Helmsley Vacation Packages 2026 from $1,348

Helmsley flight + hotel vacation packages

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

The Royal Oak Inn

$1,348

per person

Aug 18 - Aug 23

found 18 hours ago

Roundtrip flight included

Billings (BIL) to Leeds (LBA)

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free English breakfast, free WiFi, and free self parking. A garden is also provided.

New Holgate

Holgate

$1,866

per person

Aug 18 - Aug 23

found 18 hours ago

Roundtrip flight included

Billings (BIL) to Leeds (LBA)

This hotel features self parking and free WiFi in public areas. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. A garden, dry cleaning, and luggage storage are also on offer.

ibis Styles York Centre

South Bank

$1,652

per person

Aug 18 - Aug 23

found 18 hours ago

Roundtrip flight included

Billings (BIL) to Leeds (LBA)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking, express check-out, and luggage storage are also offered.

Hotel du Vin & Bistro York

South Bank

$2,297

per person

Aug 18 - Aug 23

found 18 hours ago

Roundtrip flight included

Billings (BIL) 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. Self parking, dry cleaning, and luggage storage are also offered.

Middletons Hotel

Bishophill

$1,820

per person

Aug 18 - Aug 23

found 18 hours ago

Roundtrip flight included

Billings (BIL) to Leeds (LBA)

This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Self parking, a terrace, and a garden are also offered.

Top Helmsley hotels deals

Feversham Arms Hotel & Verbena Spa

High Street York England

$191 nightly

$229 total

Jun 30 - Jul 1

Total with taxes and fees

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 Feathers Hotel, Helmsley, North Yorkshire

Market Place York England

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$121 total

Jun 14 - Jun 15

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

The Black Swan - The Inn Collection Group

Market Place York England

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$133 total

Jun 9 - Jun 10

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

15 Market Place York England

$86 nightly

$103 total

Jun 7 - Jun 8

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

Moxy York

Black Horse Lane York England

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$105 total

Jun 28 - Jun 29

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

Burn Hall Hotel

Tollerton Road York England

Free Cancellation

Reserve now, pay when you stay

$55 nightly

$66 total

Jun 7 - Jun 8

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

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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.

Popular places to visit

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.

York Minster

5/5(158 reviews)

You can find out about the history of York with a trip to York Minster. Discover the area's shops, or seek out its local tours.

Shambles

4.5/5(147 reviews)

Find out about the history of York when you take a trip to Shambles. Discover the area's shops, or seek out its local tours.

Frequently asked questions

How much are vacation packages to Helmsley?

Your vacation dreams can all come true in Helmsley from just $1,348. 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.