South End Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Groovy Trip

  • 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

Dorchester
CA $756
per person
Oct 21 - Oct 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
CA $1,257
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,011 reviews)
Loved our stay and can't wait to come back

Reviewed on Aug 30, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
CA $1,694
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (482 reviews)
Mandarin Oriental, Boston

Mandarin Oriental, Boston

Back Bay
CA $1,401
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (450 reviews)
Over the top nice hotel and room was amazing!

Reviewed on Aug 31, 2026

Raffles Boston

Raffles Boston

Back Bay
CA $1,437
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (305 reviews)
The only Minor issue there was no water pressure in the shower

Reviewed on Aug 29, 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
A river with a bridge, a large dome-shaped building, and a cityscape with various buildings and roads.

Metro Center

5 out of top 10 points of interest in this area

Explore Springfield Armory National Park, Quadrangle museums, and enjoy over 70 clubs, bars, and restaurants in the Club Quarter. Exceptionally walkable, with easy access to I-91, I-291, and Union Station.

Find hotels in Metro Center
A dense forest with a stream, moss-covered rocks, and ferns.

Forest Park

While visiting Forest Park, you might make a stop by sights like Forest Park and Zoo in Forest Park and Education Center.

Find hotels in Forest Park
A snow-covered park with a gazebo, a bench, and bare trees.

Boston Road

While Boston Road might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lake Lorraine State Park and Chicopee Memorial State Park.

Find hotels in Boston Road
A calm lake surrounded by autumn-colored trees.

Liberty Heights

1 out of top 10 points of interest in this area

While visiting Liberty Heights, you might make a stop by sights like Health Sciences Library and Gilman Health Sciences Library.

Find hotels in Liberty Heights
Default Image

East Springfield

While there might not be top attractions in East Springfield, you can explore the larger area and discover places like Lake Lorraine State Park and Chicopee Memorial State Park.

Find hotels in East Springfield

South End Hotel Deals

Hilton Garden Inn-Springfield, MA

Hilton Garden Inn-Springfield, MA

800 Hall of Fame Avenue Springfield MA
Fully refundableReserve now, pay when you stay
CA $169
CA $192 total
Sep 8 - Sep 9
includes taxes & fees
Hilton Garden Inn-Springfield, MA
Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown

851 East Columbus Ave Springfield MA
Fully refundableReserve now, pay when you stay
CA $153
CA $174 total
Sep 13 - Sep 14
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Great location, clean facilities and very nice staff."

Reviewed on Aug 30, 2026

Hampton Inn & Suites Springfield/Downtown
MGM Springfield

MGM Springfield

One MGM Way Springfield MA
CA $198
CA $256 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (1,550 reviews)
"We stayed 1 night & had a relaxing enjoyable experience. Beautiful hotel & we felt safe. The outdoor park is very clean & nicely maintained. The casino area was just enough. Many slots & tables. The restaurants were awesome too!"

Reviewed on Aug 29, 2026

MGM Springfield
See all 338 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
Family Vacations
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Stay near popular South End attractions

A basketball court with spectators, a scoreboard, and a wall of portraits.
Photo by Groovy Trip

Naismith Memorial Basketball Hall of Fame

8.6/10 (481 reviews)
You can study the exhibits at Naismith Memorial Basketball Hall of Fame, a museum with a storied past, during your trip to Springfield. You can attend a basketball game while in the area.
See properties
A large ship docked at a port with a mountainous landscape in the background.

Titanic Museum

7.4/10 (25 reviews)
You can study the exhibits at Titanic Museum, a museum with a storied past, during your trip to Springfield. You can attend a basketball game while in the area.
See properties

Leonardo da Vinci Park

Leonardo da Vinci Park is just one of the places to see in Springfield, so why not enjoy the other things to explore during your travels?
See properties

Emerson Wight Park

After visiting Emerson Wight Park, make a plan to see the other sights and activities in Springfield.
See properties

Edward J. And Gena G. Hickox Library

Edward J. And Gena G. Hickox Library is just one of the places to see in Springfield, so why not enjoy the other things to explore during your travels?
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.