Upper Helmsley Vacations from $925

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Your Upper Helmsley Vacation

With everything planned before you go away, our Upper Helmsley vacation packages mean you can focus more on having a great time. Whether you're based in the neighborhood of Skipwith, which is good for history, or someplace else, this interesting city offers a wealth of discoveries. Make your trip to Upper Helmsley even more fun by including some sightseeing. Yorkshire Air Museum, York St. John University and University of York are some of the top attractions you'll want to explore. Your ideal Upper Helmsley vacation is just a few clicks away. Explore airfares, hotels and more on Expedia for a getaway that's tailored to suit your travel style.

The Latest Upper Helmsley vacation packages

Price found within the past 48 hours. Click for updated prices.
Leeds Centre by Charles Hope

Leeds Centre by Charles Hope

3 out of 5
Leylands
Price was $980, price is now $925 per person
$925
per person
Mar 10 - Mar 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Leeds (LBA)
9.8/10 Exceptional! (16 reviews)
The need to have ID for every adult in the flat for "health and safety" reasons is ridiculous. The flat itself was very nice though.

Reviewed on Oct 14, 2025

Thorpe Park Hotel and Spa

Thorpe Park Hotel and Spa

4 out of 5
Price was $1,557, price is now $1,476 per person
$1,476
per person
Feb 10 - Feb 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Leeds (LBA)
9.2/10 Wonderful! (1,001 reviews)
Room is has a double bed and not a king size bed. Shower temp keeps changing while using it as it goes from warm to boiling hot randomly. Otherwise it’s a nice hotel in a great location

Reviewed on Dec 22, 2025

The Met Hotel Leeds - Newly Refurbished

The Met Hotel Leeds - Newly Refurbished

4 out of 5
Leeds City Center
Price was $986, price is now $948 per person
$948
per person
Mar 10 - Mar 11
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Leeds (LBA)
8/10 Very Good! (1,001 reviews)
Lovely refurbishment, very pleasant staff. Thank you

Reviewed on Jan 5, 2026

DoubleTree by Hilton Hotel Leeds City Centre

DoubleTree by Hilton Hotel Leeds City Centre

4 out of 5
Leeds City Center
Price was $1,501, price is now $1,452 per person
$1,452
per person
Feb 10 - Feb 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Leeds (LBA)
9.4/10 Exceptional! (1,042 reviews)
My wife and I stayed at the DoubleTree in Leeds for two nights and had a great experience. The staff were excellent, friendly, helpful, and welcoming throughout our stay. Our room was spotless and comfortable, featuring a vast, comfortable bed that ensured a great night's sleep. The hotel is conveniently located, within a reasonable distance from the city centre, and we really enjoyed the lovely views of the canal from our room. Everything went smoothly, and we wouldn't hesitate to stay here again.

Reviewed on Dec 14, 2025

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Discover the most popular places to visit in Upper Helmsley

Shambles which includes street scenes and heritage architecture

Shambles

4.5/5(146 reviews)

This picturesque cobblestone street has a fascinating medieval history and crooked buildings that appear to almost fall into one another.

Shambles
York Minster featuring religious aspects, a church or cathedral and a square or plaza

York Minster

5/5(156 reviews)

The city’s emblem is known for its superb stained-glass windows, underground treasure chambers and tall tower with spectacular views.

York Minster
a little night time photo shot at York Racecourse

York Racecourse

5/5(4 reviews)

You can take time to visit York Racecourse during your travels to York. Check out the shops and top-notch restaurants in this romantic area.

York Racecourse

What to do in Upper Helmsley

Forbidden Chronicles- Tour of York

Forbidden Chronicles- Tour of York

$17
per adult
Forbidden Chronicles- Tour of York
The beautiful city of York has the best preserved medieval streets in the country.

Romans, Vikings and Medieval Marvels in York: A Self-Guided Audio Tour

$12
per adult
90% of travellers recommend
Romans, Vikings and Medieval Marvels in York: A Self-Guided Audio Tour
York’s Haunted Heart : Ghost, Ghouls and Gallows

York’s Haunted Heart : Ghost, Ghouls and Gallows

$14
per adult
York’s Haunted Heart : Ghost, Ghouls and Gallows
See all activities in Upper Helmsley

Upper Helmsley Hotel Deals

The Milner York

The Milner York

4 out of 5
Station Road York England
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $113 total per night from Jan 18 to Jan 19
$113 total
Jan 18 - Jan 19
Total with taxes and fees
8.4/10 Very Good! (1,708 reviews)
Clean and comfortable room,ha everything we needed ,it was alsowarm despite the cold weather outside ..

Reviewed on Jan 4, 2026

The Milner York
Moxy York

Moxy York

3.5 out of 5
Black Horse Lane York England
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $82 total per night from Jan 18 to Jan 19
$82 total
Jan 18 - Jan 19
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
The room was lovely and clean. Staff were all friendly and helpful, even when we checked out the receptionist asked if there was anything else we would like help with. I thought this was a very thoughtful and nice thing to ask. The bar area was airy and well laid out and the drinks were reasonably ...

Reviewed on Jan 6, 2026

Moxy York
Malmaison York

Malmaison York

4 out of 5
2 ROUGIER STREET York England
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $114 total per night from Jan 11 to Jan 12
$114 total
Jan 11 - Jan 12
Total with taxes and fees
8.6/10 Excellent! (1,306 reviews)
Staff were all efficient and personable

Reviewed on Jan 5, 2026

Malmaison York
See all 2,488 properties in Upper Helmsley
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 Upper Helmsley Vacation Packages

Upper Helmsley Essential Information

Language
English
Currency
British pounds sterling
Top Sights
York Minster, Castle Howard and York Castle Museum

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Frequently asked questions

How much does an Upper Helmsley vacation package cost?
Offering great value package deals from $925 on Expedia, you'll be thrilled with how little a vacation to Upper Helmsley costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Upper Helmsley?
If you're looking to snag a cheap Upper Helmsley vacation package, consider planning a trip in February, June and December. You'll generally find better prices on flights and hotels during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Upper Helmsley?
The ideal duration for your Upper Helmsley vacation depends on what you'd like to see. Typically, a handful of days to a week will give you plenty of time to hit all the main sights and discover some hidden spots along the way.
How to find the best Upper Helmsley package deals?
Begin your search for an Upper Helmsley package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Upper Helmsley package deal right away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Upper Helmsley adventure underway.
Is it cheaper to book an Upper Helmsley vacation as a package?
You can enjoy significant savings on your next Upper Helmsley break by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Upper Helmsley?
If you have your Upper Helmsley travel dates confirmed, book as soon as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Upper Helmsley vacation packages?
Set off on your dream trip to Upper Helmsley with our Book Now, Pay Later vacations. There's no need to save like crazy or wait for your next payday — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip 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.