Headley Vacations from $1,789

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The Latest Headley vacation packages

Price found within the past 48 hours. Click for updated prices.
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,926, price is now $1,789 per person
$1,789
per person
Jul 21 - Jul 25
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Southampton (SOU)
7.6/10 Good! (1,001 reviews)
The hotel was in a good location and provided parking at a cost of £15 a night. I feel £10 should be a max. When we arrived, there was no warm welcome nor real eye contact, which ws bad, no smiles, no helpful information about the place.!

Reviewed on May 16, 2026

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Headley Hotel Deals

Village Hotel Bracknell

Village Hotel Bracknell

4 out of 5
Bagshot Road Bracknell England
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $76 total per night from May 31 to Jun 1
$76 total
May 31 - Jun 1
Total with taxes and fees
7.8/10 Good! (791 reviews)
Standard Village hotel, with everything that you would need. Having EV charging was really helpful although parking at the hotel was a real challenge as the hotel was extremely busy. Despite this I would stay again.

Reviewed on May 14, 2026

Village Hotel Bracknell
Macdonald Frimley Hall Hotel and Spa

Macdonald Frimley Hall Hotel and Spa

4 out of 5
Lime Avenue, Off Portsmouth Road Camberley England
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $132 total per night from May 17 to May 18
$132 total
May 17 - May 18
Total with taxes and fees
8/10 Very Good! (941 reviews)
Breakfast menu was limited, parking was fine, we were given a room for disabled person though we werent when i spoke to staff about it he claimed it was dual use .The gym area is quite small so feels very tight with few persons and the pool area has no jaccuzzi our stay was for leisure not going ...

Reviewed on May 15, 2026

Macdonald Frimley Hall Hotel and Spa
Old Thorns Hotel & Resort

Old Thorns Hotel & Resort

4 out of 5
Longmoor Road, Griggs Green Liphook England
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $132 total per night from Jun 10 to Jun 11
$132 total
Jun 10 - Jun 11
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Spa was amazing, I had a back massage which was so nice. The rooms could do with a bit of a touch up as some of the decor is bit tired now. Also Air conditioning would be a benefit we did have a fan but the room was so hot.

Reviewed on May 5, 2026

Old Thorns Hotel & Resort
See all 1,445 properties in Headley
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 Headley Vacation Packages

Headley Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Heathrow Airport (LHR)

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Frequently asked questions

How much does a Headley vacation package cost?
You can grab a vacation package to this top destination from $1,789 on Expedia. However, how much your vacation to Headley costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Headley?
If you're hoping to snag a cheap Headley vacation package, consider visiting in November, December and January. You'll generally find lower prices on flights and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Headley?
Usually, a handful of days is enough to visit the major sights during your Headley vacation. However, if you prefer to have some time to kick back or go on day tours, think about extending your trip.
How to find the best Headley package deals?
Landing a cheap Headley package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Headley package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Headley vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights separately. Better still, you can personalize your Headley escape to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Headley?
If you have your Headley travel dates finalized, book as soon as you can to grab some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Headley vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Headley break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.