Pickering Vacations from $1,480

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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.

The Latest Pickering vacation packages

Price found within the past 48 hours. Click for updated prices.
Heart of Hull Hotel

Heart of Hull Hotel

2 out of 5
Price was $1,585, price is now $1,480 per person
$1,480
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Leeds (LBA)
7.6/10 Good! (9 reviews)
Really slick experience.

Reviewed on Nov 11, 2024

Maritime House I

Maritime House I

2 out of 5
Price was $2,073, price is now $1,927 per person
$1,927
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Leeds (LBA)
No reviews
Cosy 2 Bed Apt Old Dutch Embassy

Cosy 2 Bed Apt Old Dutch Embassy

4 out of 5
Price was $1,985, price is now $1,867 per person
$1,867
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Leeds (LBA)
No reviews
The Kingston Theatre Hotel

The Kingston Theatre Hotel

3 out of 5
Price was $1,924, price is now $1,815 per person
$1,815
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Leeds (LBA)
9.2/10 Wonderful! (636 reviews)
I liked that it was within walking distance to the train station. I was going to a concert at Hull City Hall which the hotel was also very handy for. The staff on Reception were friendly and helpful. Also the people waiting on me at breakfast were attentive and nothing was a problem for them. I was made to feel very welcome and the breakfast itself was hot and delicious. I would recommend this hotel very much.

Reviewed on Sep 14, 2025

Hideout Apartment Hotel

Hideout Apartment Hotel

4 out of 5
Price was $1,816, price is now $1,726 per person
$1,726
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Leeds (LBA)
9.6/10 Exceptional! (145 reviews)
Great location, apartment was perfect. Would definitely stay again.

Reviewed on Aug 16, 2025

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Discover the most popular places to visit in Pickering

#castle #medieval #yorkshire #Englishheritage #Mark_and_Travel

Pickering Castle

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.

Pickering Castle

Dalby Forest Visitor Centre

Explore the great outdoors at Dalby Forest Visitor Centre, a lovely green space in Pickering. Discover the area's entertainment choices and spas.

Dalby Forest Visitor Centre

North Yorkshire Moors Railway

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.

North Yorkshire Moors Railway

What to do in Pickering

Black Widow Ghost Tours in Scarborough

The Black Widow - Dark Tales around Scarborough

$12
per adult
The Black Widow - Dark Tales around Scarborough
See all activities in Pickering

Pickering Hotel Deals

White Horse Farm Inn

White Horse Farm Inn

3.5 out of 5
Gill Lane, Rosedale Abbey, Pickering, North Yorkshire, Pickering, England
$75 nightly
The price is $90 total per night from Oct 18 to Oct 19
$90 total
Oct 18 - Oct 19
Total with taxes and fees
8.4/10 Very Good! (154 reviews)
"We really enjoyed our stay. Staff were really friendly and accommodating. Views are amazing and for anyone who loves scenery and nature this is a lovely place to stay."

Reviewed on Oct 5, 2025

White Horse Farm Inn
The White Swan Inn

The White Swan Inn

3 out of 5
Market Place, Pickering, England
$127 nightly
The price is $153 total per night from Oct 28 to Oct 29
$153 total
Oct 28 - Oct 29
Total with taxes and fees
9.2/10 Wonderful! (93 reviews)
"Lovely large bedrooms at rear of property and plent6 of parking. The staff were first class in all areas and even got a call before arriving warning us that the road would be closed at 7pm for works preventing access to car park. Food very good in restaurant. Don’t be put off by first view from street ..."

Reviewed on Oct 2, 2025

The White Swan Inn
Britannia Grand Hotel Scarborough

Britannia Grand Hotel Scarborough

3 out of 5
St. Nicholas Cliff, Scarborough, England
Fully refundableReserve now, pay when you stay
$43 nightly
The price is $52 total per night from Oct 12 to Oct 13
$52 total
Oct 12 - Oct 13
Total with taxes and fees
6.8/10 (1,399 reviews)
"All features were walking distance fro town centre"

Reviewed on Oct 2, 2025

Britannia Grand Hotel Scarborough
See all 6,427 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.

Pickering Essential Information

Language
English
Currency
British pounds sterling
Population
6,900
Max Temp Winter
45ºF
Max Temp Summer
65ºF
Top Sights
Flamingo Land Theme Park and Zoo, Eden Camp Modern History Theme Museum and Pickering Castle

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Frequently asked questions

How much does a Pickering vacation package cost?
You can grab a vacation package to this top destination from $1,480 on Expedia. But how much your vacation to Pickering costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Pickering?
If you're looking to score a cheap Pickering vacation package, consider traveling in June, September and October. You'll usually find better rates on hotels and flights during these months — ideal for a budget-friendly break.
How many days is enough for Pickering?
We recommend booking a Pickering vacation for around 3 days. This gives you plenty of time to visit key attractions such as North Yorkshire Moors Railway and Pickering Church, and explore neighborhoods like Thornton Dale and Wrelton. You might even be able to make time for a day trip (or two) beyond Pickering.
Is it worth booking a vacation package to Pickering?
Whether you want to visit key attractions such as North Yorkshire Moors Railway and Pickering Castle on your Pickering vacation, or coming for its excellent history, nature and walking trails, there's something for everyone here. With so much to experience, you'll soon learn why so many travelers think Pickering is a good vacation destination.
How to find the best Pickering package deals?
Finding a cheap Pickering package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most affordable Pickering package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Pickering vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights individually. Better still, you can tailor your Pickering getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Pickering?
If you're planning a spur-of-the-moment Pickering trip, 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 land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Pickering?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favorite season and the available activities will also help you decide when to escape to Pickering.
  2. Set your budget: Factor in costs such as food, flights and transportation when working out how much to set aside for your trip to Pickering. Then, select a property that suits your budget, whether that's an economical stay or a swankier retreat.
  3. Organize your Pickering escape with Expedia's trip planning tool: Search for and book hotels and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Pickering together.
  4. Decide how many days away: Start by listing all the attractions you'd like to get to in Pickering. Then, estimate how long you'll need for each, along with any travel time.
  5. Combine your accommodations and airfare: After you've settled on your travel dates and duration, lock in the perfect Pickering vacation package for you.
  6. Add on experiences and excursions: Read our dedicated travel guide to find some incredible things to do in Pickering. Book tickets or make reservations as soon as you can to save time and avoid the stress of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Pickering vacation packages?
Set off on your dream trip to Pickering with help from our Book Now, Pay Later vacations. There's no need to save up or hold off until your next paycheck — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stay on budget and snag great deals while they last.

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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.