South Side Holidays

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Price found within the past 48 hours. Click for updated prices.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
per person
15 May - 19 May
found 1 day ago
Return direct flight included
Singapore (SIN) to Boston (BOS)
8.8/10 Excellent! (1,924 reviews)
Good location, easy check in, staff friendly, rooms very small and compact, shared bathrooms if you don’t book a room with a bath. Gym was compact, coffee shop was top! Great staff and barista. Parking was a little walk… Enjoyed the stay all together

Reviewed on 11 Mar,2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
15 May - 19 May
found 1 day ago
Return direct flight included
Singapore (SIN) to Boston (BOS)
9.6/10 Exceptional! (1,008 reviews)
The staff was incredible, the room was clean and well appointed, and my 8 year old daughter loved the indoor pool. Would highly recommend!

Reviewed on 11 Mar,2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
per person
15 May - 19 May
found 1 day ago
Return direct flight included
Singapore (SIN) to Boston (BOS)
8/10 Very Good! (532 reviews)
On the outskirts of Chinatown. Not alot of dining options close by other than Asian cuisine. A bit on the sketchy side, but felt safe walking during the day. Pics of the common areas are nicer than the actual. Room was good though, clean and had what we needed. Comfy bed. Shower could use an update - flow is very low.

Reviewed on 23 Feb,2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
15 May - 19 May
found 1 day ago
Return direct flight included
Singapore (SIN) to Boston (BOS)
8.8/10 Excellent! (1,010 reviews)
Staff and level of service was outstanding.

Reviewed on 2 Mar,2025

The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
per person
15 May - 19 May
found 1 day ago
Return direct flight included
Singapore (SIN) to Boston (BOS)
9/10 Wonderful! (1,783 reviews)
Very friendly staff. My family loved it. Will stay again.

Reviewed on 9 Mar,2025

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

Downtown Boston

4.5/5(94 area reviews)

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Harbor and Boston Massacre Site, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotels in Downtown Boston

Top hotels in South Side

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 S$377 per night from 21 Mar to 22 Mar
S$377
includes taxes & fees
21 Mar - 22 Mar
9.4/10 Exceptional! (2,834 reviews)
"So many little touches- just splendid. My second stay"

Reviewed on 10 Mar,2025

Seaport Hotel Boston
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
The price is S$231 per night from 13 Mar to 14 Mar
S$231
includes taxes & fees
13 Mar - 14 Mar
9/10 Wonderful! (4,872 reviews)
"Fantastic location, friendly and professional staff. The restaurant/bar, Joia, has amazing food and drinks. The bartenders and service staff are also very friendly and welcoming. I can’t wait to come back!! The room was clean and quiet. Very comfortable."

Reviewed on 10 Mar,2025

Harborside Inn Of Boston
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$215 per night from 23 Mar to 24 Mar
S$215
includes taxes & fees
23 Mar - 24 Mar
9.4/10 Exceptional! (818 reviews)
"Great stay, would recommend and will be staying again."

Reviewed on 9 Mar,2025

citizenM Boston Back Bay
See all 3,342 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 holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in South Side from just S$2,331. 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 travellers.
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 holiday?
While prices change frequently, we generally recommend booking your holiday 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 holiday 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 holiday is only a few clicks away.
Can I choose my airline with a South Side Expedia holiday 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 holiday package?
Whether it’s your hotel or flight, you can cancel or change it. Locked in your South Side holiday 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.

Popular places to visit

Fenway Park showing a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(61 reviews)

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

Fenway Park
Harvard University featuring a city and heritage architecture

Harvard University

4.5/5(102 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
New England Aquarium

New England Aquarium

4.5/5(57 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

Things to do

Private Tour of Boston from New York

Private Tour of Boston from New York

S$2,824
per adult
Private Tour of Boston from New York
4 Day Boston and North East Coast Exploration

4 Day Boston and North East Coast Exploration

S$2,121
per adult
4 Day Boston and North East Coast Exploration
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.