Stokesley Vacations from $1,482

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Your Stokesley Vacation

Take the hassle out of travel planning with a Stokesley vacation package. A good neighborhood to stay in this fascinating city is Nunthorpe, which is good for culture and much more. Any trip to Stokesley needs a well-thought-out itinerary. Fill yours with major attractions like Cleveland Hills, Middlesbrough Theatre and Roseberry Topping. Whoever you're taking time off with and whatever the size of your budget, your ultimate Stokesley vacation is only clicks away with Expedia.

The Latest Stokesley vacation packages

Price found within the past 48 hours. Click for updated prices.
The Penny Bun

The Penny Bun

3 out of 5
Price was $1,591, price is now $1,482 per person
$1,482
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Leeds (LBA)
9.6/10 Exceptional! (10 reviews)
Fantastic property, location and service. 10/10.

Reviewed on Jun 26, 2025

Cottage in Settle Near Yorkshire Dales

Cottage in Settle Near Yorkshire Dales

2 out of 5
Price was $2,156, price is now $1,744 per person
$1,744
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Leeds (LBA)
No reviews
Cottage in Grantley Near Fountains Abbey

Cottage in Grantley Near Fountains Abbey

2 out of 5
Price was $2,149, price is now $1,743 per person
$1,743
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Leeds (LBA)
No reviews
Leeds Central Cosy 1BD Flat

Leeds Central Cosy 1BD Flat

2 out of 5
Leeds City Center
Price was $1,789, price is now $1,673 per person
$1,673
per person
Jul 28 - Jul 31
found 16 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Leeds (LBA)
No reviews
Quebecs Luxury Aparthotel

Quebecs Luxury Aparthotel

5 out of 5
Leeds City Center
Price was $1,763, price is now $1,669 per person
$1,669
per person
Jul 28 - Jul 31
found 16 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Leeds (LBA)
9.6/10 Exceptional! (356 reviews)
Fantastic venue and great location

Reviewed on Apr 17, 2026

Don't see what you're looking for?
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Discover the most popular places to visit in Stokesley

Bluebell Slope and Roseberry Topping / Newton Wood and Roseberry Topping, a distinctive hill in North Yorkshire, are popular with walkers and ramblers

Roseberry Topping

You can learn about the history of Great Ayton with a trip to Roseberry Topping. While you're in the area, wander around the parks.

Roseberry Topping

Teesside University

Walk around the campus at Teesside University during your visit to Middlesbrough. Attend a sporting event in this walkable area.

Teesside University

Middlesbrough Transporter Bridge

Middlesbrough Transporter Bridge is just one of the places to see in Middlesbrough, so why not enjoy the other things to explore during your travels? Attend a sporting event in this walkable area.

Middlesbrough Transporter Bridge

Stokesley Hotel Deals

OYO The Leven

OYO The Leven

3 out of 5
27 High Street Middlesbrough England
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $78 total per night from May 31 to Jun 1
$78 total
May 31 - Jun 1
Total with taxes and fees
7.6/10 Good! (131 reviews)
"Me and my partner stayed over in the Leven for just one night and were amazed by how gorgeous the room was. It was spotless, the bathroom was spacious and had both a bath and a shower and there was a kettle to make tea or coffee. The bed was incredibly comfortable and it was an overall lovely experience. ..."

Reviewed on Mar 14, 2026

OYO The Leven
Gisborough Hall

Gisborough Hall

4 out of 5
Whitby Lane Guisborough England
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $131 total per night from Jun 22 to Jun 23
$131 total
Jun 22 - Jun 23
Total with taxes and fees
9.4/10 Exceptional! (639 reviews)
"Long weekend was fabulous"

Reviewed on May 25, 2026

Gisborough Hall
Leonardo Hotel Middlesbrough

Leonardo Hotel Middlesbrough

4 out of 5
Fry Street Middlesbrough England
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $79 total per night from Jun 7 to Jun 8
$79 total
Jun 7 - Jun 8
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
"Hotel clean enough and can't fault the fact it has a small pool, sauna and steam room along with a gym. Breakfast staff nice and friendly, room was seemed clean. On the downside no for the room, no air con or fan in the room and a lot of road noise especially with window open (still audible with ..."

Reviewed on May 24, 2026

Leonardo Hotel Middlesbrough
See all 2,647 properties in Stokesley
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 Stokesley Vacation Packages

Stokesley Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Teesside Intl. Airport (MME)
Population
4,800
Max Temp Winter
45ºF
Max Temp Summer
65ºF
Top Sights
Middlesbrough Theatre, St Marys Cathedral and Dorman Museum

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Frequently asked questions

How much does a Stokesley vacation package cost?
You'll find cheap prices from $1,482 on Expedia for your Stokesley getaway. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Stokesley costs.
What are the cheapest months to go to Stokesley?
January, September and December are great times to search for cheap Stokesley vacation packages. Opting to travel in quieter months means you can generally find lower prices on flights and accommodations.
How many days is enough for Stokesley?
With a well-organized travel plan, you can easily visit the top Stokesley sights in a few days. But if you want to venture off the beaten track or go on day trips, consider booking your Stokesley vacation for longer.
How to find the best Stokesley package deals?
Use Expedia's filter tool to find some tempting Stokesley package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Stokesley package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Stokesley vacation as a package?
You can enjoy significant savings on your next Stokesley escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Stokesley?
If you're planning a spur-of-the-moment Stokesley getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Stokesley vacation packages?
Secure your dream escape to Stokesley with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait for the next payday — we've joined forces with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.