Rosedale Vacations from $430
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Your Rosedale Vacation
History, walking, fun, food — you'll find all that and much more in Rosedale. Experience the very best of this neighborhood with a customized vacation package to Rosedale. Wondering what to see and do during your trip to Rosedale? Nearby attractions like CN Tower, Rogers Centre and Scotiabank Arena are great places to start. Whatever your dream Rosedale vacation looks like, you can turn it into reality with Expedia.
The Latest Rosedale Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Waterside Inn
Port Credit
Price was $850, price is now $430 per person
$430
per person
Sep 14 - Sep 18
found 2 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Toronto (YYZ)
8.8/10 Excellent! (1,008 reviews)
The construction noise was quite intense, but the staff moved me to a room away from the noise without any fuss.
Reviewed on Jul 1, 2026
GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna
Stoney Creek
Save 100% on your flight
Price was $1,195, price is now $710 per person
$710
per person
Aug 13 - Aug 16
found 12 hours ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
9/10 Wonderful! (17 reviews)
Great location & very spacious however, the beds including the mattresses, linen, pillows & covers were very dated & extremely uncomfortable. The house was not as clean as should be expected & we are doubtful that the bed linens were actually changed. We also found & disposed of a cockroach. The backyard also needs some serious attention and we didn’t feel comfortable using the hot tub or bbq. The foosball table is broken & the other equipment is not very sturdy. Overall, we were happy with the location & space.
Reviewed on May 21, 2026
GLOBALSTAY Luxury 4 Bedroom House
Woodbridge
Save 100% on your flight
Price was $1,716, price is now $1,127 per person
$1,127
per person
Sep 22 - Sep 29
found 8 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
10/10 Exceptional! (6 reviews)
We had a wonderful stay at this house. The neighbourhood was very peaceful and quiet, but still close to everything, which made it perfect for relaxing. The home itself was very spacious, clean, and comfortable, with plenty of room for everyone to feel at home.
The staff was also very responsive and helpful throughout our stay, answering questions quickly and making the whole experience smooth and stress free. Overall, a great place to stay and we would definitely come back again.
Reviewed on May 11, 2026
1 Hotel Toronto
Downtown Toronto
Save 100% on your flight
Price was $1,551, price is now $1,020 per person
$1,020
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (748 reviews)
A wonderful experience from start to finish!
Reviewed on Jun 30, 2026
Where to stay in Rosedale
Find the best Rosedale areas and neighborhoods for the activities you enjoy most. Learn more about Rosedale
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.
Rosedale Hotel Deals
Chelsea Hotel, Toronto
33 Gerrard St W Toronto ON
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $190 total per night from Jul 24 to Jul 25
$190 total
Jul 24 - Jul 25
Total with taxes and fees
Holiday Inn Toronto Downtown Centre by IHG
30 Carlton Street Toronto ON
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $175 total per night from Jul 5 to Jul 6
$175 total
Jul 5 - Jul 6
Total with taxes and fees
8.6/10 Excellent! (6,022 reviews)
"The location was perfect, and the staff atbthe check in were amazing. The rooms were.fine, standard hotel rooms...with no real concerns. One very problematic thing occurred however. The smoke alarms went off at 1:30 in the morning. The speakers alerted all guests that there was indeed a fire and ..."
Reviewed on Jul 1, 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 Jul 5 to Jul 6
$223 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (8,279 reviews)
"Very comfy bed!!!! And the amenities were great."
Reviewed on Jul 1, 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
Toronto: Casa Loma Entry Ticket
$33
per adult
90% of travellers recommend
Niagara Falls Day & Night Tour - Cruise & Dinner (Optional)
$144
per adult
86% of travellers recommend
Niagara Falls Day Tour from Toronto
$72
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.