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.
Sandman Signature Mississauga Hotel

Sandman Signature Mississauga Hotel

4 out of 5
Northeast Mississauga
Price was $418, price is now $258 per person
$258
per person
Feb 6 - Feb 8
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Toronto (YYZ)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
The Sutton Place Hotel Toronto

The Sutton Place Hotel Toronto

4.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $912, price is now $583 per person
$583
per person
Feb 13 - Feb 16
found 11 hours ago
Roundtrip flight included
Washington (DCA) to Toronto (YYZ)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A computer station, luggage storage, and concierge services are also on offer.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $671, price is now $440 per person
$440
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip flight included
Washington (DCA) to Toronto (YYZ)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the laundry service. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.
Brand New 5 Bedroom Home in West Niagara

Brand New 5 Bedroom Home in West Niagara

3 out of 5
Save 100% on your flight
Price was $504, price is now $331 per person
$331
per person
Feb 6 - Feb 9
found 2 hours ago
Roundtrip flight included
Orlando (MCO) to Toronto (YYZ)
This vacation home features a terrace, laundry facilities, and free self parking. A communal living room, luggage storage, and concierge services are also on offer.
Homewood Suites by Hilton Toronto Vaughan

Homewood Suites by Hilton Toronto Vaughan

3 out of 5
Price was $959, price is now $649 per person
$649
per person
Feb 3 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Toronto (YYZ)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking.

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
$76 nightly
The price is $90 total per night
$90 total
Dec 1 - Dec 2
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
$120 nightly
The price is $147 total per night
$147 total
Dec 1 - Dec 2
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
$83 nightly
The price is $102 total per night
$102 total
Dec 1 - Dec 2
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
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $171 total per night
$171 total
Dec 16 - Dec 17
Total with taxes and fees
This luxury hotel includes 3 restaurants, an indoor pool, and a gym. Families will appreciate the children's pool and onsite laundry facilities. Traveling on business? Take advantage of the express check-in, express check-out, and valet parking.
Pool
Spa
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
$146 nightly
The price is $179 total per night
$179 total
Dec 7 - Dec 8
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
Reserve now, pay when you stay
$115 nightly
The price is $141 total per night
$141 total
Dec 1 - Dec 2
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
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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

Millennium Square

You can find out about the history of Pickering with a stop at Millennium Square. Stroll along the lakeside or visit the shops in this family-friendly area.

Millennium Square

Frequently asked questions

How much are vacation packages to Pickering?
You might be surprised — you can unwind in Pickering for as low as $258. 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

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