Old Windsor Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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Your Old Windsor Vacation

Say farewell to planning worries and hello to a Old Windsor vacation package. With the finer details organized before you take off, you can focus on discovering this city, starting with Brookwood, which is great for hiking, adventure sports and golfing. If sightseeing is part of the plan during your trip to Old Windsor, stop by leading attractions like Windsor Castle, LEGOLAND® Windsor and Frogmore House. Stop daydreaming and start adventuring. Explore the wide range of options on Expedia today and put your Old Windsor vacation plans into gear!

Top Holiday Package Deals in Old Windsor

Price found within the past 48 hours. Click for updated prices.
Miiro Templeton Garden

Miiro Templeton Garden

4 out of 5
London City Centre
Price was CA $2,368, price is now CA $1,673 per person
CA $1,673
per person
Aug 25 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
9.6/10 Exceptional! (624 reviews)
We loved our stay here! Great location in earls court. We got some attitude from the staff when we checked out, but other than that the other staff were amazing and helpful! Very cute boutique style hotel.

Reviewed on Jun 18, 2026

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Price was CA $3,008, price is now CA $1,958 per person
CA $1,958
per person
Aug 25 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
9/10 Wonderful! (3,798 reviews)
The room was clean but very basic, breakfast was brilliant and the staff were lovely, especially the cleaning staff, they were always welcoming with a smile and even attended our room hours after they'd done everyone else's as we spent almost a whole day relaxing in the room and then when we went out for dinner, they somehow knew and went in to freshen the room up which was greatly appreciated and totally unexpected given we hadn't seen them working on the floor when we left

Reviewed on Jun 17, 2026

Park Lane Apartments Mayfair Collection

Park Lane Apartments Mayfair Collection

4 out of 5
London City Centre
Price was CA $6,431, price is now CA $4,404 per person
CA $4,404
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
6/10 (1 review)
Couldn’t get much hot water in the shower. Has an induction cooktop but no induction compatible cookware. Otherwise okay

Reviewed on Oct 16, 2025

Hotel Riu Plaza London The Westminster

Hotel Riu Plaza London The Westminster

4 out of 5
London City Centre
Price was CA $2,719, price is now CA $1,868 per person
CA $1,868
per person
Aug 25 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
8.8/10 Excellent! (1,683 reviews)
Excellent location. Very good included breakfast. Very helpful staff. (The only thing negative was that the room was a little small.)

Reviewed on Jun 19, 2026

The Langham, London

The Langham, London

5 out of 5
London City Centre
Price was CA $4,191, price is now CA $2,904 per person
CA $2,904
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
9.6/10 Exceptional! (1,021 reviews)
I would stay here again in a heartbeat. Truly a gorgeous hotel with outstanding staff in a very central and convenient location. Afternoon tea in the Palm Court was devine!

Reviewed on Jun 15, 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

1 out of top 10 points of interest in this area
4.5/5(17 area reviews)

The lively bars and stunning river views are top of the list for many visitors to Windsor City Centre. A stop by Thames Path or River Thames might round out your trip.

Find hotels in Windsor City Centre

Old Windsor Hotel Deals

Radisson Blu Hotel, London Heathrow

Radisson Blu Hotel, London Heathrow

4 out of 5
140 Bath Road Hayes England
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Jul 5 to Jul 6
CA $170
CA $203 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very Good! (3,401 reviews)
"Got stuck at LHR and needed a place to stay. What a delightful surprise to find the wonderful accommodations at Radisson Blu! Thank you!"

Reviewed on Jun 19, 2026

Radisson Blu Hotel, London Heathrow
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 CA $131 per night from Jun 21 to Jun 22
CA $131
CA $157 total
Jun 21 - Jun 22
includes taxes & fees
7.8/10 Good! (3,761 reviews)
"I had a wonderful stay and thoroughly enjoyed my experience. The hotel was welcoming, comfortable, and made for a very pleasant visit. The breakfast was especially impressive, with a great variety of options and excellent quality. A special thank you to Muskan for her kindness, professionalism, and ..."

Reviewed on Jun 19, 2026

Copthorne Tara Hotel London 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 CA $361 per night from Jul 12 to Jul 13
CA $361
CA $433 total
Jul 12 - Jul 13
includes taxes & fees
8.8/10 Excellent! (5,069 reviews)
"The Sofitel is an incredibly convenient hotel that delivers for T5 travellers."

Reviewed on Jun 19, 2026

Sofitel London Heathrow
See all 17,682 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.
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Frequently asked questions

How much does an Old Windsor vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,673 on Expedia. But how much your vacation to Old Windsor costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Old Windsor?
February, April and November are great times to look for cheap Old Windsor vacation packages. Travelling in quieter periods means you'll typically find lower prices on hotels and flights.
How many days is enough for Old Windsor?
Usually, a handful of days is enough for an Old Windsor vacation. With a well-planned itinerary, you can check out all the major sights such as Frogmore House, as well as discover some hidden gems along the way.
Is it worth booking a vacation package to Old Windsor?
Old Windsor offers everything you need for an unforgettable getaway. Get your Old Windsor vacation off to a flying start by checking out top attractions like Windsor Great Park.
How to find the best Old Windsor package deals?
Use Expedia's filter tool to help you find some of the best Old Windsor package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Old Windsor package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book an Old Windsor vacation as a package?
You can enjoy significant savings on your Old Windsor retreat by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Old Windsor?
If you're considering a spur-of-the-moment Old Windsor vacation, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Old Windsor?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Old Windsor.
  2. Plan your budget wisely: On top of the cost of your hotel, you'll need to consider other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Old Windsor.
  3. Decide how long to go away for: Now that you're more familiar with Old Windsor, you can work out the right length of your break. Put together a draft itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Old Windsor vacation package.

Things to do

LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

CA $59
per traveller
74% of travellers recommend
LEGOLAND® Windsor Resort Tickets
sunset at Windsor Castle in London

Windsor Castle Admission Tickets

CA $59
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

CA $156
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.