Streetsville Vacations from $703
Book a Hotel + Flight or Car together to unlock savings
Photo by Tourism Toronto
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
The Waterside Inn
Port Credit
Price was $1,094, price is now $703 per person
$703
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.8/10 Excellent! (1,008 reviews)
Really nice hotel room overlooking the harbor. Clean and comfortable, would defiantly stay here again.
Reviewed on Jun 23, 2026
1 Hotel Toronto
Downtown Toronto
Price was $3,207, price is now $1,901 per person
$1,901
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (748 reviews)
I was concerned when I arrived because I was in the heart of downtown during the World Cup, and this clearly was a bustling location. The clientele all appeared well-heeled and ready for a good time. I personally prefer a low key quiet stay, and I expressed that desire to the staff.
They reserved me a beautiful room on a higher floor. I told them that I am partial to quite few pillows and found a veritable pillow fort waiting for me! I had asked for a steamer to prepare a dress for an event I was attending and one was brought to me almost immediately.
The staff were incredibly warm and welcoming. The hotel itself if beautiful.
Truly the only constructive feedback I could give was that there was no jam with my croissant, and no English Breakfast tea in my room. Both entirely non-issues.
I will absolutely be staying here again.
Reviewed on Jun 17, 2026
TOOR Hotel Toronto, part of JdV by Hyatt
Downtown Toronto
Price was $1,838, price is now $1,238 per person
$1,238
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (785 reviews)
I like when me and my family visited of my mom’s brother uncle B1’s restaurant named Hou’s. And I like when I got to eat noodles that Uncle just made in the restaurant.
Reviewed on Jun 27, 2026
Where to stay in Streetsville
Find the best Streetsville areas and neighborhoods for the activities you enjoy most. Learn more about Streetsville
Downtown Toronto
5 out of top 10 points of interest in this area
4.5/5(4,756 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.
Streetsville Hotel Deals
Chelsea Hotel, Toronto
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $179 total per night from Jul 28 to Jul 29
$179 total
Jul 28 - Jul 29
Total with taxes and fees
9/10 Wonderful! (231 reviews)
"All was good"
Reviewed on Jun 27, 2026
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $169 total per night from Jul 6 to Jul 7
$169 total
Jul 6 - Jul 7
Total with taxes and fees
8.6/10 Excellent! (5,986 reviews)
"Pleasant and courteous staff as usual."
Reviewed on Jun 26, 2026
Fairmont Royal York
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $223 total per night from Jun 28 to Jun 29
$223 total
Jun 28 - Jun 29
Total with taxes and fees
9/10 Wonderful! (8,259 reviews)
"Gold room service above expectations, simple amazing"
Reviewed on Jun 26, 2026
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.
Things to do
Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)
$144
per adult
86% of travellers recommend
Canada eSIM | 3-30 days | Daily data | QR code
$6
per adult
80% of travellers recommend
Toronto: Niagara Falls Night Tour, Boat, Journey, Dinner & Tower
$73
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.