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Pickering flight + hotel vacation packages

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

The Waterside Inn

3.5 out of 5
Port Credit
Price was $1,058, price is now $734 per person
$734
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $3,232, price is now $1,911 per person
$1,911
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,580, price is now $1,015 per person
$1,015
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Downtown Toronto
Price was $2,748, price is now $1,870 per person
$1,870
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Make the most of the 24-hour gym and hot tub, and relax with drinks at one of the 2 bars/lounges.
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Price was $1,490, price is now $1,055 per person
$1,055
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a hot tub on site, and a 24-hour front desk and a coffee shop are also provided.

Top Pickering hotels deals

Pickering Casino Resort Hotel

Pickering Casino Resort Hotel

4 out of 5
888 Durham Live Ave Pickering ON
$98 nightly
The price is $115 total per night
$115 total
Sep 10 - Sep 11
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
$158 nightly
The price is $189 total per night
$189 total
Sep 7 - Sep 8
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.
Pool
Hot Tub
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West Toronto ON
Free Cancellation
Reserve now, pay when you stay
$213 nightly
The price is $255 total per night
$255 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.
Pool
Pet friendly
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
$174 nightly
The price is $208 total per night
$208 total
Sep 7 - Sep 8
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
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive Toronto ON
$105 nightly
The price is $126 total per night
$126 total
Sep 12 - Sep 13
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
Crowne Plaza Toronto North York by IHG

Crowne Plaza Toronto North York by IHG

4 out of 5
900 York Mills Rd Toronto ON
$135 nightly
The price is $162 total per night
$162 total
Aug 30 - Aug 31
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 $734. 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.