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$166 per night from 12 Nov to 13 Nov
S$166
12 Nov - 13 Nov
includes taxes & fees
9.4/10 Exceptional! (507 reviews)
"The lovely Mary made us very welcome at check-in even though we arrived early the room was available and was lovely and clean and bright. Big room with a large bed and all the top quality facilities you need. We didnt eat in the Hotel that night but breakfast the next day was excellent. Great hotel ..."

Reviewed on 18 Oct, 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
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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$187 per night from 8 Nov to 9 Nov
S$187
8 Nov - 9 Nov
includes taxes & fees
The Black Swan - The Inn Collection Group
See all 4,069 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 lively bars or top-notch restaurants in this relaxing area.
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What to do in Helmsley

York: Witches and History Old Town Walking Tour

York: Witches and History Old Town Walking Tour

S$29
per adult
80% of travellers recommend
York: Witches and History Old Town Walking Tour
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.