Upper Beaches Vacations from $494

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Your Upper Beaches Vacation

Cafes, dining, food, adventure — you'll find all that and more in Upper Beaches. Experience the best of this neighborhood with an Upper Beaches vacation package. Some popular nearby attractions to visit during your trip to Upper Beaches include Ontario Science Centre, The Danforth Music Hall and Woodbine Beach. Whatever your ideal Upper Beaches vacation may look like, you can make it a reality with Expedia.

The Latest Upper Beaches Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Woodbourne Inn

Woodbourne Inn

4 out of 5
St. Davids
Save 100% on your flight
Price was $757, price is now $494 per person
$494
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (495 reviews)
We, mother and daughter from Japan enjoyed every minute of our stay at Woodbourne Inn. Warm welcome, beautiful place, great breakfast, and so on. A winery with an excellent restaurant is within walking distance.

Reviewed on Aug 24, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,581, price is now $1,036 per person
$1,036
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
9.4/10 Exceptional! (587 reviews)
Clean room, nice restaurants and polite staff.

Reviewed on Sep 8, 2025

151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,371, price is now $919 per person
$919
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
9.2/10 Wonderful! (256 reviews)
There was a plumbing issue at 151 Dan Leckie Way, but the property manager moved us to 12 York Street, and the apartment was beautiful. Beautiful interior and view from balcony.

Reviewed on Sep 4, 2025

GLOBALSTAY. Luxury 3BR Townhomes with HOT TUB, Gym, BBQ

GLOBALSTAY. Luxury 3BR Townhomes with HOT TUB, Gym, BBQ

4 out of 5
Stoney Creek
Save 100% on your flight
Price was $736, price is now $505 per person
$505
per person
Nov 18 - Nov 23
found 20 hours ago
Roundtrip flight included
New York (NYC) to Hamilton (YHM)
5.8/10 (6 reviews)
I like this property I like it it’s very clean

Reviewed on Nov 26, 2024

Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Save 100% on your flight
Price was $766, price is now $527 per person
$527
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (1,989 reviews)
Very pleasant small hotel, the room was large, the bed super comfy, and the breakfast delivered was a pleasant surprise. I would recommend.

Reviewed on Sep 9, 2025

Where to stay in Upper Beaches

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

Upper Beaches Hotel Deals

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
$164 nightly
The price is $202 total per night from Sep 14 to Sep 15
$202 total
Sep 14 - Sep 15
Total with taxes and fees
Holiday Inn Toronto Downtown Centre by IHG
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W, Toronto, ON
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $180 total per night from Sep 14 to Sep 15
$180 total
Sep 14 - Sep 15
Total with taxes and fees
Chelsea Hotel, Toronto
DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

4 out of 5
108 Chestnut St, Toronto, ON
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $226 total per night from Sep 21 to Sep 22
$226 total
Sep 21 - Sep 22
Total with taxes and fees
DoubleTree by Hilton Hotel Toronto Downtown
See all 4,451 properties in Upper Beaches
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 Upper Beaches

Rogers Centre which includes signage and a city

Rogers Centre

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 showing skyline, a city and modern architecture

CN Tower

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
CN Tower which includes rides

Canada's Wonderland

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

Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower

$87
per adult
94% of travellers recommend
Niagara Falls Evening Tour with Boat, Dinner & Illumination Tower
Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$34
per adult
90% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

$29
per adult
86% of travellers recommend
Toronto: Casa Loma Entry Ticket
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.