Ontario may have travel restrictions in place due to COVID-19.

Find out moreOpens in new tab or window

Pickering Vacation Packages

Choose two or more items and save on your trip:

Top Pickering Flight + Hotel Deals

Sheraton Gateway Hotel In Toronto International Airport
The St. Regis Toronto
Sheraton Centre Toronto Hotel
The Westin Harbour Castle, Toronto
Toronto Marriott City Centre Hotel
Don't see what you're looking for?
See all available trips from Ashburn to Pickering

2021 Pickering vacation deals

The St. Regis Toronto
Simply Comfort - Unique 5BR Villa with Piano
EST Hotel
Courtyard by Marriott Burlington
Waterfront Hotel Downtown Burlington
Don't see what you're looking for?
See all available trips from Ashburn to Pickering

Top Hotels in Pickering

Comfort Inn Pickering
Comfort Inn Pickering
2.5 out of 5
533 Kingston Rd., Pickering, ON
Free cancellationReserve now, pay when you stay
The price is CA $99 per night from Oct 29 to Oct 30
3.6/5Good! (895 reviews)

"Easy stay with all the covid policies. Propmt staff"…"

Reviewed on Oct. 7, 2020

Comfort Inn Pickering
Fully Furnished Basement Apt With Extra Sofa Bed
Fully Furnished Basement Apt With Extra Sofa Bed
1541 Amberlea Rd, Pickering, ON
Fully Furnished Basement Apt With Extra Sofa Bed
Bay Ridges - Townhouse
Bay Ridges - Townhouse
1230 Radom St, 18, Pickering, ON
Bay Ridges - Townhouse
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.

Top things to do in Pickering

Royal Ontario Museum Admission Tickets
Image for Royal Ontario Museum Admission Tickets

Royal Ontario Museum Admission Tickets

CA $23
Per adult
86% of travellers recommend
Toronto Hockey Hall of Fame Tickets
Image for Toronto Hockey Hall of Fame Tickets

Toronto Hockey Hall of Fame Tickets

CA $20
Per adult
92% of travellers recommend
Niagara-on-the-Lake Wine Country Tour
Image for Niagara-on-the-Lake Wine Country Tour

Niagara-on-the-Lake Wine Country Tour

CA $92
Per adult
90% of travellers recommend

Save Time and Money with Pickering Vacation Packages

Gain even more savings by pairing your accommodations and flights. Expedia has heaps of amazing Pickering vacation packages that'll save you time and give you more money to splurge! Gain savings of as much as $583* when you book your package deal on Expedia. With more than 550 partner airlines and 1,000,000 properties to pick from on our universal database, you won't have any problems planning your ideal vacation. Almost all reservations can be changed without any added fees from us.

Places to Visit in Pickering

Preparing to go on your Pickering vacation? Can't decide what sorts of things to put on your travel schedule? Don't fret — we're here to give you a few hints. Ready for some mountain biking? It's among the most popular activities in the wider region and a terrific excuse to head outdoors. Still got time to spare? If you're eager for even more, grab the opportunity to try some mountain climbing as well.

Nearest Airports to Pickering

From the very moment you step off the plane at Pearson International Airport (YYZ), you'll know your marvelous trip to Pickering has really started! Well, the neighborhood center is still about 30 miles (48 km) away, but near enough.

What are the advantages of a road trip to Pickering?

Taking a Pickering road trip is the best way to travel while hitting all the stops along the way. There’s never been a better time to put all your road trip ideas to good use. Expedia offers incredible deals on hotels in Pickering, and you can save big when you opt for one of our packages in Pickering. Our packages combine your hotel and car rental into one low price, saving you more on both. 

How to plan a road trip to Pickering?

Planning a road trip is easy when you make all your itinerary bookings in one place—Expedia. You might take a camping road trip where all you need is a car and some gear. Car rentals are available in the pick-up and drop-off locations of your choosing. You might take a highway getaway to that city you’ve been dreaming of, bundling your hotel and car bookings for deep road trip discounts. 

What to do on a road trip to Pickering?

To make the most of any road trip adventure, you’ll want to have a road trip itinerary. That way, you won’t miss any of the road trip activities on your list. You can search for things to do in Pickering and other destinations before adding it to your plan.  

How to rent a car for a road trip?

Renting a car for a road trip is often the best way to travel. Don’t put miles or strain on your own vehicle and instead put your mind at ease when you opt for a safe car rental. Expedia offers wow-worthy deals on car rentals so you can choose the perfect car for your journey and preferences. Get the whole gang to pile in and hit the road for a great price. Vacation rentals in Pickering are waiting for you to arrive. Expedia will help you get there for less.

More trip options