Gateway Vacations from $706

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Your Gateway Vacation

Booking a Gateway vacation package is a wonderful way to become acquainted with this neighborhood. From its hot spots to its lesser-known treasures, there's plenty to discover. Not sure what to do and see during your trip to Gateway? Nearby attractions such as Heartland Town Centre, Paramount Fine Foods Centre and Iceland Arena are great places to start. Expedia is here to help put your plans into action. Book your ultimate Gateway vacation today.

The Latest Gateway Vacation Packages

Price found within the past 48 hours. Click for updated prices.
GLOBALSTAY. Maple Leaf Square

GLOBALSTAY. Maple Leaf Square

3.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Oct 10 - Oct 13
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
7.6/10 Good! (426 reviews)
The place was lovely and clean. Great view as well.

Reviewed on Jul 20, 2025

Woodbourne Inn

Woodbourne Inn

4 out of 5
St. Davids
Save 100% on your flight
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (483 reviews)
Beautiful grounds and a lovely experience and friendly staff.

Reviewed on Jul 30, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Sep 26 - Sep 29
found 14 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (565 reviews)
Fantastic overall experience. Will be back.

Reviewed on Jul 22, 2025

GLOBALSTAY. Charming Yorkville Condos

GLOBALSTAY. Charming Yorkville Condos

4 out of 5
Old Toronto
Save 100% on your flight
per person
Sep 1 - Sep 6
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
7.8/10 Good! (127 reviews)
Everything was great, except the tv did not work during our stay.

Reviewed on Jun 19, 2025

Hotel Victoria

Hotel Victoria

3 out of 5
Downtown Toronto
Save 100% on your flight
per person
Sep 1 - Sep 6
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.4/10 Very Good! (1,126 reviews)
I would have given Hotel Victoria 5 stars until the last day! We were very happy with the location, accommodations and staff! When we went to checkout someone new was there, not the same vibe but what set me off was the poor directions they gave to the airport! There’s a free shuttle that they were unaware of & there isn’t a bus from Union Station as we were told. Luckily, we allowed extra time!

Reviewed on Jul 30, 2025

Where to stay in Gateway

Find the best Gateway areas and neighborhoods for the activities you enjoy most. Learn more about Gateway
Downtown Toronto featuring a city, an administrative buidling and heritage architecture

Downtown Toronto

5 out of top 10 points of interest in this area

Dive into the bustling Entertainment District with its lively restaurants, nightclubs, and live theatre, or explore the upscale Yorkville area, boasting designer boutiques and world-class galleries. Don't miss the iconic Royal Ontario Museum and the revitalized Harbourfront area.

Find hotels in Downtown Toronto

Gateway Hotel Deals

Holiday Inn Mississauga Toronto West by IHG

Holiday Inn Mississauga Toronto West by IHG

3 out of 5
100 Britannia Rd E, Mississauga, ON
Fully refundable
$94 nightly
The price is $112 total per night from Sep 1 to Sep 2
$112 total
Sep 1 - Sep 2
Total includes taxes and fees
7.8/10 Good! (1,066 reviews)
"Close to areas we want to be. Staff is friendly."

Reviewed on Jul 30, 2025

Holiday Inn Mississauga Toronto West by IHG
Hilton Garden Inn Toronto - Mississauga

Hilton Garden Inn Toronto - Mississauga

3.5 out of 5
100 Traders Boulevard, Mississauga, ON
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $128 total per night from Aug 10 to Aug 11
$128 total
Aug 10 - Aug 11
Total includes taxes and fees
8.6/10 Excellent! (1,079 reviews)
"Great location"

Reviewed on Jul 31, 2025

Hilton Garden Inn Toronto - Mississauga
Radisson Hotel Toronto Airport West

Radisson Hotel Toronto Airport West

3.5 out of 5
175 Derry Rd E, Mississauga, ON
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $120 total per night from Aug 31 to Sep 1
$120 total
Aug 31 - Sep 1
Total includes taxes and fees
8/10 Very Good! (2,045 reviews)
"Amazing"

Reviewed on Jul 27, 2025

Radisson Hotel Toronto Airport West
See all 4,835 properties in Gateway
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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Gateway

Mississauga Convention Centre

Learn about the events happening at Mississauga Convention Centre during your trip to Mississauga. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Mississauga Convention Centre

Paramount Fine Foods Centre

Catch an event at Paramount Fine Foods Centre during your trip to Mississauga. Experience the great live music or attend a sporting event in this family-friendly area.

Paramount Fine Foods Centre

Heartland Town Centre

You can browse for the perfect souvenirs at Heartland Town Centre during your stay in Mississauga. Attend a sporting event while in this family-friendly area or simply enjoy the top-notch restaurants.

Heartland Town Centre

Things to do

Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

$87
per adult
94% of travellers recommend
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower
Toronto to Niagara Falls: Evening Tour with Cruise & lights Show

Toronto to Niagara Falls: Evening Tour with Cruise & lights Show

$80
per adult
Toronto to Niagara Falls: Evening Tour with Cruise & lights Show
Mississauga: Niagara Falls Day Tour with Boat Cruise

Mississauga: Niagara Falls Day Tour with Boat Cruise

$94
per adult
100% of travellers recommend
Mississauga: Niagara Falls Day Tour with Boat Cruise
See all activities in Toronto
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.