Helmsley Holidays

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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 S$171 per night from 31 Aug to 1 Sept
S$171
31 Aug - 1 Sept
includes taxes & fees
9.4/10 Exceptional! (497 reviews)
"Friendly staff, nice room spoiled by mould in the shower."

Reviewed on 23 Jul, 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 S$295 per night from 31 Aug to 1 Sept
S$295
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 S$189 per night from 17 Aug to 18 Aug
S$189
17 Aug - 18 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.

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

Nth York Moors Steam Train

Nth York Moors Steam Train (incl) & Whitby Small Group Day Trip.

S$130
per adult
Nth York Moors Steam Train (incl) & Whitby Small Group Day Trip.
York Hop-On Hop-Off Bus Tour

City Sightseeing York Hop-On Hop-Off Bus Tour

S$29
per adult
92% of travellers recommend
City Sightseeing York Hop-On Hop-Off Bus Tour
The York Dungeon Tour

The York Dungeon Tour

S$34
per adult
90% of travellers recommend
The York Dungeon Tour
See all activities in Helmsley

Frequently asked questions

How much does a Helmsley holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Helmsley costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Helmsley?
To score cheap Helmsley holiday packages, organise your trip outside of busy periods like public holidays and major events. You'll typically find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Helmsley?
With a well-organised itinerary, you can easily visit the top Helmsley sights in a handful of days. But if you want to discover hidden spots or go on day trips, think about booking your Helmsley holiday for longer.
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 personalise your search by "Property class," "Number of bedrooms," "Traveller 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 travelling on a weekday, when prices are often lower.
Is it cheaper to book a Helmsley holiday as a package?
You can enjoy significant savings on your Helmsley break by booking a personalised holiday package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday 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. Choose when to get away: Check your calendar and pack your bags. Your favourite season and the type of activities available will also help you decide when to escape to Helmsley.
  2. Set your budget: Consider costs like food, flights and transportation when working out how much to set aside for your trip to Helmsley. Then, pick a hotel that matches your budget, whether that's an economical option or a lavish getaway.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you want to get to in Helmsley. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customised Helmsley holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.