Old Windsor Vacations from ￥280,572

Book a Hotel + Flight or Car together to unlock savings

Photo by Tristan Young

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Old Windsor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Mimi's Hotel Soho

Mimi's Hotel Soho

3.5 out of 5
London City Centre
Price was ￥337,556, price is now ￥280,572 per person
￥280,572
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to London (LHR)
8.6/10 Excellent! (1,063 reviews)
Scruffy room and very small - bathroom like a cupboard

Reviewed on Apr 5, 2026

The Zetter Marylebone

The Zetter Marylebone

4 out of 5
London City Centre
Price was ￥405,218, price is now ￥320,295 per person
￥320,295
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to London (LHR)
9.6/10 Exceptional! (405 reviews)
The staff were very friendly and made me feel welcome. The location was very convenient and the finishes made for a quaint stay in this boutique hotel.

Reviewed on Mar 18, 2026

Gem Fitzrovia Hotel

Gem Fitzrovia Hotel

4 out of 5
London City Centre
Price was ￥361,270, price is now ￥290,446 per person
￥290,446
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to London (LHR)
8.8/10 Excellent! (1,006 reviews)
Everything was excellent, staff is friendly hotel is well located.

Reviewed on Apr 6, 2026

Gem Langham Court Hotel

Gem Langham Court Hotel

4 out of 5
London City Centre
Price was ￥347,358, price is now ￥281,709 per person
￥281,709
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to London (LHR)
7.8/10 Good! (1,001 reviews)
A fantastic space for London properties

Reviewed on Mar 13, 2026

Numa London Bloomsbury

Numa London Bloomsbury

3 out of 5
London City Centre
Price was ￥355,366, price is now ￥301,432 per person
￥301,432
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to London (LHR)
8.8/10 Excellent! (724 reviews)
Very nice spot in the city

Reviewed on Mar 28, 2026

Where to stay in Old Windsor

Find the best Old Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Old Windsor
Windsor City Centre

Windsor City Centre

2 out of top 10 points of interest in this area
5/5(72 area reviews)

The lively bars and stunning river views are top of the list for many visitors to Windsor City Centre. A stop by King Edward Court Shopping or Windsor Royal Shopping Centre might round out your trip.

Find hotels in Windsor City Centre

Old Windsor Hotel Deals

Royal Garden Hotel

Royal Garden Hotel

5 out of 5
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
The price is ￥44,905 per night from Apr 12 to Apr 13
￥44,905
￥53,886 total
Apr 12 - Apr 13
includes taxes & fees
9.4/10 Exceptional! (1,857 reviews)
The staff were all pleasant, especially the duty manager, Kieran. There were a few poor service issues which were quickly addressed and more than made up for. Kieran personally came to my room to apologise and suggest a resolution. All the staff we spoke to were lovely, the doorman Martino was great. ...

Reviewed on Apr 5, 2026

Royal Garden Hotel
Copthorne Tara Hotel London Kensington

Copthorne Tara Hotel London Kensington

4 out of 5
Scarsdale Place London England
Fully refundableReserve now, pay when you stay
The price is ￥13,524 per night from Apr 12 to Apr 13
￥13,524
￥16,229 total
Apr 12 - Apr 13
includes taxes & fees
Copthorne Tara Hotel London Kensington
The Drey - Kensington, Earl's Court

The Drey - Kensington, Earl's Court

3 out of 5
1 Barkston Gardens London England
Fully refundableReserve now, pay when you stay
The price is ￥16,244 per night from Apr 13 to Apr 14
￥16,244
￥19,494 total
Apr 13 - Apr 14
includes taxes & fees
9/10 Wonderful! (243 reviews)
Easy, clean, good price and location.

Reviewed on Apr 6, 2026

The Drey - Kensington, Earl's Court
See all 17,413 properties in Old Windsor
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 an Old Windsor vacation package cost?
You can grab a vacation package to this popular destination from ￥280,572 on Expedia. But how much your vacation to Old Windsor costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Old Windsor?
You can generally find lower rates and greater availability in February, April and November. Explore our cheap Old Windsor vacation packages and you could land some excellent off-season deals.
How many days is enough for Old Windsor?
You can see all the leading sights in Old Windsor in a few days, including the must-see Hands-on Art Studio. If you're looking for an extended Old Windsor vacation, look at what kind of activities and day trips are available nearby.
Is it worth booking a vacation package to Old Windsor?
Old Windsor is a good vacation destination with attractions like Windsor Great Park among the many things to keep you busy. Whether you're traveling with the family or getting away with friends, an Old Windsor vacation promises fun for everyone.
How to find the best Old Windsor package deals?
Landing a cheap Old Windsor package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add some filters and see what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Old Windsor package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book an Old Windsor vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the flexibility to create a customized Old Windsor vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Old Windsor?
Land amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Old Windsor vacation.
How to plan a trip to Old Windsor?

  1. Choose your travel dates: The things you want to do in Old Windsor and your preferred season will help you decide when to get away.
  2. Set a budget: Consider expenses such as flights, food and transportation when working out how much to set aside for your trip to Old Windsor. Then, select a property that matches your budget, whether that's a wallet-friendly stay or a high-end getaway.
  3. Decide how long to go for: Now that you're up to speed on Old Windsor, you can work out the right length of your break. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose an Old Windsor vacation package that brings all your bookings together.

Discover the most popular places to visit in Old Windsor

Windsor Great Park

Windsor Great Park

Explore the lovely green spaces of Windsor Great Park and enjoy the golf courses in Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Windsor Great Park

Things to do

LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

￥6,813
per traveler
78% of travellers recommend
LEGOLAND® Windsor Resort Tickets
sunset at Windsor Castle in London

Windsor Castle Admission Tickets

￥6,813
per adult
82% of travellers recommend
Windsor Castle Admission Tickets
Windsor Castle, Stonehenge and Bath Day Guided Tour from London

Windsor Castle, Stonehenge and Bath Day Guided Tour from London

￥17,055
per adult
86% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
See all activities in Windsor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.