Pickering Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Mark Stacevich

Top hotels in Pickering

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 3.902.260 ₫ per night from 15 Jul to 16 Jul
3.902.260 ₫
4.682.712 ₫ total
15 Jul - 16 Jul
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 11 Jul 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 2.747.118 ₫ per night from 30 Jul to 31 Jul
2.747.118 ₫
3.296.541 ₫ total
30 Jul - 31 Jul
includes taxes & fees
8.6/10 Excellent! (204 reviews)
"Great location with magnificent views. Good food."

Reviewed on 12 Jul 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 12 Jul 2026

Get rates
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.

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 savour the top-notch restaurants.
See properties

Frequently asked questions

How much does a Pickering holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday to Pickering costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Pickering?
To score cheap Pickering holiday packages, plan your getaway outside of peak times like public holidays and major events. You'll typically find lower prices and better availability for flights and hotels.
How many days is enough for Pickering?
To get the most out of your Pickering holiday, we suggest booking for 3 days. Divide your time between discovering North Yorkshire Moors Railway, Pickering Church and other well-known attractions, as well as experiencing neighbourhoods like Cropton and Thornton Dale. If you've got some spare time, include a day trip or tour in your Pickering holiday itinerary.
Is it worth booking a holiday package to Pickering?
Whether you're looking to visit top sights like North Yorkshire Moors Railway and Pickering Castle on your Pickering holiday, or coming for its excellent nature, views and walking trails, there's something for everyone here. With so much to see and do, you'll soon learn why so many travellers think Pickering is a good holiday 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," "Traveller 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 holiday as a package?
An Expedia holiday 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 holiday 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. Pick your dates: The things you want to do in Pickering and your favourite season can help you decide when to travel.
  2. Figure out your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Pickering.
  3. Decide how long to go away for: Now that you know more about Pickering, you can figure out the right length of your holiday. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalised Pickering holiday package.

Explore a world of travel with Expedia