Oakley Vacations from $1,195

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Your Oakley Vacation

From its highlights to its hidden treasures, this city is best explored with a Oakley vacation package. Find a place to stay in Alresford, which is great for walking, views and families. The Anvil, Milestones Museum and Festival Place are just a few of the many attractions you'll want to see during your trip to Oakley. Don't put off visiting this destination any longer. The ultimate Oakley vacation is a few clicks away with Expedia.

The Latest Oakley vacation packages

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

Duke of Leinster

3 out of 5
London City Centre
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
New York (JFK) to London (LHR)
7.4/10 Good! (1,005 reviews)
The room, although small, was still perfectly functional. The only small observation was that the shower cubicle was quite claustrophobic. The staff were very helpful and overall we had a lovely stay there and would stay again.

Reviewed on Jul 15, 2025

The Emory, Maybourne

The Emory, Maybourne

5 out of 5
London City Centre
Save 100% on your flight
per person
Oct 18 - Oct 25
found 24 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
10/10 Exceptional! (7 reviews)
What a wonderful hotel! The staff were great and they are on hand to help you with whatever you need. Stefi our personal executive was amazing! When you scan the QR code in the room you can pick your method of how you communicate with the team and for me this was WhatsApp. It was great. The team were responsive and answered every query I had. The wellness floors are also lovely. During our stay we used the gym and also went to the spa. The rooftop bar has nice views of the city. The in room dining menu is fantastic because it's extensive and has almost every item you can think of. The food is delicious - we tried a few different items from the menu. The welcome gift was a pistachio cookie from Cedric Grolet and let me tell you this cookie is nothing short of amazing. It's so good I asked the staff to see if they could make us some for when we departed as it was off menu. And guess what...they did! Thank you to the team!

Reviewed on Apr 14, 2025

The Savoy

The Savoy

5 out of 5
London City Centre
Save 100% on your flight
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (1,007 reviews)
The property itself is nice but the rooms are not; the junior suite I stayed in was dingy with no view which made it feel dark, dreary and dilapidated.

Reviewed on Jul 31, 2025

Maddox Street - 3 bed

Maddox Street - 3 bed

2 out of 5
London City Centre
Save 100% on your flight
per person
Oct 27 - Oct 31
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
No reviews
Park Lane Apartments - Shaw House

Park Lane Apartments - Shaw House

3.5 out of 5
London City Centre
Save 100% on your flight
per person
Oct 27 - Oct 31
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8/10 Very Good! (8 reviews)
Lots of room, safe, and close enough to walk to Hyde park, Buckingham palace, West End and other attractions.

Reviewed on Apr 3, 2024

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Discover the most popular places to visit in Oakley

The grounds of Basing House are great... so save your visit for a sunny day. The old barn is the biggest in the South of England, and still has some awesome cannonball damage from the English civil war. Be sure to check out the cannon at the top of the hill

Basing House

Learn about the local history of Old Basing with a stop at Basing House. Savor the top-notch restaurants and lively bars while in town.

Basing House

Milestones Museum

You can spend time browsing the exhibits at Milestones Museum during your travels in Basingstoke. Check out the spas and top-notch restaurants in this relaxing area.

Milestones Museum

Festival Place

You can enjoy retail therapy at Festival Place during your trip to Basingstoke. Check out the top-notch restaurants or lively bars in this quaint area.

Festival Place

What to do in Oakley

Highclere Castle in London

Highclere Castle, Bampton & Oxford: Downton Abbey Filming Locations Tour

$180
per adult
94% of travellers recommend
Highclere Castle, Bampton & Oxford: Downton Abbey Filming Locations Tour
Bombay Sapphire Distillery Tour and Tasting

Bombay Sapphire Gin Distillery Tour and Cocktail

$30
per adult
Bombay Sapphire Gin Distillery Tour and Cocktail
Gin Cocktail Masterclass

Bombay Sapphire Gin Cocktail Masterclass and Tour

$58
per adult
Bombay Sapphire Gin Cocktail Masterclass and Tour
See all activities in Oakley

Oakley Hotel Deals

pentahotel Reading

pentahotel Reading

4 out of 5
Oxford Road, Reading, England
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $100 total per night from Aug 17 to Aug 18
$100 total
Aug 17 - Aug 18
Total includes taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Lots of fun activities in the hotel. Breakfast was okay"

Reviewed on Jul 29, 2025

pentahotel Reading
The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane, Winchester, England
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $141 total per night from Aug 18 to Aug 19
$141 total
Aug 18 - Aug 19
Total includes taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Good location and close to the railway station"

Reviewed on Jul 26, 2025

The Winchester Hotel & Spa
voco Winchester Hotel & Spa by IHG

voco Winchester Hotel & Spa by IHG

4 out of 5
Telegraph Way Morn Hill, Winchester, England
Fully refundable
$91 nightly
The price is $109 total per night from Aug 17 to Aug 18
$109 total
Aug 17 - Aug 18
Total includes taxes and fees
8.6/10 Excellent! (873 reviews)
"Good location just outside Winchester, bus route just outside short trip to Town"

Reviewed on Aug 1, 2025

voco Winchester Hotel & Spa by IHG
See all 1,368 properties in Oakley
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.

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Frequently asked questions

How much does an Oakley vacation package cost?
You'll find cheap prices from $1,195 on Expedia for your Oakley break. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Oakley costs.
What are the cheapest months to go to Oakley?
May, June and October are the best times to look for cheap Oakley vacation packages. Traveling in less busy months means you can usually find better prices on hotels and flights.
How many days is enough for Oakley?
Usually, a handful of days is enough to go to the top attractions during your Oakley vacation. But if you want to have more time to relax or go on day tours, think about extending your trip.
How to find the best Oakley package deals?
Start your search for an Oakley package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Oakley package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oakley escape underway.
Is it cheaper to book an Oakley vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Oakley vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Oakley?
Secure incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Oakley vacation.
How to plan a trip to Oakley?

  1. Pick your dates: What you'd like to do in Oakley and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: As well as the price of your accommodations, you should consider other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Oakley.
  3. Discover Oakley using our trip planning tool: Gain insights into the most popular attractions and best stays for your trip to Oakley. You can also save your favorite locations, collaborate with your group and organize all your plans in one place.
  4. Work out your trip length: Consider how long you want to spend discovering Oakley. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Oakley vacation package.
  6. Book any day trips or activities: Now to the fun part — organizing everything you want to do and see. Check out some of the best things to do in Oakley and reserve your tickets in advance to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Oakley vacation packages?
If you're like us, you love discovering 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 the help of online lender Affirm, you can spread the overall cost of your Oakley vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.