Helmsley Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 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.

Top Helmsley Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cedar Court Huddersfield

Cedar Court Huddersfield

4 out of 5
per person
Jun. 16 - Jun. 21
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Leeds (LBA)
8.4/10 Very Good! (126 reviews)
Damon on check in was great. Friendly, professional and genuine. Great example of a good work ethic. A rising star!

Reviewed on May 2, 2025

Leeds Centre by Charles Hope

Leeds Centre by Charles Hope

3 out of 5
Leylands
per person
Jun. 16 - Jun. 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
9.4/10 Exceptional! (10 reviews)
Very easy location to be in, good customer service and clean

Reviewed on Feb. 25, 2025

Clayton Hotel Leeds

Clayton Hotel Leeds

4 out of 5
Holbeck Urban Village
per person
Jun. 15 - Jun. 21
found 19 hours ago
Roundtrip flight included
Montreal (YUL) to Leeds (LBA)
8.8/10 Excellent! (1,010 reviews)
Not bad for the price, in an ok location a stroll in to the center of Leeds . Would stay again

Reviewed on Apr. 24, 2025

Aire Apartments - The Calls

Aire Apartments - The Calls

2 out of 5
Leeds City Center
per person
Jun. 16 - Jun. 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
10/10 Exceptional! (1 review)
Excellent and spacious apartment for those who prefer a home away from home over a hotel. Perfect for both business or leisure trips. Having good quality coffee machine as well as a french press and ample coffee, made my day!

Reviewed on Feb. 1, 2025

Ready to book your vacation to Helmsley?

 

Choose your dates

Helmsley Hotel Deals

Feversham Arms Hotel & Verbena Spa
Feversham Arms Hotel & Verbena Spa
4 out of 5
High Street, Helmsley, York, England
The price is CA $274 per night from May 6 to May 7
CA $274
CA $329 total
includes taxes & fees
May 6 - May 7
9/10 Wonderful! (365 reviews)
"Great food clean rooms lovely spa really nice helpful friendly staff."

Reviewed on Apr. 27, 2025

Feversham Arms Hotel & Verbena Spa
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
The price is CA $161 per night from May 5 to May 6
CA $161
CA $193 total
includes taxes & fees
May 5 - May 6
8.6/10 Excellent! (349 reviews)
"Excellent hotel will definitely return 👌 👍"

Reviewed on Apr. 23, 2025

The Black Swan - The Inn Collection Group
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
The price is CA $152 per night from May 5 to May 6
CA $152
CA $182 total
includes taxes & fees
May 5 - May 6
9.2/10 Wonderful! (410 reviews)
"Another very enjoyable stay at the Feathers, all staff were very friendly & helpful. Bedrooms we’ve stayed in were cosy but comfortable and had everything we needed."

Reviewed on Apr. 26, 2025

The Feathers Hotel, Helmsley, North Yorkshire
See all 1,574 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Helmsley vacation package cost?
Offering excellent value package deals from CA $1,183 on Expedia, you’ll be surprised at how little a vacation to Helmsley costs! Expedia’s packages make travel planning easier and save you more.
What are the cheapest months to go to Helmsley?
Plan your trip for the off-season and you’re likely to find cheap Helmsley vacation packages. Keep in mind that school vacation periods and local events and festivals can impact prices, so do your research before booking.
How many days is enough for Helmsley?
The ideal duration of your Helmsley vacation depends on what you’d like to see and do. Generally, a few days to a week will give you plenty of time to hit all the top attractions and explore some hidden treasures along the way.
How to find the best Helmsley package deals?
Start your search for a Helmsley package deal by entering your preferred trip dates and destination under our “Packages” tab. Then select some filters, like “Popular locations” and “Property type,” to fine-tune the results to your exact style. You can also sort by “Package discount” and browse offers that come with huge savings. If you don’t find the perfect Helmsley package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Helmsley adventure underway.
Is it cheaper to book a Helmsley vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays separately. Better still, you can tailor your Helmsley getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
How to plan a trip to Helmsley?

  1. Choose when to go: Check your diary and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to visit Helmsley.
  2. Set a budget: Factor in expenses such as food, flights and transportation when calculating how much to put aside for your trip to Helmsley. Then, pick a hotel that matches your budget, whether that’s a low-cost option or a lavish retreat.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you want to get to in Helmsley. Then, estimate how long you’ll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Helmsley vacation package.

Discover the most popular places to visit in Helmsley

York Minster featuring heritage architecture, a church or cathedral and religious aspects

York Minster

4.5/5(63 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 showing heritage architecture and street scenes

Shambles

4.5/5(54 reviews)

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

Shambles
York showing heritage architecture

York City Walls

5/5(1 review)

See some of York’s most impressive sights on a walk around the historic perimeter wall that has its origins in the Roman era.

York City Walls

What to do in Helmsley

York Hop-On Hop-Off Bus Tour

City Sightseeing York Hop-On Hop-Off Bus Tour

CA $31
per adult
90% of travellers recommend
City Sightseeing York Hop-On Hop-Off Bus 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

CA $17
per adult
80% of travellers recommend
Romans, Vikings and Medieval Marvels in York: A Self-Guided Audio Tour
York Witches and History Walking Tour

York Witches and History Walking Tour

CA $31
per adult
York Witches and History Walking Tour
See all activities in Helmsley
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.