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.
Cottage in Grantley Near Fountains Abbey
CA $1,504
per person
Nov 13 - Nov 17
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
8/10 Very good! (1 review)
Very good and clean property, something missing from the description it is directly on the main road in to the village which generated a significant amount of road noise and especially large agricultural vehicles from 5am, SO not great sleep being woken by this each morning. The photograph of the outdoor area is actually a balcony so despite the property accepting pets there is no outside space for them
Reviewed on Sep 2, 2026
The Skipton Hotel
CA $1,298
per person
Nov 13 - Nov 17
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
8.2/10 Very good! (1,005 reviews)
Stayed here several times now. Our room this time was clean but very tired and needing updating. Had dinner and breakfast in the newly renovated dining room which is lovely. Food good and reasonably priced. Lounge bar is always a great place to chill or meet people. Staff all very helpful as usual. Lovely walks either way down the canal towpath.
Reviewed on Oct 9, 2026
The George Hotel Easingwold
CA $1,322
per person
Nov 13 - Nov 17
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
9.2/10 Wonderful! (301 reviews)
Lovely hotel in very good location for visiting York and surrounds. Pleasant staff, good food and spacious room.
Reviewed on Oct 5, 2026
Hotel du Vin & Bistro Harrogate
Harrogate City Centre
CA $1,629
per person
Nov 13 - Nov 17
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
8.8/10 Excellent! (1,003 reviews)
Was given a lower ground floor room with no option to change. Just under reception so could hear people moving around the whole time.
Reviewed on Oct 11, 2026
Ready to book your vacation to Pickering?
Pickering Hotel Deals
White Horse Farm Inn
Gill Lane, Rosedale Abbey Pickering England
CA $156
CA $187 total
Oct 14 - Oct 15
includes taxes & fees
8.6/10 Excellent! (227 reviews)
"Amazing setting with fabulous views. Staff very friendly and helpful. Parking easy and on site. Dinner and breakfast had lots of options."
Reviewed on Oct 9, 2026
Cottage Lea's Country Hotel & Restaurant
Cottage Lea's Hotel Pickering England
Fully refundableReserve now, pay when you stay
CA $205
CA $246 total
Oct 12 - Oct 13
includes taxes & fees
9.4/10 Exceptional! (97 reviews)
"This is the second time staying at lea’s cottage , & on both times I’ve never been disappointed. rms are spotlessly clean, good choice of breakfast options,& evening meals where exceptional, & all staff are really nice ,would definitely recommend staying at Lea’s cottage & l will definitely return ..."
Reviewed on Sep 29, 2026
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 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 relaxing area, you can savor the top-notch restaurants.
North Yorkshire Moors Railway
9.4/10 (29 reviews)
You can spend an afternoon browsing the exhibits at North Yorkshire Moors Railway during your trip to Pickering. While in this relaxing area, you can savor the top-notch restaurants.
Rosedale Abbey
9.4/10 (13 reviews)
You can find out about the history of Rosedale Abbey with a visit to Rosedale Abbey. Check out the top-notch restaurants or lively bars in this culturally rich area.
Dalby Forest Visitor Centre
9.0/10 (43 reviews)
Explore the great outdoors at Dalby Forest Visitor Centre, a lovely green space in Thornton Dale. Discover the area's entertainment choices and spas.
North Riding Forest Park
9.6/10 (4 reviews)
Explore the great outdoors at North Riding Forest Park, a lovely green space in Thornton Dale. Stroll along the beautiful beaches or visit the spas in this relaxing area.
Pickering Church
9.8/10 (7 reviews)
Pickering Church 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 culturally rich area, you can savor the top-notch restaurants.
Beck Isle Museum
10.0/10 (2 reviews)
You can spend an afternoon studying the exhibits at Beck Isle Museum in Pickering. While in this relaxing area, you can savor the top-notch restaurants.
Gillies Jones Glass
You can study the exhibits at Gillies Jones Glass, a museum with a storied past, during your travels to Rosedale Abbey. Check out the top-notch restaurants or lively bars in this culturally rich area.
What to do in Pickering
York: Castle Howard House and Gardens - Self-Guided
CA $51
per adult
100% of travellers recommend
The Black Widow Dark Tales of Murder Crime and the Paranormal
CA $19
per adult
Frequently asked questions
How much does a Pickering vacation package cost?
You'll find cheap prices from CA $1,170 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?
- 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.
- 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.
- 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.
- 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.
