Headley Vacations from $1,214
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The Latest Headley vacation packages
Price found within the past 48 hours. Click for updated prices.
Best Western Chilworth Manor Hotel
$1,214
per person
Oct 1 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
8/10 Very Good! (1,000 reviews)
We enjoyed our stay at the Best Western Chilworth Manor while visiting Stonehenge, Avebury Stones, and Salisbury Cathedral. The property was once a manor and has evolved into a comfortable, well-maintained hotel, with substantial grounds and walking trails. The trails could use better upkeep.
We had both breakfast and dinner at the hotel; the food and service were perfectly fine. Our only real drawback was that our third-floor room was accessible only by stairs, with no lift. An employee kindly helped us with our luggage, which we appreciated.
Overall, a pleasant stay with a lovely historic setting and convenient location for exploring the area.
Reviewed on Aug 8, 2026
Headley Hotel Deals
De Vere Wokefield Estate
Wokefield Park, Goodboys Lane Reading England
Fully refundableReserve now, pay when you stay
$91 nightly
$109 total
Sep 1 - Sep 2
Total with taxes and fees
Village Hotel Bracknell
Bagshot Road Bracknell England
Fully refundableReserve now, pay when you stay
$73 nightly
$87 total
Sep 13 - Sep 14
Total with taxes and fees
7.8/10 Good! (899 reviews)
"There was heavy brown stains on the carpets and various different stains on the bed sheets. The room didn't feel clean and we were woken up by the loud music in the gym at 8AM. We were on the 2nd floor, so not directly above the gym. Wouldn't stay again"
Reviewed on Aug 17, 2026
Macdonald Frimley Hall Hotel and Spa
Lime Avenue, Off Portsmouth Road Camberley England
Fully refundableReserve now, pay when you stay
$78 nightly
$93 total
Sep 6 - Sep 7
Total with taxes and fees
8/10 Very Good! (981 reviews)
"Had a lovely spa break with my daughter, staff were very helpful and the facilities were good,"
Reviewed on Aug 16, 2026
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 $1,214 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.