South End Vacation Packages

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Top Holiday Package Deals in South End

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
per person
Nov 1 - Nov 3
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
8.6/10 Excellent! (1,070 reviews)
Spacious, comfortable room in a stylish hotel. Staff was nice and helpful.

Reviewed on Aug. 12, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
The Boston Harbor Hotel continues to be my absolute favorite place to stay in Boston, and my recent visit reminded me exactly why. From the moment I walked through the doors, I was greeted by the same welcoming and professional staff that makes this property truly special. The team went above and beyond by upgrading me to a suite, which was an unexpected and much-appreciated gesture that really enhanced my stay. The suite itself was beautifully appointed and comfortable, providing the perfect retreat after busy days exploring the city. What really sets this hotel apart is its unbeatable location. You simply cannot find a better spot in Boston - it's perfectly positioned for both business and leisure activities, with easy access to everything the city has to offer while maintaining that sense of waterfront tranquility. Every stay here has been delightful, and the consistency in service quality is remarkable. The Boston Harbor Hotel has earned my loyalty through their attention to detail and genuine hospitality. I'm already looking forward to my next visit!

Reviewed on Aug. 11, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on Aug. 11, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
The beds are the main thing that keep me coming black, so comfortable, especially after a long day of walking around Boston. I will say we were disappointed that the inside of our coffee machine was very dirty.. something i think shouldn't be missed when cleaning since we love a good morning coffee in the room , but had to settle for going to a coffee shop. We tried ordering room service , but after waiting over 1hr we ended up calling to cancel it. For the amount of money we paid , i think they could step their game up when it comes to service and details.

Reviewed on Aug. 16, 2025

Where to stay in South End

Find the best South End areas and neighborhoods for the activities you enjoy most. Learn more about South End
Downtown Boston showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(193 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 End Hotel Deals

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 CA $198 per night from Aug 24 to Aug 25
CA $198
CA $231 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (2,119 reviews)
"Nice place. The"

Reviewed on Aug. 15, 2025

The Revolution Hotel
AC Hotel by Marriott Boston Downtown

AC Hotel by Marriott Boston Downtown

3.5 out of 5
225 Albany St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $275 per night from Aug 24 to Aug 25
CA $275
CA $355 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Overall, it was an incredibly positive experience. From cleanliness, to the hospitality, to the surrounding area. I will definitely be back!"

Reviewed on Aug. 13, 2025

AC Hotel by Marriott Boston Downtown
Hampton Inn & Suites Boston Crosstown Center

Hampton Inn & Suites Boston Crosstown Center

3 out of 5
811 Massachusetts Ave, Boston, MA
The price is CA $216 per night from Sep 1 to Sep 2
CA $216
CA $252 total
Sep 1 - Sep 2
includes taxes & fees
7.6/10 Good! (1,243 reviews)
Great service
"The beds were so comfortable!!"

Reviewed on Aug. 14, 2025

Hampton Inn & Suites Boston Crosstown Center
See all 3,737 properties in South End
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Frequently asked questions

How much does a South End vacation package cost?
The cheapest South End package is CA $760, so your dream trip can become a reality — without spending an arm and a leg. Bundle flights, hotels and car rentals to custom build a package that fits you.
How do I get a cheap travel package to South End?
If you love getting a great deal, bundle your bookings into a South End vacation package. Whether you're looking for flights, hotels, tours or rental cars, you can browse and book them all in one place. You'll have ample choice at your fingertips as well. Expedia has more than 550 air carriers and 1,000,000 hotels all over the world to take your pick of. Fly with who you prefer, find a room where you like and save some cash — now that's the ideal getaway!
Where should I stay in South End?
Urban explorers come from every corner of the globe to see Fenway Park and TD Garden in South End. Book yourself a room near these must-see attractions and visit them whenever you want.
What are the top hotels in South End?
Secure a room at Residence Inn by Marriott Boston Downtown / South End. It's one of the area's most sought-after hotels. Another highly rated option in South End is The Revolution Hotel.
How far in advance should I book my South End vacation?
It depends on the airline, but you can usually compare international airfares on Expedia up to a year in advance. While it's advisable to book ahead of time, lucky travelers occasionally nab a cheaper flight just weeks prior to the date of departure.
What does an Expedia South End travel package include?
With Expedia, you can choose a combination of car rentals, flights and hotels to create your perfect South End package. Once you've made your booking, you can add on all the fun stuff like tours and activities. Don't forget — the more you bundle, the more you stand to save!
What should I know before booking a South End travel package?
A travel package can be customized for your circumstances and is a simple way to make your hard-earned dollars stretch further. How much you include is up to you. Rental cars, hotels and flights — choose any combination that works with your plans.
Can I choose my airline with a South End Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our vacation packages give you the freedom to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my South End vacation package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your South End vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For older bookings, you may incur a fee from your airline, hotel or car rental company. For more details, take a look at our Customer Service Portal. We'll help you every step of the way.

Discover the most popular places to visit in South End

Boston Medical Center

Though Boston Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Boston while you are here.

Boston Medical Center

Things to do

Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

CA $41
per traveller
Liberty, Freedom, and Revolution: American History Tours Bundle
Boston: Ghost-Themed Self-Guided Walking Tour

The Ghosts of Boston: A GPS Guided Walking Audio Tour

CA $21
per traveller
The Ghosts of Boston: A GPS Guided Walking Audio Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

CA $69
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
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.