Title: Upper Helmsley Vacation Packages & Trips 2026 from CA $1,358 | Expedia.ca

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# Upper Helmsley Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

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#### Your Upper Helmsley Vacation

With everything planned before you go away, our Upper Helmsley vacation packages mean you can focus more on having a great time. Whether you're based in the neighborhood of Skipwith, which is good for history, or someplace else, this interesting city offers a wealth of discoveries. Make your trip to Upper Helmsley even more fun by including some sightseeing. [Yorkshire Air Museum](https://www.expedia.ca/Yorkshire-Air-Museum-York.d6079287.Vacation-Attraction), [York St. John University](https://www.expedia.ca/York-St-John-University-York.d6270585.Vacation-Attraction) and [University of York](https://www.expedia.ca/University-Of-York-York.d6079263.Vacation-Attraction) are some of the top attractions you'll want to explore. Your ideal Upper Helmsley vacation is just a few clicks away. Explore airfares, hotels and more on Expedia for a getaway that's tailored to suit your travel style.

## Top Upper Helmsley Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![The Milner York](https://images.trvl-media.com/lodging/1000000/10000/200/148/7d3d952b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Milner York

South Bank

CA $1,358

per person

May 26 - May 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Leeds (LBA)

8.6/10 Excellent! (1,620 reviews)

Great friendly staff, spacious room Down side, lift could only carry 2 people with luggage. Long wait for the lift.

Reviewed on Mar 2, 2026

![Chevin Country Park Hotel & Spa](https://images.trvl-media.com/lodging/1000000/530000/523400/523389/0c09fd22_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Chevin Country Park Hotel & Spa

CA $1,435

per person

Apr 7 - Apr 13

found 9 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Leeds (LBA)

7.2/10 Good! (898 reviews)

Room dated, batteries flat in the remote control, no sugar, wifi and phone signal very poor

Reviewed on Jan 20, 2026

![Jorvik House](https://images.trvl-media.com/lodging/3000000/2480000/2471800/2471799/d1d96538_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Jorvik House

Bootham

CA $1,361

per person

May 26 - May 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Leeds (LBA)

9.4/10 Exceptional! (385 reviews)

Todo el hotel es muy bonito el personal super amable te llevan el desayuno al cuarto y estan listos para atenderte ante cualquier necesidad volvere

Reviewed on Feb 23, 2026

![Oulton Hall Hotel, Spa & Golf Resort](https://images.trvl-media.com/lodging/1000000/20000/16000/15948/c48e4b2b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Oulton Hall Hotel, Spa & Golf Resort

CA $1,460

per person

Apr 7 - Apr 13

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Leeds (LBA)

8.4/10 Very Good! (1,004 reviews)

I enjoyed my stay and found it very relaxing. The only recommendation is to paste a description in the lift to help guests find their way around

Reviewed on Mar 1, 2026

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_553248635975848737)

## Ready to book your vacation to Upper Helmsley?

Choose your dates

## Upper Helmsley Hotel Deals

![Radisson Hotel York](https://images.trvl-media.com/lodging/1000000/10000/1100/1005/12645cbc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Radisson Hotel York

North Street York England

Fully refundableReserve now, pay when you stay

CA $104

CA $125 total

Mar 15 - Mar 16

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Perfect for the city centre to get to all the bars and restaurants on foot we chose a river view and a high floor had a view of the minster the staff were great helping you with everything definitely going back

Reviewed on Mar 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=1005&PinnedHotelID=1005&HadPinnedHotel=true&regionId=553248635975848737)

![The Milner York](https://images.trvl-media.com/lodging/1000000/10000/200/148/7d3d952b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Milner York

Station Road York England

Fully refundableReserve now, pay when you stay

CA $146

CA $176 total

Mar 15 - Mar 16

includes taxes & fees

8.6/10 Excellent! (1,721 reviews)

Great friendly staff, spacious room Down side, lift could only carry 2 people with luggage. Long wait for the lift.

Reviewed on Mar 2, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=148&PinnedHotelID=148&HadPinnedHotel=true&regionId=553248635975848737)

![Hampton by Hilton York Piccadilly](https://images.trvl-media.com/lodging/68000000/67330000/67320100/67320076/569a902f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hampton by Hilton York Piccadilly

46-50 Piccadilly York England

Fully refundableReserve now, pay when you stay

CA $110

CA $132 total

Mar 22 - Mar 23

includes taxes & fees

9/10 Wonderful! (1,558 reviews)

The coppergate shopping centre is 5 mins away and the main attractions are no more than 20 minutes away.

Reviewed on Mar 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=67320076&PinnedHotelID=67320076&HadPinnedHotel=true&regionId=553248635975848737)

[See all 2,496 properties in Upper Helmsley](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&regionId=553248635975848737)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Upper Helmsley

![York Minster featuring heritage architecture, a church or cathedral and religious aspects](https://images.trvl-media.com/place/6079281/7af1e35b-9ae1-4b3b-8e1c-2734af318b57.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### York Minster

4.5/5(63 reviews)

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

[](https://expedia.ca/York-Minster-City-Centre.d6079281.Vacation-Attraction)

![Shambles showing heritage architecture and street scenes](https://images.trvl-media.com/place/6164998/742e4862-736e-4f26-8cb6-6430f9c52d88.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Shambles

4.5/5(54 reviews)

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

[](https://expedia.ca/Shambles-City-Centre.d6164998.Vacation-Attraction)

![The sun setting over a wintery day on the Heslington East campus at the University of York #goldenhour](https://images.trvl-media.com/place/5489/7aea1adc-7197-4bb0-a2dd-0f178b355b7a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### University of York

4/5(2 reviews)

Enjoy the collegiate vibe at University of York during your stay in Heslington. Discover the lively bars and fascinating museums in this walkable area. 

[](https://expedia.ca/University-Of-York-York.d6079263.Vacation-Attraction)

### What to do in Upper Helmsley

![York Hop-On Hop-Off Bus Tour](https://mediaim.expedia.com/localexpert/172294/2620cf05-718d-4e61-8a93-73227d0d0507.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### City Sightseeing York Hop-On Hop-Off Bus Tour

CA $31

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/city-sightseeing-york-hop-on-hop-off-bus-tour.a172294.activity-details)

![York: Witches and History Old Town Walking Tour](https://mediaim.expedia.com/localexpert/44621773/7fb96632-62a9-4980-87c1-000d4613ffcb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### York: Witches and History Old Town Walking Tour

CA $31

per adult

[](https://expedia.ca/things-to-do/york-witches-and-history-old-town-walking-tour.a44621773.activity-details)

![York Witches and History Walking Tour](https://mediaim.expedia.com/localexpert/5166642/26dc2f74-038f-4ef9-b6f6-96e5d11ac029.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### York Witches and History Walking Tour

CA $31

per adult

**90%** of travellers recommend

[](https://expedia.ca/things-to-do/york-witches-and-history-walking-tour.a5166642.activity-details)

[See all activities in Upper Helmsley](https://expedia.ca/things-to-do/search?rid=553248635975848737)

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