Helmsley Vacations from $744

Book a Hotel + Flight or Car together to unlock savings

Photo by Ron Jnr

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Helmsley Vacation

Lock in a Helmsley vacation package that has everything you need and no unnecessary extras. Great for adventure sports, watersports and families, consider basing yourself in the neighborhood of Kirby Misperton. Rievaulx Abbey, Ampleforth Abbey and Byland Abbey are just a few of the many attractions worth checking out during your trip to Helmsley. Browse Expedia's extensive range of travel options and start planning your perfect vacation to Helmsley today.

The Latest Helmsley vacation packages

Price found within the past 48 hours. Click for updated prices.
Discovery Inn Hotel

Discovery Inn Hotel

2 out of 5
Leeds City Center
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Leeds (LBA)
8/10 Very Good! (1,005 reviews)
The reception staff were all pleasant and helpful. The bed was very comfortable. There was some noise at night, after the Lionesses roared, but no problem there! An excellent stay which I shall repeat in the future.

Reviewed on Jul 30, 2025

Leeds Centre by Charles Hope

Leeds Centre by Charles Hope

3 out of 5
Leylands
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Leeds (LBA)
9.6/10 Exceptional! (14 reviews)
Very easy location to be in, good customer service and clean

Reviewed on Feb 25, 2025

West Mount Flats

West Mount Flats

2.5 out of 5
Hyde Park
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Leeds (LBA)
No reviews
Quebecs Luxury Aparthotel

Quebecs Luxury Aparthotel

5 out of 5
Leeds City Center
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Leeds (LBA)
9.6/10 Exceptional! (318 reviews)
A unique property that was spacious and comfortable. The staff was very friendly and accommodating. The location in the city centre was ideal to get around. The caveat for disabled or elderly is that there are lots of stairs within the apartment.

Reviewed on Jul 22, 2025

Hilton Leeds City Hotel

Hilton Leeds City Hotel

4 out of 5
Leeds City Center
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Leeds (LBA)
8.4/10 Very Good! (169 reviews)
Aircon didn’t work. Shower curtain railing wasn’t screwed in properly, leaving it loose and the middle part of the railing further down - causing water to escape. Breakfast was lovely tho!

Reviewed on Jul 22, 2025

Don't see what you're looking for?
See all available trips from Columbus to Helmsley
View all trips

Discover the most popular places to visit in Helmsley

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
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
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 lively bars in this family-friendly area.

York Racecourse

What to do in Helmsley

York Witches and History Walking Tour

York Witches and History Walking Tour

$23
per adult
York Witches and History Walking Tour
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
80% of travellers recommend
Romans, Vikings and Medieval Marvels in York: A Self-Guided Audio Tour
Original Harry Potter Locations Tour - York

Original Harry Potter Locations Tour : Guided Tour of York

$19
per adult
Original Harry Potter Locations Tour : Guided Tour of York
See all activities in Helmsley

Helmsley Hotel Deals

The Feathers Hotel, Helmsley, North Yorkshire

The Feathers Hotel, Helmsley, North Yorkshire

4 out of 5
Market Place, Helmsley, York, England
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $133 total per night from Aug 25 to Aug 26
$133 total
Aug 25 - Aug 26
Total includes taxes and fees
9.2/10 Wonderful! (424 reviews)
"Only has likes. Staff were all brilliant. They were helpful, obliging and keen to do a good job. Room was well appointed, and the beds were super comfortable."

Reviewed on Jul 30, 2025

The Feathers Hotel, Helmsley, North Yorkshire
The Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group

4 out of 5
Market Place, Helmsley, York, England
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $160 total per night from Aug 10 to Aug 11
$160 total
Aug 10 - Aug 11
Total includes taxes and fees
8.6/10 Excellent! (370 reviews)
Good location and a nice old inn.
"Location is very central and located on the town square. Parking is as stated on the website, first in gets a spot otherwise it’s street or pay in the square. Very rambling old hotel with new extensions. Helpful staff and meals were enjoyable."

Reviewed on Aug 6, 2025

The Black Swan - The Inn Collection Group
Feversham Arms Hotel & Verbena Spa

Feversham Arms Hotel & Verbena Spa

4 out of 5
High Street, Helmsley, York, England
$223 nightly
The price is $268 total per night from Aug 10 to Aug 11
$268 total
Aug 10 - Aug 11
Total includes taxes and fees
9/10 Wonderful! (380 reviews)
"Great stay again. Heated pool was a highlight for our 8 month old. Staff were great and lunch at the pool restaurant reccomended."

Reviewed on Aug 6, 2025

Feversham Arms Hotel & Verbena Spa
See all 1,674 properties in 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Helmsley vacation package cost?
Offering great value package deals from $744 on Expedia, you'll be thrilled with how little a vacation to Helmsley costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Helmsley?
March, July and November are the best times to search for cheap Helmsley vacation packages. Traveling in less busy months means you can typically find better prices on flights and hotels.
How many days is enough for Helmsley?
With a well-organized travel plan, you can easily visit the main Helmsley sights in a few days. But if you want to discover lesser-known spots or take day trips, think about booking your Helmsley vacation for longer.
Is it worth booking a vacation package to Helmsley?
Helmsley is a good vacation destination with attractions like Hemsley Walled Garden among the many things to keep you entertained. Whether you're traveling with the family or getting away with friends, a Helmsley vacation promises a good time for everyone.
How to find the best Helmsley package deals?
Finding a cheap Helmsley package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add a few filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Helmsley package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Helmsley vacation as a package?
You can enjoy significant savings on your Helmsley break by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Helmsley?
If you're planning an impromptu Helmsley trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Helmsley?

  1. Pick your dates: The things you'd like to do in Helmsley and your preferred season will help you decide when to go.
  2. Budget wisely: Besides the price of your accommodations, you'll need to consider other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Helmsley.
  3. Use Expedia's trip planning tool to explore Helmsley: Research every part of your trip to Helmsley with this comprehensive planner. Invite friends or family to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide your trip length: Think about how much time you want to spend exploring Helmsley. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Helmsley vacation package.
  6. Book any day trips or activities: Here's the fun part — locking in everything you want to do and see. Browse some of the top things to do in Helmsley and book your tickets early to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Helmsley vacation packages?
If you're anything like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Helmsley break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.