Helmsley Vacation Packages

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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.
Hilton Leeds City Hotel

Hilton Leeds City Hotel

4 out of 5
Leeds City Center
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
8.4/10 Very Good! (154 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

23 St Mary's

23 St Mary's

3.5 out of 5
Bootham
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
9.4/10 Exceptional! (529 reviews)
Lovely place. Great location, staff are excellent, breakfast definitely worth the extra.

Reviewed on Jul. 24, 2025

The Churchill Hotel

The Churchill Hotel

4 out of 5
Clifton
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
9/10 Wonderful! (1,000 reviews)
Very pleasant and helpful staff. Nice room, newly renovated. Efficient check in. Location close to all attractions. Good choice for breakfast. Some dampness in corner of shower. Bathroom extractor not efficient causing condensation all over the room.

Reviewed on Jun. 12, 2025

North Crescent

North Crescent

3 out of 5
Lovell Park
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
No reviews
Oulton Hall Hotel, Spa & Golf Resort

Oulton Hall Hotel, Spa & Golf Resort

4 out of 5
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Leeds (LBA)
8.4/10 Very Good! (1,000 reviews)
Check in took about 30 mins due to everyone’s arrival being at 3. We did arrive at 2.40 but were told our room wasn’t available, not aware the queue would be 50 people long at 3. Veggie options for breakfast were limited All staff very helpful, specifically Nathan at the bar

Reviewed on Jul. 30, 2025

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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
The price is CA $151 per night from Aug 4 to Aug 5
CA $151
CA $181 total
Aug 4 - Aug 5
includes taxes & 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
The price is CA $191 per night from Aug 4 to Aug 5
CA $191
CA $229 total
Aug 4 - Aug 5
includes taxes & fees
8.6/10 Excellent! (368 reviews)
"All good."

Reviewed on Jul. 29, 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
The price is CA $304 per night from Aug 3 to Aug 4
CA $304
CA $364 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (377 reviews)
Perfection
"Rating a hotel that gets 10 out 10 for every element of our stay, booked and the added day we added on (as we weren’t ready to leave), is easy to do. A wonderful hotel, a wonderful location. Thank you."

Reviewed on Jul. 23, 2025

Feversham Arms Hotel & Verbena Spa
See all 1,687 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.
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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
Jorvik Viking Centre

Jorvik Viking Centre

4.5/5(20 reviews)

Imagine yourself as a Viking in this museum that allows you to dig up Norse artifacts and witness reenactments, while you learn about York’s Scandinavian settlers.

Jorvik Viking Centre

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
York: Witches and History Old Town Walking Tour

York: Witches and History Old Town Walking Tour

CA $31
per adult
York: Witches and History Old Town Walking Tour
The Crux Courtyard

The Deathly Dark Tour of York: Experience of the Year 2024

CA $26
per adult
100% of travellers recommend
The Deathly Dark Tour of York: Experience of the Year 2024
See all activities in Helmsley

Frequently asked questions

How much does a Helmsley vacation package cost?
Offering excellent value package deals from CA $1,646 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.