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.
Four Seasons Hotel Boston
Bay Village
CA $4,803
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
9.4/10 Exceptional! (475 reviews)
It was our first visit to Boston. So glad we stayed at the Four Seasons on Boylston. It’s centrally located to all the attractions that were on our list. The city view trolley is located across the street from the hotel. Easy hop on and off. Staff were amazing - friendly and professional. We will definitely stay here again when we come back to Boston.
Reviewed on Aug 6, 2026
Sesuit Harbor House
CA $987
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (196 reviews)
The Sesuit Harbor House is awesome. Has a very Cape Cod feel, the owners are excellent very attentive and have done an awesome job with this property. There is a beautiful fire pit, pool, nice outside areas to eat and relax and they also have goats! I highly recommend, close to dining and beaches as well.
Reviewed on Aug 1, 2026
The Mansion at Ocean Edge
CA $2,979
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very good! (1,004 reviews)
The amenities are nice, and the beach is beautiful. We had a Deluxe Double Queen room on the 1st floor of the East wing which was a nice size and had a spacious bathroom. The main disappointment with the room was that it faced the back with no view whatsoever. The beach and pool got very crowded by early afternoon. Although the mansion and grounds were beautiful, I wouldn't really consider this to be a "luxury" hotel.
Reviewed on Aug 8, 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
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.
Back Bay
1 out of top 10 points of interest in this area
Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.
Seaport District
Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.
Beacon Hill
1 out of top 10 points of interest in this area
Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.
North End
1 out of top 10 points of interest in this area
Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.
South End Hotel Deals
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
CA $190
CA $221 total
Aug 27 - Aug 28
includes taxes & fees
Hampton Inn & Suites Boston Crosstown Center
811 Massachusetts Ave Boston MA
Fully refundableReserve now, pay when you stay
CA $188
CA $219 total
Aug 19 - Aug 20
includes taxes & fees
Residence Inn by Marriott Boston Downtown / South End
2001 Washington Street Boston MA
Fully refundableReserve now, pay when you stay
CA $233
CA $271 total
Aug 16 - Aug 17
includes taxes & fees
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 End vacation package cost?
The cheapest South End package is CA $700, 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 fascinating museums or attend a sporting event in this vibrant area.
Cathedral of the Holy Cross
Cathedral of the Holy Cross is just one of the places to see in Boston, so why not enjoy the other things to explore during your travels? Experience the acclaimed theater scene and fascinating museums in this vibrant area.
Calderwood Pavilion
8.0/10 (1 review)
You can get tickets for a performance at Calderwood Pavilion during your trip to Boston. Discover the cafes and entertainment venues in this walkable area.
Mills Gallery
You can study the exhibits at Mills Gallery, a museum with a story of its own, during your travels to Boston. Experience the acclaimed art scene or attend a sporting event in this vibrant area.
The Games People Play
Enjoy an outing to The Games People Play during your stay in Boston. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
Boston Center for the Arts
Enjoy an outing to Boston Center for the Arts during your stay in Boston. Discover the cafes and entertainment venues in this walkable area.
Alpha Gallery
You can study the exhibits at Alpha Gallery, a museum with a storied past, during your travels to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
Bromfield Art Gallery
You can study the exhibits at Bromfield Art Gallery, a museum with a storied past, during your travels to Boston. Experience the fascinating museums and acclaimed art scene in this vibrant area.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $72
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $118
per adult
92% of travellers recommend
View Boston Observation Deck Admission Tickets
CA $48
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.