Deals on vacations and trips to Pickering

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Pickering flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
GLOBALSTAY. Maple Leaf Square

GLOBALSTAY. Maple Leaf Square

3.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $742, price is now $473 per person
$473
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Toronto (YYZ)
Free WiFi in public areas, express check-in, and express check-out are available at this aparthotel. Luggage storage and laundry facilities are also provided.
Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Save 100% on your flight
Price was $998, price is now $533 per person
$533
per person
Nov 6 - Nov 9
found 7 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Toronto (YYZ)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the onsite laundry facilities and in-room childcare. Express check-out, luggage storage, and wedding services are also on offer.
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,420, price is now $950 per person
$950
per person
Nov 10 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Toronto (YYZ)
This luxury aparthotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and coffee shop.
Stay Inn

Stay Inn

2 out of 5
Etobicoke
Save 100% on your flight
Price was $762, price is now $553 per person
$553
per person
Nov 5 - Nov 10
found 22 hours ago
Roundtrip flight included
Orlando (MCO) to Toronto (YYZ)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. A computer station, dry cleaning, and luggage storage are also on offer.
SoHo Residences Toronto

SoHo Residences Toronto

4 out of 5
Downtown Toronto
Price was $1,949, price is now $1,445 per person
$1,445
per person
Nov 17 - Nov 24
found 24 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Toronto (YYZ)
A restaurant and an indoor pool are featured at this hotel. WiFi in public areas is free. Self parking, a business center, and a coffee shop are also offered.

Top Pickering hotels deals

Pickering Casino Resort Hotel

Pickering Casino Resort Hotel

4 out of 5
888 Durham Live Ave, Pickering, ON
Free Cancellation
Reserve now, pay when you stay
$96 nightly
The price is $113 total per night
$113 total
Oct 13 - Oct 14
Total with taxes and fees
A casino, 6 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.
Pool
Pet friendly
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W, Toronto, ON
Free Cancellation
Reserve now, pay when you stay
$146 nightly
The price is $179 total per night
$179 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features 2 restaurants, 2 indoor pools, and a hot tub. Bring the family and enjoy the free kid's club, children's pool, and arcade/game room. Enjoy the gym and perks like free WiFi.
Pool
Hot Tub
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive, Toronto, ON
$103 nightly
The price is $126 total per night
$126 total
Oct 8 - Oct 9
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the children's pool and onsite laundry facilities. Enjoy the gym and perks like free WiFi.
Pool
Free WiFi
DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

4 out of 5
108 Chestnut St, Toronto, ON
Free Cancellation
Reserve now, pay when you stay
$157 nightly
The price is $193 total per night
$193 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a gym on site, and a 24-hour front desk and limo/town car service are also provided.
Pool
Free WiFi
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street, Toronto, ON
Free Cancellation
$163 nightly
The price is $199 total per night
$199 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.
Pool
Free WiFi
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
15 Richmond St E, Toronto, ON
$157 nightly
The price is $192 total per night
$192 total
Oct 13 - Oct 14
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and self parking. Express check-out, dry cleaning, and luggage storage are also on offer.
Free WiFi
Air conditioning
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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.

Popular places to visit

Pickering Casino Resort

Why not roll the dice with a visit to Pickering Casino Resort during your time in Pickering? Stroll along the lakeside or visit the shops in this family-friendly area.

Pickering Casino Resort

Deer Creek North Golf Course

Enjoy a round of golf in Pickering at Deer Creek North Golf Course. You can attend a sporting event while in the area.

Deer Creek North Golf Course

Herongate Barn Theatre

You can get tickets for a performance at Herongate Barn Theatre on your trip to Pickering. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Herongate Barn Theatre

Frequently asked questions

How much are vacation packages to Pickering?
You might be surprised — you can unwind in Pickering for as low as $473. Let Travelocity save you time and stress with our amazing vacation packages. With experiences, hotels and flights all ready to go at our one-stop shop, what are you waiting for?
How long should my Pickering vacation be?
Generally, 2 nights is how long most people spend familiarizing themselves with Pickering. Wondering if you'll have sufficient time to do all the things on your must-do list? Stay another night or two and experience everything this place has to offer.
Where can I get the best vacation package deals for Pickering?
With at least 400 airlines and 1,000,000 properties around the world, it's hard to beat Travelocity. Look through our impressive range and grab an affordable Pickering package deal. Isn't it great when planning a trip is that easy?
Why should I book my Pickering vacation package with Travelocity?
Because life is one big journey, and we've got everything you need to help get you on your way. With our top-quality service and Price Match Guarantee, you can organize your trip with confidence. Plus, you can sleep easy while you're on the road knowing we're always available to chat via our 24/7 support.
Will I save money on my Pickering car rental if I bundle it with a hotel or flight?
Absolutely — bundle your flight, car and hotel into a Pickering vacation package and you'll save tons. With so many places to explore in and around Pickering, having your own set of wheels will more than come in handy. Once you're in the driver's seat, put the stereo on and find your way to Horseshoe Falls, an unmissable sight roughly 55 mi from Pickering.
What is the best time of year to go to Pickering?
Go in June, July and August if you want to see this place at its most exciting. While they are the busiest months of the year, the buzz associated with the peak period is tough to resist. If you'd like a slower pace, January, February and October may be more your style. Don't want to shell out for a place to sleep? Resist booking in , when rates are at their highest. Look for something cozy and cheap in instead.
Which airport is best for Pickering?
Pearson Intl. Airport (YYZ) is where many tourists step off the plane. It's located around 30 mi west from downtown Pickering. You can also check out the deals to Billy Bishop Toronto City Airport (YTZ), which is 20 mi away from central Pickering.
What is there to do in Pickering?
There is a particular magic in the air as you stroll the streets of Pickering. Deer Creek North Golf Course and Herongate Barn Theatre are just a couple of renowned sights that make this city so popular, so put them on your travel itinerary.
Where should I stay when visiting Pickering?
If you're after a place to lay your head, check out the Comfort Inn Pickering. It's the top pick for many travelers.

Photos of local treasures

Browse Pickering vacation photos for more inspiration

Photo by Eric & Kristy's Adventures
Photo by Eric & Kristy's Adventures
Photo by Bryan Valderrama
Photo by Bryan Valderrama