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.
Woodbourne Inn

Woodbourne Inn

4 out of 5
St. Davids
Save 100% on your flight
per person
Nov 7 - Nov 11
found 21 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A garden, a lobby fireplace, and a communal living room are also on offer.
Waterfront Majesty Enclaves

Waterfront Majesty Enclaves

3 out of 5
Downtown Toronto
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
A gym, self parking, and a virtual front desk are featured at this aparthotel. A terrace and dry cleaning are also provided.
Mount Alverno Luxury Resorts

Mount Alverno Luxury Resorts

2.5 out of 5
Save 100% on your flight
per person
Oct 28 - Nov 3
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Toronto (YYZ)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Guests will appreciate freebies like continental breakfast and free self parking.
Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Save 100% on your flight
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
A full-service spa, a gym, and a restaurant are all featured at this boutique hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and free continental breakfast.
The Laundry Rooms Gaslight Cambridge

The Laundry Rooms Gaslight Cambridge

3 out of 5
Save 100% on your flight
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
A restaurant and a bar/lounge are featured at this hotel. Self parking, laundry facilities, and a virtual front desk are also on offer.

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
$108 nightly
The price is $127 total per night
$127 total
Sep 2 - Sep 3
Total includes 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
$141 nightly
The price is $173 total per night
$173 total
Sep 1 - Sep 2
Total includes 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
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
$137 nightly
The price is $168 total per night
$168 total
Sep 1 - Sep 2
Total includes taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
Free WiFi
Restaurant
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
$171 nightly
The price is $210 total per night
$210 total
Aug 28 - Aug 29
Total includes 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
Fairmont Royal York

Fairmont Royal York

4 out of 5
100 Front St West, Toronto, ON
Free Cancellation
Reserve now, pay when you stay
$325 nightly
The price is $398 total per night
$398 total
Aug 17 - Aug 18
Total includes taxes and fees
A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. 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
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive, Toronto, ON
$110 nightly
The price is $135 total per night
$135 total
Aug 17 - Aug 18
Total includes 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
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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

Herongate Barn Theatre

You can get tickets for a performance at Herongate Barn Theatre on your trip to Pickering. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Herongate Barn Theatre

Frequently asked questions

How much are vacation packages to Pickering?
You might be surprised — you can unwind in Pickering for as low as $487. 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

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