Old Windsor Vacation Packages

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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.
Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
Price was CA $3,752, price is now CA $2,442 per person
CA $2,442
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
9/10 Wonderful! (3,526 reviews)
Our room was clean and fresh. The king bed was super comfortable. The room layout was great; we had plenty of space. The breakfast buffet was amazing! Staff was extremely efficient. Overall, one of the nicest hotels we’ve ever stayed in!

Reviewed on Apr 16, 2026

Urban Chic - Chiltern and Baker

Urban Chic - Chiltern and Baker

5 out of 5
London City Centre
Price was CA $6,867, price is now CA $4,493 per person
CA $4,493
per person
Jun 10 - Jun 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
10/10 Exceptional! (1 review)
Corinthia London

Corinthia London

5 out of 5
London City Centre
Price was CA $4,491, price is now CA $2,985 per person
CA $2,985
per person
May 22 - May 26
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
9.8/10 Exceptional! (1,001 reviews)
Staff was very attentive! Room was very clean. Spa was amazing! Breakfast was great! Would definitely stay again!

Reviewed on Mar 16, 2026

1 Hotel Mayfair

1 Hotel Mayfair

5 out of 5
London City Centre
Price was CA $5,461, price is now CA $3,640 per person
CA $3,640
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
9.6/10 Exceptional! (378 reviews)
I stayed an extra night bc I loved it so much!

Reviewed on Apr 10, 2026

Baraka House Royal Victoria London by OYO

Baraka House Royal Victoria London by OYO

3 out of 5
Docklands
Price was CA $3,928, price is now CA $2,656 per person
CA $2,656
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
6.6/10 (8 reviews)
This is a no frills place. If you’re looking for a cheap night or two, especially close to Excel, this is ideal. Everything is functional. Cleanliness could do with a little ramp up for my taste, but it was disgusting or anything like that. Walls are thin so you can hear other guests coming and going. Mattress on the bed wasn’t the best quality but I did sleep well. I would consider staying again because of the price point. As long as your not expecting the Ritz for what your paying it does the job.

Reviewed on Apr 28, 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 City Centre

Windsor City Centre

3 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 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 CA $324 per night from Apr 19 to Apr 20
CA $324
CA $389 total
Apr 19 - Apr 20
includes taxes & fees
9.4/10 Exceptional! (1,835 reviews)
Everything was perfection. The staff did everything possible to make our stay enjoyable and comfortable.

Reviewed on Apr 16, 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 CA $121 per night from Apr 19 to Apr 20
CA $121
CA $145 total
Apr 19 - Apr 20
includes taxes & fees
7.8/10 Good! (3,647 reviews)
Room was clean and good size with excellent touches like water bottles and bath robes. Highly recomend.

Reviewed on Apr 17, 2026

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 CA $112 per night from Apr 19 to Apr 20
CA $112
CA $135 total
Apr 19 - Apr 20
includes taxes & fees
8.8/10 Excellent! (296 reviews)
Very well located , rooms very uncomfortable . No chairs or tables to set up anything

Reviewed on Apr 16, 2026

The Drey - Kensington, Earl's Court
See all 17,354 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.
All Inclusive Vacations
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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 $2,442 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
78% of travellers recommend
LEGOLAND® Windsor Resort Tickets
sunset at Windsor Castle in London

Windsor Castle Admission Tickets

CA $58
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

CA $146
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.