Summerhill Vacations from $644

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Summerhill Vacation

Shopping, markets and cafes are just the start of the things waiting for you when you book a Summerhill vacation package. Whether you're seeking relaxation, adventure or something else, this trendy neighborhood offers it all. When it's time to see the sights, you'll find loads of big-name attractions nearby including CN Tower, Rogers Centre and Scotiabank Arena. Tick off one, two or all during your trip to Summerhill. Whatever your travel plans or budget, booking your ideal Summerhill vacation is simple with Expedia.

The Latest Summerhill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cozy & Modern Ensuite Basement Rooms - Steps to Subway & Downsview Rogers Stadium

Cozy & Modern Ensuite Basement Rooms - Steps to Subway & Downsview Rogers Stadium

North York
$644
per person
Dec 4 - Dec 6
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (4 reviews)
1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
Save 100% on your flight
$804
per person
Dec 4 - Dec 7
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (827 reviews)
Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

Old Toronto
Save 100% on your flight
$1,163
per person
Dec 4 - Dec 7
found 6 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (1,006 reviews)
Teahouse Condos in Downtown Toronto

Teahouse Condos in Downtown Toronto

Downtown Toronto
$1,361
per person
Dec 25 - Dec 30
found 1 hour ago
Roundtrip non-stop flight included
San Juan (SJU) to Toronto (YYZ)
8.4/10 Very Good! (83 reviews)
This was by far the most ridiculously difficult check in and check out process i have ever endured. The keys are in lock boxes in random stairwells, and you cannot access the parking lockbox until AFTER you're in the parking lot. It's almost impossible to figure out and we would have left entirely were it not for a knowledgeable security guard helping us.

Reviewed on Oct 11, 2026

Elegant Downtown Apartments

Elegant Downtown Apartments

Downtown Toronto
$1,288
per person
Dec 25 - Dec 30
found 1 hour ago
Roundtrip non-stop flight included
San Juan (SJU) to Toronto (YYZ)
8/10 Very Good! (753 reviews)
Excellent place, truly impressed. Will certainly be booking this again

Reviewed on Oct 11, 2026

Where to stay in Summerhill

Find the best Summerhill areas and neighborhoods for the activities you enjoy most. Learn more about Summerhill
A row of international flags in front of a historic building with ornate architecture.

Downtown Toronto

7 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.

Find hotels in Downtown Toronto
A well-manicured garden with geometric hedges, a variety of flowering plants, and a central tall tree.

North York

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.

Find hotels in North York
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.

Find hotels in Etobicoke
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.

Find hotels in Scarborough
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!

Find hotels in Toronto Entertainment District

Summerhill Hotel Deals

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

22 Elm St Toronto ON
Fully refundableReserve now, pay when you stay
$148 nightly
$178 total
Oct 25 - Oct 26
Total with taxes and fees
Chelsea Hotel, Toronto
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

30 Carlton Street Toronto ON
$151 nightly
$181 total
Nov 8 - Nov 9
Total with taxes and fees
Holiday Inn Toronto Downtown Centre by IHG
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

175 Wynford Drive Toronto ON
$107 nightly
$128 total
Nov 11 - Nov 12
Total with taxes and fees
Toronto Don Valley Hotel and Suites
See all 6,490 properties in Summerhill
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
Golf Vacations
Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations
Gay Friendly Vacations
LGBTQ Friendly Vacations
LGBTQ Friendly Vacations
Adventure Vacations
Adventure Vacations
Vacations in Month
Where to go when
Where to go when
Honeymoon Vacations
Honeymoon Vacations
Mountain Vacations
Mountain Vacations
Fishing Vacations
Fishing Vacations
Adults Only Vacations
Adults Only Vacations
Waterpark Vacations
Waterpark Vacations
Scuba Diving Vacations
Scuba Diving Vacations
Yoga Vacations
Yoga Vacations
Cheap Vacations
Cheap Vacations
Solo Vacations
Solo Vacations

Stay near popular Summerhill attractions

ISKCON Toronto

You can learn about the history of Toronto when you stop by ISKCON Toronto. Discover the top-notch restaurants and entertainment choices in this vibrant area.
See properties

Things to do

Toronto: Ripley's Aquarium of Canada Entry Ticket

Toronto: Ripley's Aquarium of Canada Entry Ticket

$33
per adult
94% of travellers recommend
Toronto: Ripley's Aquarium of Canada Entry Ticket
Toronto: Casa Loma Entry Ticket

Toronto: Casa Loma Entry Ticket

$32
per adult
90% of travellers recommend
Toronto: Casa Loma Entry Ticket
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry

Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry

$56
per adult
98% of travellers recommend
Toronto: Niagara Falls Day Tour + Boat & Behind Falls Entry
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.