Pickering Vacation Packages

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Your Pickering Vacation

There's no better way to travel than with one of our vacation packages to Pickering. The rich history and welcoming locals are a couple of the countless reasons to visit this captivating city. Make your trip to Pickering even more enjoyable by including some sightseeing. Flamingo Land Theme Park and Zoo, North Yorkshire Moors Railway and Pickering Castle are among the major attractions you'll want to explore. Don't delay visiting this city any longer. Your ultimate Pickering vacation is a couple of clicks away with Expedia.

Top Pickering Vacation Deals

Price found within the past 48 hours. Click for updated prices.
York Pavilion Hotel, BW Signature Collection

York Pavilion Hotel, BW Signature Collection

3 out of 5
Fulford
Price was CA $1,484, price is now CA $1,291 per person
CA $1,291
per person
Oct 4 - Oct 10
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Leeds (LBA)
8.2/10 Very good! (1,002 reviews)
The staff were helpful and friendly. The breakfast was very nice with no waiting, The room cleanliness was adequate. I had no experience of the balcony.

Reviewed on Jul 11, 2026

The Vanguard - York Residence

The Vanguard - York Residence

4 out of 5
The Groves
Price was CA $1,638, price is now CA $1,310 per person
CA $1,310
per person
Oct 4 - Oct 10
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Leeds (LBA)
9.4/10 Exceptional! (88 reviews)
This was a great location. The staff were super helpful leadung up to check in. So easy for us to walk where we needed to. We got upgraded to the family room which turned out to be a bonus for when my partner gets up at stupid o'clock, it meant he didn't keep me awake. I would stay here again if i ever find myself in York again.

Reviewed on Jul 9, 2026

The Minster Hotel York

The Minster Hotel York

3 out of 5
Bootham
Price was CA $1,552, price is now CA $1,333 per person
CA $1,333
per person
Oct 4 - Oct 10
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Leeds (LBA)
9.4/10 Exceptional! (1,006 reviews)
Extremely helpful and polite staff..everyone was so nice..hotel handily placed within a very short walk for the town centre and all the attractions..parking at the rear of the hotel is an added bonus..we will be definitely using this hotel when we return to York..did I say the staff were excellent..good job and well done one and all...

Reviewed on Jul 12, 2026

Delta Hotels by Marriott York

Delta Hotels by Marriott York

4 out of 5
Dringhouses
Price was CA $1,580, price is now CA $1,367 per person
CA $1,367
per person
Oct 4 - Oct 10
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Leeds (LBA)
8.6/10 Excellent! (808 reviews)
Room was perfectly big for the 3 of us. Unfortunately the air conditioning was not working in the room and it was extremely hot! Food was great and the pool was lovely and very clean. I do think its a bit cheeky to ask for payment for parking in the hotel but overall great stay

Reviewed on Jul 11, 2026

The George Hotel Easingwold

The George Hotel Easingwold

4 out of 5
Price was CA $1,546, price is now CA $1,358 per person
CA $1,358
per person
Oct 4 - Oct 10
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Leeds (LBA)
9.2/10 Wonderful! (240 reviews)
Really nice hotel that serves amazing food. Room was immaculate and well presented and bathroom nice and clean. Staff were always polite and helpful. Clear to see why it was so busy even mid week. Dedicated car park as well as lots of parking front of property. Would absolutely use again if in the area. Incredible value compared to some larger chains,

Reviewed on Jul 12, 2026

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Pickering Hotel Deals

Cottage Lea's Country Hotel & Restaurant

Cottage Lea's Country Hotel & Restaurant

3.5 out of 5
Cottage Lea's Hotel Pickering England
Fully refundableReserve now, pay when you stay
The price is CA $229 per night from Jul 20 to Jul 21
CA $229
CA $275 total
Jul 20 - Jul 21
includes taxes & fees
9.4/10 Exceptional! (86 reviews)
"Very quiet and peaceful only problem was the road was very narrow but it made it quaint."

Reviewed on Jul 11, 2026

Cottage Lea's Country Hotel & Restaurant
White Horse Farm Inn

White Horse Farm Inn

3.5 out of 5
Gill Lane, Rosedale Abbey Pickering England
The price is CA $157 per night from Jul 26 to Jul 27
CA $157
CA $188 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (203 reviews)
"Fantastic location and views. Great meals and drinks outside in the sun."

Reviewed on Jul 11, 2026

White Horse Farm Inn
Rocklands Lodges

Rocklands Lodges

4 out of 5
Cawthone Lane Pickering England
9.8/10 Exceptional! (56 reviews)
"Lovely facilities hot tub great ideal location for Pickering and must see Helmsley would return with no hesitation"

Reviewed on Jul 12, 2026

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Rocklands Lodges
See all 402 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.
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Stay near popular Pickering attractions

Pickering Castle

9.0/10 (9 reviews)
Pickering Castle is just one of the places to see in Pickering, so why not enjoy the other things to explore during your travels? While in this quaint area, you can savor the top-notch restaurants.
See properties

What to do in Pickering

York: Castle Howard House and Gardens Self-Guided Ticket

York: Castle Howard House and Gardens - Self-Guided

CA $51
per adult
York: Castle Howard House and Gardens - Self-Guided
The Black Widow - Dark Tales around Scarborough

The Black Widow - Dark Tales of murder, crime and the paranormal

CA $19
per adult
The Black Widow - Dark Tales of murder, crime and the paranormal
Whitby: UK's Tallest Bridge Bungee Jump!

Whitby: UK's Tallest Bridge Bungee Jump!

CA $185
per adult
Whitby: UK's Tallest Bridge Bungee Jump!
See all activities in Pickering

Frequently asked questions

How much does a Pickering vacation package cost?
You'll find cheap prices from CA $1,291 on Expedia for your Pickering break. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Pickering costs.
What are the cheapest months to go to Pickering?
Plan your getaway for the shoulder or low season and you're likely to get cheap Pickering vacation packages. Keep in mind that public holidays and major festivals and events can have an impact on prices, so do a little research before you go.
How many days is enough for Pickering?
With about 3 days, you'll have enough time to enjoy popular neighbourhoods such as Cropton and Thornton Dale during your Pickering vacation. Remember to also add Pickering Church and Beck Isle Museum to your sightseeing list. In the mood for more adventures? Consider venturing outside of Pickering on day trips and tours.
Is it worth booking a vacation package to Pickering?
Pickering has everything you need for an amazing trip — nature, views and walking trails are just the start. Whether you'd like to visit attractions such as North Yorkshire Moors Railway and Pickering Castle, or take the path less travelled, you'll find plenty to do on your Pickering vacation.
How to find the best Pickering package deals?
Use Expedia's filter tool to help you find some tempting Pickering package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Pickering package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Pickering vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays individually. Better still, you can personalize your Pickering getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Pickering?
If you're planning an impromptu Pickering vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Pickering?

  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the activities on offer will also help you decide when to visit Pickering.
  2. Set your budget: Factor in expenses like flights, food and transportation when working out how much to set aside for your trip to Pickering. Then, choose a property that fits your budget, whether that's an affordable option or a swankier getaway.
  3. Decide how long to go away for: Now that you're more familiar with Pickering, you can work out the right length of your vacation. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Pickering vacation package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.