South End Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

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
Price was CA $1,411, price is now CA $706 per person
CA $706
per person
Jan 29 - Feb 1
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,406, price is now CA $1,579 per person
CA $1,579
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,383, price is now CA $1,635 per person
CA $1,635
per person
Jan 29 - Feb 1
found 7 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,657, price is now CA $2,633 per person
CA $2,633
per person
Dec 24 - Dec 28
found 5 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $1,870, price is now CA $1,353 per person
CA $1,353
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

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
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

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 End Hotel Deals

The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
The price is CA $148 per night from Nov 25 to Nov 26
CA $148
CA $173 total
Nov 25 - Nov 26
includes taxes & fees
The Revolution Hotel
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 $130 per night from Dec 8 to Dec 9
CA $130
CA $151 total
Dec 8 - Dec 9
includes taxes & fees
Hampton Inn & Suites Boston Crosstown Center
Residence Inn by Marriott Boston Downtown / South End

Residence Inn by Marriott Boston Downtown / South End

3 out of 5
2001 Washington Street Boston MA
The price is CA $200 per night from Nov 24 to Nov 25
CA $200
CA $233 total
Nov 24 - Nov 25
includes taxes & fees
Residence Inn by Marriott Boston Downtown / South End
See all 4,063 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 $706, 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.

Stay near popular South End attractions

SoWa Artists Guild

You can study the exhibits at SoWa Artists Guild, a museum with a story of its own, during your trip to Boston. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.
See properties

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $69
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $119
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

CA $65
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
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.