Deals on vacations and trips to Helmsley

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Helmsley flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Best Western Plus Milford Hotel

Best Western Plus Milford Hotel

3 out of 5
Price was $1,763, price is now $1,092 per person
$1,092
per person
Nov 4 - Nov 5
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Leeds (LBA)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Self parking, a coffee shop, and a terrace are also offered.
The Corn Mill Lodge Hotel

The Corn Mill Lodge Hotel

3 out of 5
Bramley
Price was $1,777, price is now $1,104 per person
$1,104
per person
Nov 4 - Nov 5
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Leeds (LBA)
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
ibis budget Leeds Centre Royal Armouries Museum

ibis budget Leeds Centre Royal Armouries Museum

2.5 out of 5
Steander
Price was $1,761, price is now $1,101 per person
$1,101
per person
Nov 4 - Nov 5
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Leeds (LBA)
Free WiFi in public areas, a snack bar/deli, and a convenience store are available at this hotel. Dry cleaning is provided and the front desk is staffed around-the-clock.
Britannia Leeds Bradford Airport Hotel

Britannia Leeds Bradford Airport Hotel

3 out of 5
Price was $1,762, price is now $1,102 per person
$1,102
per person
Nov 4 - Nov 5
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Leeds (LBA)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. A gym is on site, and self parking and a 24-hour front desk are also offered.

Top Helmsley hotels deals

The Feathers Hotel, Helmsley, North Yorkshire

The Feathers Hotel, Helmsley, North Yorkshire

4 out of 5
Market Place York England
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $153 total per night
$153 total
Oct 15 - Oct 16
Total with taxes and fees
This smoke-free inn features 2 restaurants and 2 bars/lounges. WiFi in public areas is free. A terrace, a garden, and dry cleaning are also on offer.
Pet friendly
Free WiFi
Feversham Arms Hotel & Verbena Spa

Feversham Arms Hotel & Verbena Spa

4 out of 5
High Street York England
Get rates
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free valet parking. Enjoy the hot tub and free perks like English breakfast and free self parking.
Pool
Hot Tub
The Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group

4 out of 5
Market Place York England
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $119 total per night
$119 total
Oct 15 - Oct 16
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Breakfast included
Pet friendly
The Royal Oak Hotel

The Royal Oak Hotel

3 out of 5
15 Market Place York England
$89 nightly
The price is $107 total per night
$107 total
Sep 22 - Sep 23
Total with taxes and fees
A restaurant and a bar/lounge are featured at this inn. WiFi in public areas is free. A coffee shop, a library, and a picnic area are also on offer.
Pet friendly
Free WiFi
Burn Hall Hotel

Burn Hall Hotel

3.5 out of 5
Tollerton Road York England
Free Cancellation
Reserve now, pay when you stay
$54 nightly
The price is $64 total per night
$64 total
Oct 11 - Oct 12
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and a garden are also offered.
Parking included
Free WiFi
Moxy York

Moxy York

3.5 out of 5
Black Horse Lane York England
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $110 total per night
$110 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A terrace, a snack bar/deli, and a picnic area are also on offer.
Pet friendly
Free WiFi
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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. Check out the lively bars or top-notch restaurants in this relaxing area.
See properties

Frequently asked questions

How much are vacation packages to Helmsley?
Your vacation dreams can all come true in Helmsley from just $1,092. Our affordable package deals include flights and hotels, and they'll make your booking nice and easy. The only thing you'll have to focus on is getting out there and having a great time.
How long should my Helmsley vacation be?
Your Helmsley getaway can be as short or as long as you like, but the majority of travelers stay about 2 nights. Hoping to hop off the beaten path and uncover some lesser-known attractions? Lock in a couple of extra nights and experience a different side of this destination.
Where can I get the best vacation package deals for Helmsley?
You can lock in awesome Helmsley package deals with Travelocity. Pick and choose from 400 air carriers and 1,000,000 properties worldwide and turn those vacation dreams into reality.
Why should I book my Helmsley vacation package via Travelocity?
We've got 24/7 customer support, high-quality service and a Price Match Guarantee. Life's a great big journey — and we have amazing destinations for you to journey to in every nook and cranny of the globe. Travel with us and your bank balance will thank you for it.
Can I save money on my Helmsley car rental if I combine it with hotels and flights?
With a Helmsley vacation package, you can combine your flight, hotel and car bookings and save tons. If you'd love to discover the best of this fabulous destination, why not start with Old Trafford? This famous attraction is 75 mi from Helmsley. With your own wheels, you'll be there in no time.
Which airport is best for Helmsley?
Newcastle Intl. Airport (NCL) is one of the most popular airports in Helmsley. You'll find it 60 mi northwest of the buzzing city center. Other options open to you are Leeds Bradford Airport (LBA) (35 mi away from central Helmsley) and Teesside Intl. Airport (MME) (25 mi away from central Helmsley).
Where should I stay when visiting Helmsley?
If you're looking for a place to base yourself, check out the 2 Bedroom Cottage Situated in The centre of Helmsley With Off Street Parking. It's the top choice for many visitors.

Photos of local treasures

Browse Helmsley vacation photos for more inspiration

A medieval castle surrounded by a lush green landscape and a small village in the background.
An ancient stone structure with arches, surrounded by lush green fields and dense forest.
A historic castle ruin surrounded by lush green fields and a clear blue sky.
A forest path with purple flowers and green foliage.
A wheat field with a solitary tree under a partly cloudy sky.