Helmsley Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Packages with flights are ATOL protected

Your Helmsley Holiday

Lock in a Helmsley holiday package that has everything you need and no unnecessary extras. Great for adventure sports, watersports and families, consider basing yourself in the neighbourhood 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 holiday to Helmsley today.

Helmsley Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Teesside Intl. Airport (MME)
Population
1,500
Max Temp Winter
7ºC
Max Temp Summer
18ºC
Top Sights
Castle Howard, Helmsley Castle and Ryedale Folk Museum

Top hotels in Helmsley

The Feathers Hotel, Helmsley, North Yorkshire

The Feathers Hotel, Helmsley, North Yorkshire

4 out of 5
Market Place York England
Fully refundableReserve now, pay when you stay
The price is £99 per night from 31 Aug to 1 Sept
£99
31 Aug - 1 Sept
includes taxes & fees
9.4/10 Exceptional! (498 reviews)
"Yes all very good. Much appreciated"

Reviewed on 3 Aug 2026

The Feathers Hotel, Helmsley, North Yorkshire
Feversham Arms Hotel & Verbena Spa

Feversham Arms Hotel & Verbena Spa

4 out of 5
High Street York England
The price is £187 per night from 31 Aug to 1 Sept
£187
31 Aug - 1 Sept
includes taxes & fees
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 York England
Fully refundableReserve now, pay when you stay
The price is £109 per night from 20 Aug to 21 Aug
£109
20 Aug - 21 Aug
includes taxes & fees
8.8/10 Excellent! (429 reviews)
"Centrally located, lots of character Breakfast very good, as were breakfast staff. Room was comfortable Staff in reception and in bar attached to reception not friendly or welcoming in the slightest. Really quite abrupt One of the coffee cups in our room contained some disgusting scummy liquid with ..."

Reviewed on 25 Jul 2026

The Black Swan - The Inn Collection Group
See all 3,908 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.

The Advantages of Helmsley Weekend Breaks

Discover a different side of the British Isles with a weekend break in Helmsley. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Helmsley weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Helmsley.

Cheap Weekend Breaks to Helmsley

There are lots of ways to take cheap weekend breaks to Helmsley. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Helmsley. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Helmsley Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Helmsley. Whisking your lover away for a romantic Helmsley weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Helmsley and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Helmsley

Set some time aside to experience family weekend breaks in Helmsley. There are plenty of excellent family-friendly hotels in Helmsley within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Helmsley. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Helmsley family weekend breaks.

All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Helmsley attractions

Helmsley Castle

8.6/10 (12 reviews)
You can find out about the history of Helmsley with a visit to Helmsley Castle. Visit the top-notch restaurants or lively bars in this quaint area.
See properties

What to do in Helmsley

York Hop-On Hop-Off Bus Tour

City Sightseeing York Hop-On Hop-Off Bus Tour

£17
per adult
92% 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

£14
per adult
York: Witches and History Old Town Walking Tour
RHS Garden Harlow Carr Entry Ticket

RHS Garden Harlow Carr Entry Ticket

£15
per adult
100% of travellers recommend
RHS Garden Harlow Carr Entry Ticket
See all activities in Helmsley

Frequently asked questions

Why should I book my Helmsley holiday with Expedia?
Expedia has you covered for all aspects of your Helmsley trip. You'll always get the best deal possible, but when you bundle your airfares, accommodation and/or hire car into a holiday package, you'll save even more. Want to really make the most of your escape? Add some awesome tours and activities to your customised package. Expedia offers flexible cancellation policies on almost all bookings, so there's no need to worry if you have to change your plans. Head over to our Customer Service Portal link to discover more.
When is the best time of year to holiday in Helmsley?
If you love the buzz of peak season, visit Helmsley in April, May and June. If you'd like a more relaxed vibe, March, July and November will suit you better. With average daytime temperatures of 3ºC, January is the coolest period in Helmsley. The warmest month is July, when you can expect average temperatures of 15ºC throughout the day. Whatever the temperature, you'll find plenty to keep you occupied here.
What is the top hotel for my holiday in Helmsley?
Offering many of the conveniences and comforts of home, Malmaison York will make an ideal base for your Helmsley trip.
How do I get a cheap holiday to Helmsley?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, activities and hire cars — we've got them all. Pick the combination that best suits you and see your savings grow. We know holidays are never one-size-fits-all. That's why we offer more than 400 air carriers and 321,000 hotel options globally, so you can customise your Helmsley holiday your way. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Helmsley holiday?
Make sure your holiday in Helmsley is a memorable one by taking in its well-known attractions. Rievaulx Abbey, Ampleforth Abbey, National Trust Nunnington Hall and Howardian Hills are just some of the things you must see while you're in this city.
What is the best area to stay in when on holiday in Helmsley?
There's so much to explore in Helmsley, so stay close to its best attractions and allow yourself more time sightseeing. Hemsley Walled Garden is one place to put on your must-see list.
Do I need a visa for my Helmsley holiday?
Research the latest rules on official government websites. Your nationality and whether you're travelling for study, business or leisure will determine if you need a visa for Helmsley. Make yourself familiar with the application process, including any required documentation, fees and turnaround times. Start your application well in advance to allow sufficient time for processing. Some visas may take several weeks or even months to obtain, depending on the country.
What should I wear on my Helmsley holiday?
Consider the activities planned during your Helmsley holiday and create a travel wardrobe that you can easily mix and match. For fashion inspiration or information on any dress codes, look up a few style blogs or social media accounts. Daytime temperatures in January, Helmsley's coolest month, are around 3ºC. July marks this city's warmest month when the average reaches 15ºC. Our top piece of advice? Take the guesswork out of what to pack and check the local weather forecast.
What does an Expedia Helmsley holiday include?
Choose from any combination of flights, hire cars and hotels. Once you've made your booking, add some activities and experiences. Want to pick your airfare class? That's easy to do too. The choice is yours when it comes to crafting your perfect Helmsley trip. Discover a wide range of property types and select one that matches the size of your group. The most popular rentals here are cottages and private holiday homes. With Expedia, it's a breeze to design your Helmsley escape the way you like.
Does Expedia offer Book Now, Pay Later Helmsley holidays?
Expedia has teamed up with online lender Klarna to make your next break a bit easier on the wallet. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that fits your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: Klarna offers payments in multiple transactions that work for all budget sizes, so you can have that well-deserved holiday sooner.
  • No-deposit holidays: Clicking on the "book now" button is easier with this plan. With no upfront fee for your getaway, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with a Helmsley Expedia holiday?
With a holiday package, the choice is in your hands. Whether you'd prefer to fly to Helmsley in first class or coach, simply choose from the available airline options. Expedia has access to over 400 partner airlines across the world.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.