Helmsley Holidays
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Top Flight + Hotel Deals in Helmsley
Price found within the past 48 hours. Click for updated prices.
Middletons Hotel
Bishophill
Save 100% on your flight
Price was €358, price is now €266 per person
€266
per person
4 Apr - 7 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Leeds (LBA)
9/10 Wonderful! (1,000 reviews)
Wonderful weekend at the Middleton. Close to everything. Staff were all friendly and helpful. Food was amazing!
Reviewed on 9 Feb 2026
The Minster Hotel York
Bootham
Save 100% on your flight
Price was €319, price is now €243 per person
€243
per person
4 Apr - 7 Apr
found 1 day ago
Return flight included
Dublin (DUB) to Leeds (LBA)
9.4/10 Exceptional! (1,002 reviews)
Room was clean, warm and comfortable. Staff were friendly and helpful and the bar was very reasonably priced! Will return!
Reviewed on 8 Feb 2026
Top hotels in Helmsley
The Feathers Hotel, Helmsley, North Yorkshire
Market Place York England
Fully refundableReserve now, pay when you stay
The price is €92 per night from 26 Feb to 27 Feb
€92
26 Feb - 27 Feb
includes taxes & fees
9.2/10 Wonderful! (463 reviews)
Friendly staff, clean room
Reviewed on 9 Feb 2026
The Black Swan - The Inn Collection Group
Market Place York England
Fully refundableReserve now, pay when you stay
The price is €102 per night from 23 Feb to 24 Feb
€102
23 Feb - 24 Feb
includes taxes & fees
8.6/10 Excellent! (402 reviews)
Enjoyed the whole experience
Reviewed on 18 Jan 2026
The Royal Oak Hotel
15 Market Place York England
The price is €92 per night from 16 Feb to 17 Feb
€92
16 Feb - 17 Feb
includes taxes & fees
8/10 Very Good! (90 reviews)
The room was clean and pleasant, although the toilet was leaking. The noise from the bar music was very loud up until midnight. Easy walking to the venue we were going to so it served it’s purpose at a good price.
Reviewed on 18 Jan 2026
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.
Popular places to visit
Shambles
4.5/5(967 reviews)
This picturesque cobblestone street has a fascinating medieval history and crooked buildings that appear to almost fall into one another.
York Minster
4.5/5(775 reviews)
The city’s emblem is known for its superb stained-glass windows, underground treasure chambers and tall tower with spectacular views.
Castle Howard
4.5/5(128 reviews)
You can find out about the history of Henderskelfe with a stop at Castle Howard. Visit the lively bars or top-notch restaurants in this relaxing area.
What to do in Helmsley
City Sightseeing York Hop-On Hop-Off Bus Tour
€20
per adult
90% of travellers recommend
York: Witches and History Old Town Walking Tour
€20
per adult
Shadows of York: Ghost Walk and Horrible History.
€15
per adult
84% of travellers recommend
Explore a world of travel with Expedia
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- Ampleforth Holidays
- Visit Borrowby
- Castle Howard
- Visit Chop Gate
- Visit Coneysthorpe
- Visit Coxwold
- Flamingo Land Theme Park and Zoo
- Visit Gilling East
- Visit Hartoft
- Visit Hawnby
- Hutton le Hole Holidays
- Visit Lastingham
- Visit Nawton
- Pickering Church
- Visit Pickering
- Redwood Park Fishing Lakes
- Visit Scotch Corner
- Visit Sheriff Hutton
- Visit Stittenham
- Thirsk Holidays
- Visit Thirsk
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
