Helmsley Vacations from ￥231,241

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The Latest Helmsley Vacation Packages

Price found within the past 48 hours. Click for updated prices.
b Hill Cottage Haworth

b Hill Cottage Haworth

2.5 out of 5
per person
Aug 26 - Aug 29
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Leeds (LBA)
10/10 Exceptional! (1 review)
Local for Bronte experience. Great host.

Reviewed on Feb 12, 2025

Newby Bridge Hotel

Newby Bridge Hotel

3 out of 5
per person
Aug 12 - Aug 18
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Leeds (LBA)
7.8/10 Good! (455 reviews)
This is a great location and the staff are brilliant. The hotel is basic but acceptable. I’d strongly encourage you not to accept Room one in the annex.. tell them when you book that you don’t want it. The floorboards above are ridiculously noisy and the occupant of the room only has to move gently and it sounds like the ceiling is going to fall in on you. Unfortunately, for me, they were early rises and consequently it was a terrible night sleep for me.

Reviewed on May 29, 2025

The Olive Branch Inn

The Olive Branch Inn

3.5 out of 5
per person
Aug 26 - Aug 29
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Leeds (LBA)
9.4/10 Exceptional! (73 reviews)
had a wonderful stay here last night . used at we were attending a birthday in the village however we will return again and sample the food it looked amazing

Reviewed on Apr 21, 2025

A Place In The Pennines

A Place In The Pennines

2 out of 5
per person
Aug 26 - Aug 29
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Leeds (LBA)
9.8/10 Exceptional! (14 reviews)
The Redbrook lodge was beautiful. Ample parking at the property and easy to get to. Everything supplied that you would need for an overnight stay. The bathroom door was a bit tempramental as it is on a runner but i assume it just needed fitting back onto the runner so not really a criticism. The outdoor lights were not working but the warden was quick to come and attempt to fix them, but was unsuccessful. I would still stay again.

Reviewed on Dec 1, 2024

Hebden Townhouse

Hebden Townhouse

3.5 out of 5
per person
Aug 26 - Aug 29
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Leeds (LBA)
9.2/10 Wonderful! (301 reviews)
Our room was lovely, clean and comfortable and an amazing shower. We arrived 3 hours before check in time to drop off our bags but our room was ready and we were able to use it straight away. Great location on the edge of the town centre.

Reviewed on Oct 7, 2024

Find the Best Helmsley Vacation Packages

Helmsley Hotel Deals

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 ￥16,280 per night from Jul 20 to Jul 21
￥16,280
￥19,536 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (357 reviews)
"Stayed at The Black Swan for an overnight trip. Location excellent, lovely walks from the door. Took our dog, were provided with a room close to an outside door which was great. Room very clean and spacious. Bed was comfortable. Quiet room. Staff at the hotel were lovely and made us feel welcome. ..."

Reviewed on Jun 12, 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 ￥31,080 per night from Jul 15 to Jul 16
￥31,080
￥37,296 total
Jul 15 - Jul 16
includes taxes & fees
9/10 Wonderful! (372 reviews)
"Lovely hotel. Staff very friendly and helpful. Restaurant was quiet and food delicious. Spa & outdoor pool lovely."

Reviewed on Jun 16, 2025

Feversham Arms Hotel & Verbena Spa
The Feathers Hotel, Helmsley, North Yorkshire
The Feathers Hotel, Helmsley, North Yorkshire
4 out of 5
Market Place, Helmsley, York, England
The price is ￥12,990 per night from Jun 29 to Jun 30
￥12,990
￥15,589 total
Jun 29 - Jun 30
includes taxes & fees
9.2/10 Wonderful! (419 reviews)
"Very friendly staff. Near to all amenities, Room tidy and coffee & teas replaced when needed. All bathroom items provided We have stayed here before, I would recommend"

Reviewed on Jun 14, 2025

The Feathers Hotel, Helmsley, North Yorkshire
See all 1,657 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.

Frequently asked questions

How much does a Helmsley vacation package cost?
Offering great value package deals from ￥231,241 on Expedia, you'll be thrilled with how little a vacation 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 vacation packages, organize 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-organized 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 vacation 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 personalize your search by "Property class," "Number of bedrooms," "Traveler 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 traveling on a weekday, when prices are often lower.
Is it cheaper to book a Helmsley vacation as a package?
You can enjoy significant savings on your Helmsley break by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation 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 favorite 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 customized Helmsley vacation package.

Discover the most popular places to visit in Helmsley

York Minster featuring religious aspects, a church or cathedral and a square or plaza

York Minster

The city’s emblem is known for its superb stained-glass windows, underground treasure chambers and tall tower with spectacular views.

York Minster
Shambles which includes street scenes and heritage architecture

Shambles

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

Shambles
York featuring heritage architecture

York City Walls

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

￥3,331
per adult
90% of travellers recommend
City Sightseeing York Hop-On Hop-Off Bus Tour
From York: North Moors & Whitby Tour with Steam Railway Ride

From York: North Moors and Whitby Tour

￥15,873
per adult
100% of travellers recommend
From York: North Moors and Whitby Tour
York Witches and History Walking Tour

York Witches and History Walking Tour

￥3,331
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.