Pickering Vacations from $1,117

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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.
The Minster Hotel York

The Minster Hotel York

3 out of 5
Bootham
Price was $1,162, price is now $1,117 per person
$1,117
per person
Sep 19 - Sep 21
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Leeds (LBA)
9.4/10 Exceptional! (1,006 reviews)
Hotel is excellent, our room was well cared for and very comfortable, it had everything we needed. Location was superb, walking distance to all the main visitor stops and shopping and cafes restaurants too. Staff are wonderful, knowledgeable, helpful and polite without being intrusive. Highly recommended.

Reviewed on Jul 10, 2026

The Vanguard - York Residence

The Vanguard - York Residence

4 out of 5
The Groves
Price was $1,315, price is now $1,195 per person
$1,195
per person
Sep 19 - Sep 21
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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

New Holgate

New Holgate

4 out of 5
Holgate
Price was $1,238, price is now $1,174 per person
$1,174
per person
Sep 19 - Sep 21
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Leeds (LBA)
9.2/10 Wonderful! (186 reviews)
This is a comfortable hotel, outside the city center (and the crowds and noise). A short walk (20 minutes) brings you to the heart of York. Conveniently close to the train station. Quiet, comfortable bed, delicious breakfast and helpful staff. It was during a heat wave and they found two small fans for us which were lifesavers. Tea and cold water always available.

Reviewed on Jul 10, 2026

The Churchill Hotel

The Churchill Hotel

4 out of 5
Clifton
Price was $1,186, price is now $1,146 per person
$1,146
per person
Sep 19 - Sep 21
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Leeds (LBA)
9.2/10 Wonderful! (1,001 reviews)
Very nice hotel with friendly and helpful staff. Good breakfast. Room was comfortable and clean but very warm, with only one small window that opened. Fortunately, we weren’t there during the heatwave as it would have been unbearable.

Reviewed on Jul 8, 2026

Hampton by Hilton York Piccadilly

Hampton by Hilton York Piccadilly

3 out of 5
City Centre
Price was $1,268, price is now $1,228 per person
$1,228
per person
Sep 19 - Sep 21
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Leeds (LBA)
9/10 Wonderful! (1,733 reviews)
Rooms were so nice and clean, the breakfast was amazing and staff so friendly and helpful. Highly recommend this hotel. Bring eyemask if visiting in summer as rooms are very light. Handy location as well.

Reviewed on Jul 11, 2026

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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

$23
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

$13
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!

$131
per adult
Whitby: UK's Tallest Bridge Bungee Jump!
See all activities in Pickering

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
$149 nightly
The price is $178 total per night from Jul 15 to Jul 16
$178 total
Jul 15 - Jul 16
Total with taxes and fees
9.4/10 Exceptional! (85 reviews)
"Off the beaten track. Beds a bit tired!!! Food very good .. staff very good."

Reviewed on Jul 10, 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
$105 nightly
The price is $125 total per night from Jul 30 to Jul 31
$125 total
Jul 30 - Jul 31
Total with taxes and fees
8.6/10 Excellent! (202 reviews)
"Our room was very clean and tidy, slept well even though it was very hot during our stay. It would have been nice to have a seat in the room, as I had to stand up to dry my hair, which was a little difficult, but I understand that it may be hard given the size of the room. There was a good choice ..."

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! (55 reviews)
"Great location close enough to walk into Pickering or drive to Scarborough or Whitby. Very tranquil setting if you just want to stay on site and relax"

Reviewed on Jul 4, 2026

Get rates
Rocklands Lodges
See all 7,076 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.

Find the Best Pickering Vacation Packages

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 $1,117 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.