Streetsville Vacation Packages 2026 from $793

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.

Town Inn Suites Hotel

Downtown Toronto

$793

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

8.6/10 Excellent! (3,870 reviews)

The room was very large and well lit with daylight. It was disappointing not to have a fitness centre. The kitchen was well equipped and both a convenience store and drug store were nearby for breakfast items.

Reviewed on Aug 11, 2026

1 Hotel Toronto

Downtown Toronto

$1,814

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.6/10 Exceptional! (780 reviews)

Everything was amazing

Reviewed on Aug 10, 2026

Hotel Riu Plaza Toronto

Downtown Toronto

$1,006

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (4,297 reviews)

We stayed 3 nights with breakfast included which was a mixture of continental and cooked items so something for everyone - no excuse to leave hungry. We had a small issue in our room upon checking in and maintenance attended within 15 minutes, subsequently followed up by reception to make sure we were satisfied. Walk to Eaton Shopping Centre and Mirvish Theatre takes approx 15 minutes. As an aside, we would recommend the small cafe (Ravis) opposite the hotel as their soups and wraps were fantastic.

Reviewed on Aug 11, 2026

One King West Hotel & Residence

Downtown Toronto

$862

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Toronto (YYZ)

9.4/10 Exceptional! (8,273 reviews)

I had a wonderful stay. Rachel and the front desk team are quite welcoming and helpful for our caribana weekend stay. Thank you so much

Reviewed on Aug 11, 2026

Where to stay in Streetsville

Find the best Streetsville areas and neighborhoods for the activities you enjoy most. Learn more about Streetsville

A row of international flags in front of a historic building with ornate architecture.

Downtown Toronto

6 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.

A well-manicured garden with geometric hedges, a variety of flowering plants, and a central tall tree.

North York

1 out of top 10 points of interest in this area

Home to interactive museums like Ontario Science Centre and Aga Khan Museum, North York offers ample shopping at Yorkdale Shopping Centre and Fairview Mall. Easily accessible via TTC subway and bus lines.

An aerial view of a city with a river, high-rise buildings, and a bridge.

Toronto Entertainment District

Downtown Toronto's vibrant hub features theatres, performing arts centres, and Toronto Blue Jays games, with numerous bars and restaurants catering to diverse crowds. Don't miss the iconic CN Tower!

A large wooden climbing structure with multiple levels and ropes.

Scarborough

1 out of top 10 points of interest in this area

Situated atop Scarborough Bluffs, this diverse district offers shopping at Scarborough Town Centre and animal encounters at Toronto Zoo. Explore natural landmarks like Rouge Park and the Scarborough Bluffs, or hop on the TTC for easy transit access.

A row of Victorian-style houses with steep gabled roofs, surrounded by lush greenery and a well-maintained lawn.

Etobicoke

Suburban and industrialized, Etobicoke boasts numerous parks like James Gardens and Centennial Park, as well as golf courses such as St. George's Golf and Country Club. Enjoy convenient public transportation via TTC and GO stations.

Streetsville Hotel Deals

Chelsea Hotel, Toronto

33 Gerrard St W Toronto ON

Fully refundableReserve now, pay when you stay

$158 nightly

$189 total

Sep 7 - Sep 8

Total with taxes and fees

9/10 Wonderful! (1,095 reviews)

"Clean,friendly com"

Reviewed on Aug 11, 2026

Fairmont Royal York

100 Front St West Toronto ON

Fully refundableReserve now, pay when you stay

$213 nightly

$255 total

Aug 30 - Aug 31

Total with taxes and fees

9/10 Wonderful! (8,549 reviews)

"We went to check in and there was a huge line up, so we went for drinks and came back. Still a huge line up. It took us 30 minutes to check in. Totally disappointing and actually surprising for the Fairmont. Won’t return anytime soon."

Reviewed on Aug 11, 2026

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON

Fully refundable

$174 nightly

$208 total

Sep 6 - Sep 7

Total with taxes and fees

See all 5,642 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.