Headley Holidays from £220
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Top Headley Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Best Western Chilworth Manor Hotel
£254
per person
1 Oct - 4 Oct
found 1 day ago
Return flight included
Glasgow (GLA) to Southampton (SOU)
8/10 Very good! (1,006 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 8 Aug 2026
Perfect for contractors
£376
per person
1 Oct - 4 Oct
found 1 day ago
Return flight included
Glasgow (GLA) to Southampton (SOU)
10/10 Exceptional! (1 review)
Really nice house, table football etc for the kids, nice back garden and well-equipped kitchen. Really happy
Reviewed on 31 Aug 2025
Headley Essential Information
Language | English |
|---|---|
Currency | British pounds sterling |
Closest Airport | Heathrow Airport (LHR) |
Max Temp Winter | 7ºC |
Max Temp Summer | 21ºC |
Top hotels in Headley
De Vere Wokefield Estate
Wokefield Park, Goodboys Lane Reading England
Fully refundableReserve now, pay when you stay
£89
10 Aug - 11 Aug
includes taxes & fees
Village Hotel Bracknell
Bagshot Road Bracknell England
Fully refundableReserve now, pay when you stay
£57
16 Aug - 17 Aug
includes taxes & fees
7.8/10 Good! (890 reviews)
"Automated self check-in was great with a little help from the girls at reception. Stayed in a Club Room which comes with free parking, gym access and was very clean and tidy but no bigger than a normal room in any other hotel. Very busy hotel as it has a fitness gym on site for locals to use. Food ..."
Reviewed on 7 Aug 2026
Macdonald Frimley Hall Hotel and Spa
Lime Avenue, Off Portsmouth Road Camberley England
Fully refundableReserve now, pay when you stay
£79
23 Aug - 24 Aug
includes taxes & fees
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.
Frequently asked questions
How much does a Headley travel package cost?
Browse and book everything in one place with our Headley travel packages, which start from just £220. Choose the flights and hotels that fit your travel plans. Then, add on a few experiences or tours for a one-of-a-kind getaway.
If I'm not able to travel, can I cancel my Headley travel package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Locked in your Headley travel package in the last 24 hours? You may be able to make changes or cancellations for free. For older bookings, you may incur a charge from your hotel, airline or car rental company. For further information, check out our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to Headley?
Our Headley travel packages mean plenty of savings for the savvy wanderer. For the best deals, simply combine your flights, hotels and extras (such as activities) into a convenient package. But cheap prices are only the start of your next unforgettable adventure. Book with Expedia and you'll have more than 550 air carriers and 1,000,000 hotels all over the world to choose from. No matter your style, there's a package to suit you.
Does Expedia offer Book Now, Pay Later Headley holidays?
Expedia has teamed up with online lender Klarna to make booking your next break easier on the purse strings. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more cash to splash while you're away. Klarna has several payment plans to pick from, so you're sure to find one that fits into your budget. Consider these flexible payment options:
- Pay monthly holidays: Klarna has convenient monthly payment plans that work for all budgets, so you can take that well-deserved holiday now.
- Pay in instalments holidays: Into the idea of paying for your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
- Low deposit holidays: Hitting the "book now" button is easier with this payment plan. Simply put down a small deposit on your escape and then start packing your bags.
What are the top hotels in Headley?
Make a reservation at Lindford Home From Home. It's one of this neighbourhood's most sought-after hotels. Another reputable option in Headley is Cosy, Self - Contained Dog - Friendly Cottage.
How far in advance should I book my Headley holiday?
While not all airlines release tickets early, customers are usually able to look up international airfares on Expedia up to 12 months in advance. This is the time you'll bag some incredible deals. If you're booking late, you could still be in luck. Discounted prices occasionally appear only weeks prior to departure.
What does an Expedia Headley travel package include?
Hotels, flights and rental cars, or any combination of the three — the choice is yours. Whether you're visiting Headley with the whole family or enjoying a solo break, there's a package to match your budget and style. Once you've made your booking, why not add on a couple of tours or activities?
What should I know before booking a Headley travel package?
Get set to save with an Expedia travel package. Bundle your airfares, rental cars and hotels and land fabulous discounts. You're not limited to hotels, however. We have beach villas, rural cottages and even glamping tents!
Can I choose my airline with a Headley Expedia travel package?
Yes, the choice is yours. We offer more than 550 partner airlines globally, so you can customize your Headley adventure according to your style and budget.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
