Pickering Holidays from £897

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Photo by Eric & Kristy's Adventures

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    Save up to £335 when you book a flight and hotel together*
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Your Pickering Holiday

With plenty of highlights as well as hidden gems, this city is best explored with a Pickering holiday package. Check out hotels located in Port Union, which is great for watersports, cycling and views. If your trip to Pickering includes a little sightseeing, visit famous attractions like Rotary Park, Herongate Barn Theatre and Annandale Golf and Country Club. Expedia has what you need to escape the everyday. Tailor your holiday to Pickering to match your travel style, whatever that may be!

Top Pickering Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Yorkville Modern 1 Bedroom Suite Toronto

Yorkville Modern 1 Bedroom Suite Toronto

3.5 out of 5
Old Toronto
Save 100% on your flight
per person
4 Oct - 11 Oct
found 1 day ago
Return flight included
London (LON) to Toronto (YYZ)
7.6/10 Good! (9 reviews)
It was very convenient and comfortable,

Reviewed on 27 Apr 2024

151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
24 Aug - 31 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Toronto (YYZ)
9.4/10 Exceptional! (227 reviews)
They changed our condo for any uses but was excellent.

Reviewed on 26 Jun 2025

Altitude Suites on Yonge

Altitude Suites on Yonge

4 out of 5
Downtown Toronto
Save 100% on your flight
per person
23 Aug - 30 Aug
found 15 hours ago
Return direct flight included
Edinburgh (EDI) to Toronto (YYZ)
9/10 Wonderful! (63 reviews)
I like the city view and cleanse of the room

Reviewed on 12 Jun 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
24 Aug - 31 Aug
found 13 hours ago
Return direct flight included
Edinburgh (EDI) to Toronto (YYZ)
9.4/10 Exceptional! (541 reviews)
Wonderful hotel. Great people. Clean modern rooms. Amazing restaurant. We will return.

Reviewed on 12 Jul 2025

Canada Suites on Bay

Canada Suites on Bay

4 out of 5
Downtown Toronto
Save 100% on your flight
per person
23 Aug - 30 Aug
found 15 hours ago
Return direct flight included
Edinburgh (EDI) to Toronto (YYZ)
8.6/10 Excellent! (301 reviews)
Was a very nice room and easy to come and go. However the fire alarm got pulled at 3am on my second last night there and not because of a fire. I then couldn't go back to bed and was super tired for my meetings the next day.

Reviewed on 9 Jun 2025

Pickering Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Billy Bishop Toronto City Airport (YTZ)
Population
87,800
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Herongate Barn Theatre, Whitby History Museum & Childrens Centre and Deer Creek North Golf Course

Top hotels in Pickering

Pickering Casino Resort Hotel

Pickering Casino Resort Hotel

4 out of 5
888 Durham Live Ave, Pickering, ON
Fully refundableReserve now, pay when you stay
The price is £90 per night from 20 Jul to 21 Jul
£90
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (2,904 reviews)
"Hotel entrance was not clearly indicated but eventually we backtracked and found our way"

Reviewed on 14 Jul 2025

Pickering Casino Resort Hotel
Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is £141 per night from 4 Aug to 5 Aug
£141
4 Aug - 5 Aug
includes taxes & fees
8.2/10 Very Good! (11,649 reviews)
"A perfect location downtown Toronto. And the rooftop pool and deck area was awesome too."

Reviewed on 15 Jul 2025

Chelsea Hotel, Toronto
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 £101 per night from 17 Jul to 18 Jul
£101
17 Jul - 18 Jul
includes taxes & fees
7.2/10 Good! (5,801 reviews)
"Superior room very nice, spacious, fridge nice balcony, coffee machine so so and bathroom was not renovated."

Reviewed on 15 Jul 2025

Toronto Don Valley Hotel and Suites
See all 4,138 properties in Pickering
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

What to do in Pickering

From Toronto: 5-Day Eastern Canada Small-Group Tour

From Toronto: 5-Day Eastern Canada Small-Group Tour

£942
per adult
From Toronto: 5-Day Eastern Canada Small-Group Tour
See all activities in Pickering

Frequently asked questions

Why should I book my Pickering holiday with Expedia?
Choose Expedia to plan your next big escape with ease, all in the same place. Our top tip for bagging a fabulous deal on a Pickering retreat? Bundle your flights, accommodation and/or hire car into a package holiday. Then add some exciting tours and activities. Most bookings also come with flexible cancellation policies, so there's no need to worry if you have to switch up your travel itinerary. Round-the-clock assistance with making tweaks to your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Pickering?
If you enjoy the atmosphere of peak season, head to Pickering in June, July and August. If you prefer a calmer vibe, January, February and October are better times to visit. Organise your escape to Pickering according to what style of holiday you're looking for. January is the coolest time of year, when daytime temperatures average -5ºC. In July, the warmest period, you will experience temperatures of around 21ºC during the day.
What is the top hotel for my holiday in Pickering?
Put your feet up and relax in comfort in Pickering by choosing La Quinta Inn & Suites by Wyndham Oshawa as your gateway to adventure and exploration.
How do I get a cheap holiday to Pickering?
Bundle your bookings with Expedia to save on your next getaway. With over 400 partner airlines and 321,000 properties throughout the world, your Pickering holiday can be tailored exactly to suit your travel style. With all that extra cash, why not include a few exciting tours and activities? It's an easy way to unlock even more savings. Your dream holiday in Pickering is much closer than you thought! Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Pickering holiday?
There's an almost endless list of things to keep you busy while on a holiday in Pickering. Ajax Convention Centre, Deer Creek North Golf Course, Herongate Barn Theatre and Rotary Park are among this city's leading attractions.
What is the best area to stay in when on holiday in Pickering?
If you're interested in visiting Deer Creek North Golf Course, maximise your time sightseeing and find a place to stay nearby. It's one of the best attractions in Pickering.
Do I need a visa for my Pickering holiday?
Research the latest information on official government websites. Your nationality and whether you're visiting for study, business or leisure will determine if you need a visa for Pickering. Familiarise yourself with the application process, including the required documentation, fees and turnaround times. Finalise your application well in advance to allow plenty of time for processing. Some visas may take several weeks or even months to obtain, depending on the country.
What should I wear on my Pickering holiday?
First, think about the sorts of activities you have planned during your trip to Pickering and bring versatile pieces that you can easily mix and match. For fashion inspiration or information on any dress codes, look up style blogs or relevant social media accounts. Daytime temperatures during January, Pickering's coolest month, average -5ºC. July marks this destination's warmest month when the average temperature reaches 21ºC. Our top tip? Take the guesswork out of what to pack and check the local weather conditions.
What does an Expedia Pickering holiday include?
Hotels, flights and a reliable car for your road trip adventures. Simply select your favourite bundle and get access to incredible deals. Once you've made your booking, add on a few tours and activities and watch your savings grow. When it comes to creating your Pickering getaway, you're in control! Expedia features all sorts of properties, with the most popular in Pickering including private holiday homes and apartments. With Expedia, you'll always enjoy the flexibility and freedom to personalise your holiday however you want.
Does Expedia offer Book Now, Pay Later Pickering holidays?
We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan that suits best during the checkout process and take the stress out of budgeting for your trip. Don't forget to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna offers just that! Paying in several transactions will make your getaway dreams come true.
  • No-deposit holidays: If not paying upfront for your getaway makes pressing that "book now" button more stress-free, opt for a no-deposit holiday plan from Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Pickering Expedia holiday?
Yes --- that's the beauty of an Expedia holiday package. You get to choose. We have more than 400 airline partners all over the world, so you have loads of choice when organising your Pickering getaway.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.