar 15 - Mar 17
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (4,672 reviews)
Nice hotel in great location

Reviewed on Jan 24, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ₩962,767, price is now ₩788,156 per person
₩788,156
per person
Mar 15 - Mar 17
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
I didn’t like that I was surprised with “hospitality fee” for almost $70 upon arrival. Had I known that I would’ve stayed somewhere else. That’s why I paid in advance on Expedia.

Reviewed on Jan 23, 2026

Omni Parker House

Omni Parker House

4.5 out of 5
Downtown Boston
Price was ₩1,202,180, price is now ₩988,568 per person
₩988,568
per person
Mar 15 - Mar 17
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (3,169 reviews)
Really nice hotel with great decor, staff were very helpful, and in a good location

Reviewed on Jan 25, 2026

The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Price was ₩1,216,996, price is now ₩1,032,506 per person
₩1,032,506
per person
Mar 15 - Mar 17
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (6,707 reviews)
Phenomenal location, courteous staff, updated comfortable rooms. We will be back.

Reviewed on Jan 25, 2026

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

Downtown Boston

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

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 ₩211,438 per night from Jan 31 to Feb 1
₩211,438
₩296,132 total
Jan 31 - Feb 1
includes taxes & fees
9.6/10 Exceptional! (3,935 reviews)
Room was spotless. Staff was accommodating and friendly. Only complaint is towels were too rough and stiff. Need a little bit softener. Otherwise, happy with my stay and will book there again in the future.

Reviewed on Jan 22, 2026

Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
The price is ₩130,594 per night from Feb 22 to Feb 23
₩130,594
₩211,704 total
Feb 22 - Feb 23
includes taxes & fees
8.2/10 Very Good! (3,109 reviews)
Clean and amenities were great

Reviewed on Jan 21, 2026

Hilton Boston Park Plaza
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
9.2/10 Wonderful! (6,166 reviews)
lovely staff, clean rooms, what more do you need

Reviewed on Jan 21, 2026

Get rates
Harborside Inn Of Boston
See all 3,852 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 ₩786,655. 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.

Discover the most popular places to visit in South Side

Nighttime baseball game at Fenway Park showcasing a vibrant atmosphere in Boston, Massachusetts

Fenway Park

4.5/5(2,499 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Boston's Zakim Bridge

TD Garden

4.5/5(1,780 reviews)

Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.

TD Garden
Historic architecture of Harvard University in Cambridge, Massachusetts under clear blue skies

Harvard University

4.5/5(1,966 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

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