Streetsville Vacations from $420

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Photo by Tourism Toronto

Your Streetsville Vacation

Our Streetsville vacation packages are a simple and practical way to arrange and book your next retreat. Get to know the essence of this unique neighborhood without the fuss of having to plan everything yourself. Not sure what to see and do during your trip to Streetsville? Nearby attractions like Erin Mills Town Centre, Heartland Town Centre and Meadowvale Theatre are great places to start. Stop dreaming and start doing. When you're ready to lock in your ideal vacation to Streetsville, Expedia will help you get there.

The Latest Streetsville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

4 out of 5
Save 100% on your flight
Price was $640, price is now $420 per person
$420
per person
Jan 30 - Feb 5
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.8/10 Excellent! (25 reviews)
Great stay! Clean, cozy, perfect location.

Reviewed on Dec 4, 2025

Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Price was $1,680, price is now $652 per person
$652
per person
Jan 30 - Feb 5
found 13 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
No reviews
Cityplace Executive Suites

Cityplace Executive Suites

3.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $848, price is now $522 per person
$522
per person
Jan 30 - Feb 5
found 13 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.2/10 Very Good! (37 reviews)
Great spot! We had a wonderful experience

Reviewed on Nov 23, 2025

The Pearl Waterfront Estate

The Pearl Waterfront Estate

4.5 out of 5
Downtown Toronto
Price was $9,045, price is now $5,899 per person
$5,899
per person
Feb 21 - Feb 28
found 8 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
5.6/10 (7 reviews)
Charming Yorkville Condos

Charming Yorkville Condos

4 out of 5
Old Toronto
Price was $1,216, price is now $807 per person
$807
per person
Feb 21 - Feb 28
found 8 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
8/10 Very Good! (152 reviews)
Spotless place, smooth check-in, great host. Recommend!

Reviewed on Dec 10, 2025

Where to stay in Streetsville

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

Downtown Toronto

5 out of top 10 points of interest in this area
4.5/5(4,700 area reviews)

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

Streetsville Hotel Deals

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $148 total per night from Jan 10 to Jan 11
$148 total
Jan 10 - Jan 11, 2026
Total with taxes and fees
8.2/10 Very Good! (13,338 reviews)
Digital checkin and checkout is great

Reviewed on Dec 5, 2025

Chelsea Hotel, Toronto
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $230 total per night from Dec 27 to Dec 28
$230 total
Dec 27 - Dec 28
Total with taxes and fees
9/10 Wonderful! (7,482 reviews)
SUPERB!

Reviewed on Dec 10, 2025

Fairmont Royal York
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street Toronto ON
Fully refundable
$126 nightly
The price is $155 total per night from Jan 5 to Jan 6
$155 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
8.4/10 Very Good! (5,001 reviews)
Room was nuce and clean. Staff were very nice. Restaurants were nice and staff very nice

Reviewed on Dec 9, 2025

Holiday Inn Toronto Downtown Centre by IHG
See all 4,760 properties in Streetsville
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 Streetsville

CN Tower showing skyline, a city and modern architecture

CN Tower

4.5/5(1,736 reviews)

Take the glass elevator to the lookout points on Toronto’s iconic landmark to enjoy views as far as Niagara Falls or have dinner in high style.

CN Tower
Rogers Centre which includes signage and a city

Rogers Centre

4.5/5(661 reviews)

Come to this multipurpose stadium to watch baseball matches and football games, listen to concerts of famous bands, see family shows or simply tour this central entertainment complex.

Rogers Centre
CN Tower which includes rides

Canada's Wonderland

4/5(280 reviews)

The highlight at this amusement park is the super-fast Leviathan ride, but there are 15 other roller coasters and more than 200 attractions to explore.

Canada's Wonderland

Things to do

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$33
per adult
90% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

$28
per adult
88% of travellers recommend
Toronto: Casa Loma Entry Ticket
Niagara Falls lit up at night with firework show nearby

Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)

$121
per adult
84% of travellers recommend
Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)
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.