Old Toronto Vacations

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Your Old Toronto Vacation

Old Toronto is calling your name! Whatever type of escape you're organizing, you can see and experience the best of this neighborhood with an Old Toronto vacation package. Some top nearby attractions to check out during your trip to Old Toronto include CN Tower, Rogers Centre and Scotiabank Arena. Whatever your ideal Old Toronto vacation looks like, you can make it a reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
  • Aug 13 - Aug 16

    The Waterside Inn + Flight

    Port Credit
    3 nights
    3.5 star property
    8.6/10 - Excellent (1,013 reviews)
    "N/A"
    Reviewed June 4, 2026
    Roundtrip Chicago (MDW) - Toronto (YTZ)
    MDW - YTZNonstop YTZ - MDWNonstop
    $726
    $507
    per traveler
    found 1 day ago
    The Waterside Inn
  • Aug 16 - Aug 22

    Hotel Riu Plaza Toronto + Flight

    Downtown Toronto
    6 nights
    4.0 star property
    9.2/10 - Wonderful (3,540 reviews)
    "This hotel and its staff are exceptional. I'll definitely stay at this hotel again. Upon arrival, the breakfast buffet is jaw-dropping. Everything from hot entries to fresh fruit and delicious pastries, the buffet is the best way to start the day. Every staff member was helpful, courteous and caring. Can't recommend Hotel Riu Plaza Toronto enough!"
    Reviewed June 4, 2026
    Roundtrip Chicago (ORD) - Toronto (YYZ)
    ORD - YYZNonstop YTZ - MDWNonstop
    $2,055
    $1,151
    per traveler
    found 1 day ago
    Hotel Riu Plaza Toronto
  • Aug 16 - Aug 22

    Hotel Victoria + Flight

    Downtown Toronto
    6 nights
    3.0 star property
    8.4/10 - Very Good (1,399 reviews)
    "Great location! Hotel is quaint as expected from a refurbished 120 year old hotel. Staff are incredible! So helpful, so welcoming, met many European travellers staying in the hotel and delighted to see them receive a warm Canadian welcome. Rooms are small but adequate, very clean and well maintained. The only recommendation would be a full length wall mirror in the room so two people can get ready at the same time. Great to have a restaurant in the hotel for breakfast. Recommend it for..."
    Reviewed June 3, 2026
    Roundtrip Chicago (ORD) - Toronto (YYZ)
    ORD - YYZNonstop YTZ - MDWNonstop
    $1,763
    $1,183
    per traveler
    found 1 day ago
    Hotel Victoria
  • Aug 6 - Aug 11

    Kent Motel Niagara on the Lake + Flight

    Queenston
    5 nights
    2.5 star property
    9.6/10 - Exceptional (305 reviews)
    "Motel room was very clean with up-to-date modern furniture/fixtures, comfortable bed with nice soft linens. Large clean bathroom and towels. Lots of parking spots and the staff were helpful and friendly. The Motel on-premise cafe food was very good. The Kent Motel is in a good location to the historic downtown, Shaw Festival Theatre, restaurants and wineries. Couple of Suggestions: Add a coffee maker in the rooms; we could not enjoy an early morning coffee until 8:00am as that is when the..."
    Reviewed June 1, 2026
    Roundtrip Chicago (MDW) - Toronto (YTZ)
    MDW - YTZNonstop YTZ - MDWNonstop
    Save 100% on your flight
    $1,103
    $765
    per traveler
    found 1 day ago
    Kent Motel Niagara on the Lake
  • Jul 24 - Jul 28

    One King West Hotel & Residence + Flight

    Downtown Toronto
    4 nights
    4.0 star property
    9.4/10 - Exceptional (7,899 reviews)
    "Great stay, friendly staff, great location."
    Reviewed June 4, 2026
    Roundtrip Chicago (MDW) - Toronto (YTZ)
    MDW - YTZNonstop YYZ - ORDNonstop
    $1,052
    $737
    per traveler
    found 1 day ago
    One King West Hotel & Residence

Where to stay in Old Toronto

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

Old Toronto 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
$143 nightly
The price is $176 total per night from Jul 5 to Jul 6
$176 total
Jul 5 - Jul 6
Total with taxes and fees
8.4/10 Very Good! (15,075 reviews)
"Was a great hotel, clean and well run. My only comment is the doors to the hotel rooms are so heavy and loud I was startled awake numerous times at night by people coming and going from their rooms"

Reviewed on Jun 4, 2026

Chelsea Hotel, Toronto
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street Toronto ON
$139 nightly
The price is $171 total per night from Jun 7 to Jun 8
$171 total
Jun 7 - Jun 8
Total with taxes and fees
8.6/10 Excellent! (5,891 reviews)
"The pool are was worn and a bit dirty but serviceable"

Reviewed on Jun 4, 2026

Holiday Inn Toronto Downtown Centre by IHG
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Fully refundableReserve now, pay when you stay
$226 nightly
The price is $277 total per night from Jul 5 to Jul 6
$277 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (8,158 reviews)
"Nice clean hotel and great staff."

Reviewed on Jun 4, 2026

Fairmont Royal York
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.

Discover the most popular places to visit in Old Toronto

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.