Headingley Vacations from $917
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The Latest Headingley Vacation Packages
- The Vanguard - York Residence
Sep 19 - Sep 21The Vanguard - York Residence + Flight
The Groves1 night4.0 star property9.2/10 - Wonderful (89 reviews)"This was a great location. The staff were super helpful leadung up to check in. So easy for us to walk where we needed to. We got upgraded to the family room which turned out to be a bonus for when my partner gets up at stupid o'clock, it meant he didn't keep me awake. I would stay here again if i ever find myself in York again."Reviewed July 9, 2026Roundtrip • Boston (BOS) - Leeds (LBA)BOS - LBA • 1 stop LBA - BOS • 1 stop$950$917found 1 day agoper traveler - North Crescent
Sep 6 - Sep 8North Crescent + Flight
Lovell Park1 night3.0 star propertyRoundtrip • Chicago (CHI) - Leeds (LBA)ORD - LBA • 1 stop LBA - ORD • 1 stop$1,393$1,370found 1 day agoper traveler - Peasehill StMichaels
Sep 6 - Sep 8Peasehill StMichaels + Flight
Leeds1 night3.0 star propertyRoundtrip • Chicago (CHI) - Leeds (LBA)ORD - LBA • 1 stop LBA - ORD • 1 stop$1,200$1,182found 1 day agoper traveler - Best Western Plus Milford Hotel
Sep 6 - Sep 8Best Western Plus Milford Hotel + Flight
Leeds1 night3.0 star property8.6/10 - Excellent (736 reviews)Roundtrip • Chicago (CHI) - Leeds (LBA)ORD - LBA • 1 stop LBA - ORD • 1 stop$1,196$1,182found 1 day agoper traveler - Leeds Centre by Charles Hope
Sep 6 - Sep 8Leeds Centre by Charles Hope + Flight
Leylands1 night3.0 star property9.4/10 - Exceptional (21 reviews)"Check-in was remote and smoothly navigated over the phone. The property itself is excellent both in terms of location (shops, restaurants nearby) as well as size of the apt. There were 3 minor issues - slightly mold/grout in one of the showers, water mixer in 1 shower too hot, and the coffee machine was leaking water causing slightly spill."Reviewed July 13, 2026Roundtrip • Chicago (CHI) - Leeds (LBA)ORD - LBA • 1 stop LBA - ORD • 1 stop$1,208$1,195found 1 day agoper traveler
Headingley Hotel Deals
Ascot Grange Hotel & Apartments
Ascot Grange Hotel & Apartments
Premier Inn Leeds Headingley
Premier Inn Leeds Headingley
Headingley Stadium Hotel
Headingley Stadium Hotel
Frequently Asked Questions
How much does a Headingley vacation package cost?
You can grab a vacation package to this destination from $917 on Expedia. But how much your vacation to Headingley costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Headingley?
You're likely to find lower rates and better availability in April, September and December. Explore our cheap Headingley vacation packages and you could land some great off-season deals.
How many days is enough for Headingley?
Typically, a handful of days is enough to check out the main attractions during your Headingley vacation. But if you prefer to have time to relax or go on day trips, think about extending your trip.
How to find the best Headingley package deals?
Use Expedia's handy filters to help you find some tempting Headingley package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Headingley package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Headingley vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations individually. Better still, you can tailor your Headingley trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Headingley?
If you've got your Headingley travel dates finalized, book as soon as you can to grab some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Headingley vacation packages?
If you're like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Headingley break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.