South End Vacation Packages

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  • Better together

    Save up to CA $1,096 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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Top Holiday Package Deals in South End

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

The Charles Hotel

4 out of 5
West Cambridge
Price was CA $1,092, price is now CA $783 per person
CA $783
per person
Mar 14 - Mar 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Room very well appointed and gym was the stand out

Reviewed on Jan 25, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,201, price is now CA $1,490 per person
CA $1,490
per person
Apr 3 - Apr 6
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
Seaport District
Price was CA $1,673, price is now CA $1,227 per person
CA $1,227
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.2/10 Wonderful! (4,205 reviews)
All good. Small room but great view. Peaceful.

Reviewed on Feb 4, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,572, price is now CA $1,194 per person
CA $1,194
per person
Apr 3 - Apr 6
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you

Reviewed on Feb 3, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was CA $1,186, price is now CA $902 per person
CA $902
per person
Mar 14 - Mar 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Staff was great! Still playing Christmas Music in the ballrooms where meetings are held. Food at the meeting was great! Great bar! Great location to Back Bay.

Reviewed on Jan 30, 2026

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 $88 per night from Feb 9 to Feb 10
CA $88
CA $103 total
Feb 9 - Feb 10
includes taxes & fees
9/10 Wonderful! (2,439 reviews)
Excellent customer service, beautiful room!!

Reviewed on Jan 31, 2026

The Revolution Hotel
Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5
26 Chandler St Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Feb 16 to Feb 17
CA $103
CA $160 total
Feb 16 - Feb 17
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Everyone was very kind and accommodating! Rooms were so cozy and clean. Would definitely stay again.

Reviewed on Feb 2, 2026

Staypineapple, A Delightful Hotel, South End
Hampton Inn & Suites Boston Crosstown Center

Hampton Inn & Suites Boston Crosstown Center

3 out of 5
811 Massachusetts Ave Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Feb 16 to Feb 17
CA $122
CA $142 total
Feb 16 - Feb 17
includes taxes & fees
7.8/10 Good! (1,518 reviews)
Room clean. Breakfast well stocked and fresh

Reviewed on Feb 2, 2026

Hampton Inn & Suites Boston Crosstown Center
See all 4,218 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
Beach Vacations
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 $783, 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

Boston Hop-On Hop-Off Trolley Tour

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

CA $73
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 $110
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

CA $32
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
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.