Old Windsor Vacations from ￥185,463

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.
Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Price was ￥279,920, price is now ￥185,463 per person
￥185,463
per person
Feb 6 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LHR)
17.6/10 Exceptional! (3,002 reviews)
Great location. So close to Victoria station and bus depot. Walkable to Westminster Big Ben. Very clean and modern

Reviewed on Nov 16, 2025

Cleveland Residences Chelsea

Cleveland Residences Chelsea

2 out of 5
London City Centre
Save 100% on your flight
Price was ￥555,990, price is now ￥373,374 per person
￥373,374
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to London (LHR)
18.8/10 Exceptional! (19 reviews)
Clean and bright felt safe location - kitchen facilities good - bed was fresh and clean - would be good to have had a long mirror

Reviewed on Sep 10, 2025

Beaufort House - Knightsbridge

Beaufort House - Knightsbridge

4.5 out of 5
London City Centre
Save 100% on your flight
Price was ￥569,477, price is now ￥400,612 per person
￥400,612
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to London (LHR)
20/10 Exceptional! (1 review)
Leicester House Hotel

Leicester House Hotel

3 out of 5
London City Centre
Price was ￥387,672, price is now ￥274,504 per person
￥274,504
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to London (LHR)
8.6/10 Excellent! (47 reviews)
Excellent area a hidden gem of a property

Reviewed on Oct 11, 2025

Cleveland Residences Kensington

Cleveland Residences Kensington

3 out of 5
London City Centre
Price was ￥414,230, price is now ￥293,664 per person
￥293,664
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to London (LHR)
9/10 Wonderful! (150 reviews)
Clean, welcoming and helpful staff.

Reviewed on Nov 14, 2025

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 Castle showing heritage architecture and a castle

Windsor City Centre

1 out of top 10 points of interest in this area
5/5(71 area reviews)

The lively bars and stunning river views are top of the list for many visitors to Windsor City Centre. A stop by Theatre Royal or Thames Path 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 ￥43,089 per night from Dec 14 to Dec 15
￥43,089
￥51,707 total
Dec 14 - Dec 15
includes taxes & fees
9.2/10 Wonderful! (1,777 reviews)
The staff, service & food were excellent. Unfortunately the standard room was very small. We should have booked a larger one. Couldn’t even get the in room dining trolley inside & only one chair. Poor really.

Reviewed on Nov 10, 2025

Royal Garden Hotel
Radisson Blu Hotel, London South Kensington

Radisson Blu Hotel, London South Kensington

4 out of 5
68-86 Cromwell Road London England
Fully refundableReserve now, pay when you stay
The price is ￥22,902 per night from Nov 23 to Nov 24
￥22,902
￥27,482 total
Nov 23 - Nov 24
includes taxes & fees
8/10 Very Good! (1,005 reviews)
Location is excellent. Near museums and restaurants. Rooms clean but seem a bit dated. Bathroom clean but tired looking. Hotel workers very nice and polite

Reviewed on Nov 14, 2025

Radisson Blu Hotel, London South Kensington
Sofitel London Heathrow

Sofitel London Heathrow

5 out of 5
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
The price is ￥27,312 per night from Dec 1 to Dec 2
￥27,312
￥32,775 total
Dec 1 - Dec 2
includes taxes & fees
8.8/10 Excellent! (4,668 reviews)
Great location, walkable to T5. Quick check in and a good sized room.

Reviewed on Nov 15, 2025

Sofitel London Heathrow
See all 17,234 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 ￥185,463 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

One of 2 stags seen during a walk through the Deer park within 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 lively bars while you're in the area.

Windsor Great Park

Things to do

Discover Windsor, Oxford and Stonehenge

Day trip to Windsor, Oxford & Stonehenge from London

￥14,341
per adult
80% of travellers recommend
Day trip to Windsor, Oxford & Stonehenge from London
London: Mobile WiFi Unlimited 4G Internet in the UK & EU

London: Mobile WiFi Unlimited 4G Internet in the UK & EU - Airport Pickup

￥1,594
per traveler
London: Mobile WiFi Unlimited 4G Internet in the UK & EU - Airport Pickup
Windsor Castle, Stonehenge and Bath Day Tour with Lunch Pack

Windsor Castle, Stonehenge and Bath Day Guided Tour from London

￥17,927
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.