Book Exclusive Pickering Vacation Packages

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Pickering flight + hotel 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 CA $2,027, price is now CA $1,265 per person
CA $1,265
per person
Oct 17 - Oct 24
found 19 hours ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Mississauga. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Square One Shopping Centre and Lakefront Promenade Park are located nearby.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was CA $1,936, price is now CA $1,370 per person
CA $1,370
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions CN Tower and Rogers Centre are located nearby.
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was CA $2,459, price is now CA $1,839 per person
CA $1,839
per person
Sep 15 - Sep 17
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Toronto (YYZ)
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rogers Centre and CN Tower are located nearby.
The Laundry Rooms Gaslight Cambridge

The Laundry Rooms Gaslight Cambridge

3 out of 5
Price was CA $1,922, price is now CA $1,455 per person
CA $1,455
per person
Oct 17 - Oct 24
found 19 hours ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
Stay at this hotel in Cambridge. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Dunfield Theatre Cambridge and McDougall Cottage are located nearby.
The Scotsman Hotel

The Scotsman Hotel

4 out of 5
Old Town Historic District
Price was CA $2,814, price is now CA $2,145 per person
CA $2,145
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Toronto (YYZ)
Stay at this B&B in Niagara-on-the-Lake. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Shaw Festival Theatre and Jackson-Triggs Winery are located nearby.

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
The price is CA $160 per night
CA $160
CA $199 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this business-friendly hotel in Pickering. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pickering Casino Resort and Cineplex Cinemas Pickering are located nearby.
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
The price is CA $207 per night
CA $207
CA $248 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this family-friendly hotel in Toronto. Enjoy free WiFi, 2 indoor pools, and a rooftop terrace. Our guests praise the pool and the restaurant in our reviews. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive Toronto ON
The price is CA $150 per night
CA $150
CA $180 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this family-friendly hotel in Toronto. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Scarborough Town Centre and The Distillery Historic District are located nearby.
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
The price is CA $314 per night
CA $314
CA $376 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this luxury hotel in Toronto. Enjoy 3 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Scotiabank Arena and Ripley's Aquarium of Canada are located nearby.
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
The price is CA $263 per night
CA $263
CA $315 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.
Crowne Plaza Toronto North York by IHG

Crowne Plaza Toronto North York by IHG

4 out of 5
900 York Mills Rd Toronto ON
Free cancellation
The price is CA $179 per night
CA $179
CA $214 total
Aug 31 - Sep 1
includes taxes & fees
Book a stay at this golf hotel in Toronto. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Scarborough Town Centre and Yorkdale Shopping Centre are located nearby.
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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

Pickering Vacations

Traveling is about feeling inspired, making new discoveries and creating unforgettable memories. And all of that begins with brushing up on your destination! Ready to find out a few basic details about Pickering?

From downtown Oshawa, you'll need to make your way west for 12 miles (19 kilometers) to get to this neighborhood.

Ready to rub shoulders with the locals? 250,000 people call Oshawa home.

Places to visit in Pickering

The wider region offers lots of opportunities for outdoor activities. Why not do a little mountain biking while you're here? When you've marked that off your list, make more special memories by taking yourself mountain climbing.

Where do you fly into for Pickering?

Are you ready to start your next great trip? Well, Pickering is about 30 miles (48 kilometers) from Pearson International Airport (YYZ).

Frequently asked questions

How much are vacation packages to Pickering?
CA $1,265 is all you'll need for an unforgettable escape in Pickering. Bundle your hotel and flights into a Travelocity package and watch how the savings start to pile up. With prices this good, traveling has never been so accessible.
Where can I get the best vacation package deals for Pickering?
For the perfect Pickering package deal, you can't go past Travelocity. Take your pick from as many as 400 air carriers and 665,000 properties around the world to create your ideal escape — simple as that.
Why should I purchase my Pickering vacation bundle with Travelocity?
With superb service, 24/7 support and some of the most gorgeous getaways on offer, you'll never wander alone. And if you happen to find a better price, we'll match it. That's our Price Match Guarantee.
Can I save money on my Pickering car rental if I combine it with hotels and flights?
Booking a Pickering vacation package with Travelocity is an easy way to save your hard-earned cash. You can pick a flight, hotel and car, or any combination of them, and score awesome discounts. You could also throw in experiences and activities. Once you've collected the keys to your rental car, venture out of the neighborhood and see what this location has to offer. Roughly 95 kilometersfrom Pickering, Horseshoe Falls is certainly worth a road trip.
What is the best time of year to go to Pickering?
If you'd rather avoid costly flights, big crowds and a lack of vacancy, plan your escape outside of . The quietest time to travel through Pickering is . You'll find the highest hotel prices in and the cheapest in .
What is there to do in Pickering?
As you're exploring Pickering, check out Deer Creek North Golf Course and Herongate Barn Theatre. It's hard to get bored here!
Where should I stay when visiting Pickering?
If you're after a base in Pickering, the Comfort Inn Pickering is worth considering. Many travelers choose to make a booking at this top option.
Can I go on vacation to Pickering at this time?
Don't head to Pickering without the facts about travel restrictions and quarantine policies. Travelocity's Covid-19 Travel Advisor will fill you in. Our travel experts have pulled together all the information you need to make your vacation plans as stress-free as possible.

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.

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