Old Windsor Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Tristan Young

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 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

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    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • In-room safe, blackout drapes, free WiFi, bed sheets
    Jul 26 - Aug 1

    Garden View Hotel + Flight

    London City Centre
    6 nights
    3.0 star property
    7.6/10 - Good (1,345 reviews)
    "Television didn’t work Breakfast was advertised as available- then after I booked and I paid I received an email saying breakfast is not available"
    Reviewed May 23, 2026
    Roundtrip • Tokyo (HND) - London (LHR)
    HND - LHR • 1 stop LHR - HND • 1 stop
    ￥419,761
    ￥261,890
    per traveler
    found 1 day ago
    Garden View Hotel
  • Interior detail
    Jul 31 - Aug 14

    Hotel Riu Plaza London The Westminster + Flight

    London City Centre
    13 nights
    4.0 star property
    8.8/10 - Excellent (1,576 reviews)
    "Wonderful hotel. Stafff and facilities were excellent. Highly recommended."
    Reviewed May 25, 2026
    Roundtrip • Fukuoka (FUK) - London (LHR)
    FUK - LHR • 2 stops LHR - FUK • 2 stops
    Save 100% on your flight
    ￥856,719
    ￥521,350
    per traveler
    found 1 day ago
    Hotel Riu Plaza London The Westminster
  • Presidential Suite Package | In-room dining
    Jul 31 - Aug 14

    Hotel Riu Plaza London Victoria + Flight

    London City Centre
    13 nights
    4.0 star property
    9.0/10 - Wonderful (3,717 reviews)
    "The hotel was located beside Victoria station and underground so commuting around the city was easy. The room was very clean and quiet with a fabulous view across the city. The breakfast was excellent with plenty of choice and the staff were very helpful. We would definitely stay at the Riu again."
    Reviewed May 24, 2026
    Roundtrip • Fukuoka (FUK) - London (LHR)
    FUK - LHR • 2 stops LHR - FUK • 2 stops
    Save 100% on your flight
    ￥871,526
    ￥533,294
    per traveler
    found 1 day ago
    Hotel Riu Plaza London Victoria
  • Front of property
    Jul 26 - Aug 1

    Presidential Apartments - Kensington + Flight

    London City Centre
    6 nights
    4.0 star property
    8.4/10 - Very Good (1,953 reviews)
    "Excellent location. Wonderful staff. Comfortable room"
    Reviewed May 17, 2026
    Roundtrip • Tokyo (HND) - London (LHR)
    HND - LHR • 1 stop LHR - HND • 1 stop
    ￥502,972
    ￥311,783
    per traveler
    found 1 day ago
    Presidential Apartments - Kensington
  • Interior
    Jul 26 - Aug 1

    Cleveland Residences Chelsea + Flight

    London City Centre
    6 nights
    3.5 star property
    9.2/10 - Wonderful (30 reviews)
    "We were supposed to receive check in information 24 hours in advance. When we never received it I had to contact the property 3 times before they sent the codes. The room was supposed to have a’sleeper sofa’ - what it had was a cot that took up what little space we had and meant we had no comfortable place to sit. The room was incredibly noisy with constant foot falls and racket from the room above."
    Reviewed May 22, 2026
    Roundtrip • Tokyo (HND) - London (LHR)
    HND - LHR • 1 stop LHR - HND • 1 stop
    ￥477,742
    ￥297,784
    per traveler
    found 1 day ago
    Cleveland Residences Chelsea

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 Thames Path might round out your trip.

Find hotels in Windsor City Centre

Old Windsor Hotel Deals

Renaissance London Heathrow Hotel

Renaissance London Heathrow Hotel

4 out of 5
Bath Road Hounslow England
Fully refundableReserve now, pay when you stay
The price is ￥17,601 per night from Jun 8 to Jun 9
￥17,601
￥21,121 total
Jun 8 - Jun 9
includes taxes & fees
9/10 Wonderful! (2,599 reviews)
"Happy with everything Thanks"

Reviewed on May 25, 2026

Renaissance London Heathrow Hotel
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 ￥61,656 per night from May 30 to May 31
￥61,656
￥73,988 total
May 30 - May 31
includes taxes & fees
9.4/10 Exceptional! (1,872 reviews)
"Great location, many shops and restaurants nearby. Good fitness center, which has full squat racks, barbells and dumbbells. Walking distance to the park, great if you’re visiting during the spring or fall seasons. Room is clean. Love the walk-in shower with glass door fully closed."

Reviewed on May 24, 2026

Royal Garden Hotel
Mason & Fifth - Westbourne Park

Mason & Fifth - Westbourne Park

4 out of 5
11a Woodfield Road London England
Fully refundableReserve now, pay when you stay
The price is ￥29,509 per night from May 31 to Jun 1
￥29,509
￥35,411 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (520 reviews)
"Nice friendly staff and lovely lounge area food was really good and the room was really nice only thing missing was a mirror near a plug for doing hair.. Also bed very small but made up for being comfy and nice bedding."

Reviewed on May 22, 2026

Mason & Fifth - Westbourne Park
See all 17,611 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 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

￥6,834
per traveler
78% of travellers recommend
LEGOLAND® Windsor Resort Tickets
sunset at Windsor Castle in London

Windsor Castle Admission Tickets

￥6,802
per adult
82% of travellers recommend
Windsor Castle Admission Tickets
Windsor Castle, Stonehenge and Bath Day Guided Tour from London

Stonehenge, Windsor Castle and Bath, Day Guided Tour from London

￥18,058
per adult
86% of travellers recommend
Stonehenge, Windsor Castle 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.