Title: Helmsley Vacation Packages 2026 from $1,087 | Expedia.com

[Helmsley Travel Guide](https://expedia.com/Helmsley.dx4373)[Hotels in Helmsley](https://expedia.com/Helmsley-Hotels.d4373.Travel-Guide-Hotels)[Vacation Rentals in Helmsley](https://expedia.com/Helmsley-Vacation-Rentals.d4373.Travel-Guide-VacationRentals)[Flights to Helmsley](https://expedia.com/Cheap-Flights-To-Helmsley.d4373.Travel-Guide-Flights)[Car Rentals in Helmsley](https://expedia.com/Car-Rentals-In-Helmsley.d4373.Car-Rental-Guide)

![](https://images.trvl-media.com/place/4373/c6a55828-d9e6-46dc-b9d8-6d9ac9b09762.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Helmsley Vacations from $1,087

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

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Your Helmsley Vacation

Lock in a Helmsley vacation package that has everything you need and no unnecessary extras. Great for adventure sports, watersports and families, consider basing yourself in the neighborhood of Kirby Misperton. [Rievaulx Abbey](https://www.expedia.com/Rievaulx-Abbey-York.d6079249.Vacation-Attraction), [Ampleforth Abbey](https://www.expedia.com/Ampleforth-Abbey-York.d553248621555971632.Vacation-Attraction) and [Byland Abbey](https://www.expedia.com/Byland-Abbey-York.d6079213.Vacation-Attraction) are just a few of the many attractions worth checking out during your trip to Helmsley. Browse Expedia's extensive range of travel options and start planning your perfect vacation to Helmsley today.

## The Latest Helmsley vacation packages

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

![The Green Dragon at Bedale by OYO](https://images.trvl-media.com/lodging/7000000/6120000/6116300/6116239/w959h544x8y0-5dd50332_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Green Dragon at Bedale by OYO

$1,087

per person

May 16 - May 23

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Leeds (LBA)

8.6/10 Excellent! (126 reviews)

Nice clean room in a good location in Bedale

Reviewed on Dec 30, 2025

![OYO White Bear at Bedale](https://images.trvl-media.com/lodging/124000000/123090000/123088800/123088760/2168c383_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### OYO White Bear at Bedale

$1,115

per person

May 16 - May 23

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Leeds (LBA)

10/10 Exceptional! (1 review)

A very well presented room with a comfortable bed.

Reviewed on Feb 16, 2026

![OYO Bellevue Apartments Middlesborough](https://images.trvl-media.com/lodging/96000000/95860000/95855600/95855504/426f6d23_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### OYO Bellevue Apartments Middlesborough

$1,152

per person

May 16 - May 23

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Leeds (LBA)

6.8/10 (11 reviews)

The property was clean and tidy, the owner was very pleasant, very approachable and eager to help, I'd have given 5 stars throughout, but there was no shampoo for the shower, and no notice that we'd need to bring our own, Or none that I'm aware of, although given that I'm not particularly tech savvy, I could have missed it. Very happy overall.

Reviewed on Aug 5, 2023

![OYO The Leven](https://images.trvl-media.com/lodging/17000000/16580000/16573900/16573899/d13f2eda_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### OYO The Leven

$1,150

per person

May 16 - May 23

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Leeds (LBA)

7.6/10 Good! (130 reviews)

The room was Clean and tidy, the only down side was the room was cold, the shower was nice but took way too long to get hot, the bed was comfy.

Reviewed on Sep 23, 2025

![OYO The Baltimore Hotel](https://images.trvl-media.com/lodging/1000000/30000/24500/24453/9f7b2e34_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### OYO The Baltimore Hotel

$1,097

per person

May 16 - May 23

found 16 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Leeds (LBA)

7.4/10 Good! (550 reviews)

Good friendly staff and a good location, plenty of parking. The room was clean and tidy. Good choice for the proce we paid

Reviewed on Oct 28, 2025

Don't see what you're looking for?

See all available trips from Columbus to Helmsley

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-08/2026-04-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=LBA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

![](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.com/deals?rfrr=PKG_SPRING_PROMO_4373)

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

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

#### York Minster

5/5(156 reviews)

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

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

![Shambles which includes street scenes and heritage architecture](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(146 reviews)

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

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

![a little night time photo shot at York Racecourse](https://images.trvl-media.com/place/5489/aa2362f0-4c80-48a4-944a-16f265ee4c37.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### York Racecourse

5/5(4 reviews)

You can take time to visit York Racecourse during your travels to York. Check out the shops and lively bars in this family-friendly area. 

[](https://expedia.com/York-Racecourse-York.d553248621532494403.Vacation-Attraction)

### What to do in Helmsley

![Self Guided Walking Tour of York with Audio Guide](https://mediaim.expedia.com/localexpert/51286594/9606e1ac-684e-4d90-82a2-49950b0bb8b6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Self Guided Walking Tour of York with Audio Guide

$6

per adult

[](https://expedia.com/things-to-do/self-guided-walking-tour-of-york-with-audio-guide.a51286594.activity-details)

![Garden Harlow Admission Ticket ](https://mediaim.expedia.com/localexpert/50146527/21471056-4788-4aca-a222-3a0529215c6f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### RHS Garden Harlow Carr Entry Ticket

$21

per adult

[](https://expedia.com/things-to-do/rhs-garden-harlow-carr-entry-ticket.a50146527.activity-details)

![York’s Haunted Heart : Ghost, Ghouls and Gallows](https://mediaim.expedia.com/localexpert/48099714/29410639-9d9e-43ed-ab29-617835db594d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### York’s Haunted Heart : Ghost, Ghouls and Gallows

$16

per adult

[](https://expedia.com/things-to-do/yorks-haunted-heart-ghost.a48099714.activity-details)

[See all activities in Helmsley](https://expedia.com/things-to-do/search?rid=4373)

## Helmsley Hotel Deals

![Feversham Arms Hotel & Verbena Spa](https://images.trvl-media.com/lodging/9000000/8110000/8107300/8107242/61275af7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Feversham Arms Hotel & Verbena Spa

High Street York England

9/10 Wonderful! (401 reviews)

Lovely facilities and food. Staff very accommodating.

Reviewed on Mar 5, 2026

[Get rates](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=8107242&PinnedHotelID=8107242&HadPinnedHotel=true&regionId=4373)

[](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=8107242&PinnedHotelID=8107242&HadPinnedHotel=true&regionId=4373)

![The Feathers Hotel, Helmsley, North Yorkshire](https://images.trvl-media.com/lodging/15000000/14890000/14889400/14889397/10ef573e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Feathers Hotel, Helmsley, North Yorkshire

Market Place York England

Fully refundableReserve now, pay when you stay

$94 nightly

$113 total

Mar 12 - Mar 13

Total with taxes and fees

9.4/10 Exceptional! (473 reviews)

Great pub in a fabulous location … very friendly happy staff and a fantastic breakfast …. Attention to detail in the rooms is great even a little duck for the bath .. a very pleasant stay in a Gawjus village

Reviewed on Feb 25, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F12%2F2026&endDate=3%2F13%2F2026&selected=14889397&PinnedHotelID=14889397&HadPinnedHotel=true&regionId=4373)

![The Black Swan - The Inn Collection Group](https://images.trvl-media.com/lodging/1000000/30000/22500/22461/ffc1e9c7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Black Swan - The Inn Collection Group

Market Place York England

Fully refundableReserve now, pay when you stay

$99 nightly

$119 total

Mar 10 - Mar 11

Total with taxes and fees

8.8/10 Excellent! (405 reviews)

Beautiful hotel. Clean and really comfortable. Staff were very pleasant and professional Food was excellent.

Reviewed on Feb 24, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F10%2F2026&endDate=3%2F11%2F2026&selected=22461&PinnedHotelID=22461&HadPinnedHotel=true&regionId=4373)

[See all 3,505 properties in Helmsley](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F9%2F2026&endDate=3%2F10%2F2026&regionId=4373)

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.

## Find the Best Helmsley Vacation Packages

## Helmsley Essential Information

| Language        | English                                                                                                                                                                                                                                                                                         |
| --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- |
| Currency        | British pounds sterling                                                                                                                                                                                                                                                                         |
| Closest Airport | Teesside Intl. Airport (MME)                                                                                                                                                                                                                                                                    |
| Population      | 1,500                                                                                                                                                                                                                                                                                           |
| Max Temp Winter | 45ºF                                                                                                                                                                                                                                                                                            |
| Max Temp Summer | 65ºF                                                                                                                                                                                                                                                                                            |
| Top Sights      | [Castle Howard](https://www.expedia.com/Castle-Howard-York.d6079217.Vacation-Attraction), [Helmsley Castle](https://www.expedia.com/Helmsley-Castle-York.d6079229.Vacation-Attraction) and [Ryedale Folk Museum](https://www.expedia.com/Ryedale-Folk-Museum-York.d6088229.Vacation-Attraction) |

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## Frequently asked questions

### How much does a Helmsley vacation package cost?

### What are the cheapest months to go to Helmsley?

### How many days is enough for Helmsley?

### Is it worth booking a vacation package to Helmsley?

### How to find the best Helmsley package deals?

### Is it cheaper to book a Helmsley vacation as a package?

### When to book a vacation package to Helmsley?

### How to plan a trip to Helmsley?

> 1. Pick your dates: The things you'd like to do in Helmsley and your preferred season will help you decide when to go.
> 2. Budget wisely: Besides the price of your accommodations, you'll need to consider other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Helmsley.
> 3. Use Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning) to explore Helmsley: Research every part of your trip to Helmsley with this comprehensive planner. Invite friends or family to collaborate on a group trip, search for hotels or things to do and make bookings.
> 4. Decide your trip length: Think about how much time you want to spend exploring Helmsley. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
> 5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Helmsley vacation package.
> 6. Book any day trips or activities: Here's the fun part — locking in everything you want to do and see. Browse some of the top [things to do in Helmsley](https://www.expedia.com/Things-To-Do-In-Helmsley.d4373.Travel-Guide-Activities) and book your tickets early to save time (and maybe some dollars too!).

### Does Expedia offer Book Now, Pay Later Helmsley vacation packages?

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