Deals on vacations and trips to Pickering

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Pickering flight + hotel vacation packages

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TownePlace Suites by Marriott Toronto Northeast/Markham

TownePlace Suites by Marriott Toronto Northeast/Markham

3 out of 5
Price was $663, price is now $507 per person
$507
per person
Oct 8 - Oct 13
found 5 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free buffet breakfast each morning.
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $2,031, price is now $1,289 per person
$1,289
per person
Oct 21 - Oct 24
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
This luxury hotel 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.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,544, price is now $1,070 per person
$1,070
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was $1,001, price is now $767 per person
$767
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Toronto (YYZ)
A gym, self parking, and free newspapers are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas.
Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Price was $699, price is now $537 per person
$537
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
A full-service spa, an indoor pool, and a restaurant are all featured at this traditional hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and laundry facilities.

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
$103 nightly
The price is $121 total per night
$121 total
Aug 31 - Sep 1
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.
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W Toronto ON
Free Cancellation
Reserve now, pay when you stay
$148 nightly
The price is $177 total per night
$177 total
Sep 1 - Sep 2
Total with taxes and fees
This hotel features 2 indoor pools, a hot tub, and a restaurant. Bring the family and enjoy the free kid's club, children's pool, and waterslide. Enjoy the gym and perks like free WiFi.
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive Toronto ON
$108 nightly
The price is $130 total per night
$130 total
Aug 31 - Sep 1
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
$224 nightly
The price is $268 total per night
$268 total
Aug 30 - Aug 31
Total with taxes and fees
This luxury hotel includes 4 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the express check-in, express check-out, and valet parking. Relax with a drink at one of the 4 bars/lounges and enjoy the sauna.
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street Toronto ON
$188 nightly
The price is $225 total per night
$225 total
Aug 31 - Sep 1
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
Crowne Plaza Toronto North York by IHG

Crowne Plaza Toronto North York by IHG

4 out of 5
900 York Mills Rd Toronto ON
$128 nightly
The price is $153 total per night
$153 total
Aug 31 - Sep 1
Total with taxes and fees
This hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 21 conference rooms, free WiFi in public areas, and laundry service. There's a seasonal outdoor pool on site, and a 24-hour front desk and limo/town car service are also provided.
Pool
Pet friendly
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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.

Stay near popular Pickering attractions

Pickering Casino Resort

9.0/10 (4 reviews)
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.
See properties

Frequently asked questions

How much are vacation packages to Pickering?
You might be surprised — you can unwind in Pickering for as low as $507. 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

A coastal scene with a frozen waterway, a lighthouse, and a rocky shoreline.
A calm river with boats docked on a pier, surrounded by lush greenery and trees.
An aerial view of a city with a large central plaza, surrounded by buildings and roads.
An aerial view of a coastal pier with two separate walkways extending into the water, surrounded by a rocky shoreline and clear turquoise water.
A beach with a large tree, picnic tables, and a clear blue sky.