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.
Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
Save 100% on your flight
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
8.8/10 Excellent! (320 reviews)
Amazing place! For the price a very elegant place to stay. Nice breakfast and staff was very friendly. The bar and restaurant is a pluss

Reviewed on Jul. 18, 2025

Corinthia London

Corinthia London

5 out of 5
London City Centre
Save 100% on your flight
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
9.8/10 Exceptional! (1,000 reviews)
No better place if you have deep pickets or want to celebrate a special occassion in thr finest of style.

Reviewed on Jul. 16, 2025

The Savoy

The Savoy

5 out of 5
London City Centre
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
9.6/10 Exceptional! (1,001 reviews)
The location was perfect for my needs, and I appreciated the hospitality. I’d definitely recommend this place to others and would stay again in the future.

Reviewed on Jul. 7, 2025

Leicester Square Studios

Leicester Square Studios

2 out of 5
London City Centre
Save 100% on your flight
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
9/10 Wonderful! (28 reviews)
Great location! Nice little apartment in a bustling area. Highly recommend

Reviewed on May 8, 2025

1 Hotel Mayfair

1 Hotel Mayfair

5 out of 5
London City Centre
Save 100% on your flight
per person
Sep 8 - Sep 14
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to London (LHR)
9.6/10 Exceptional! (267 reviews)
We loved our stay at the 1 Hotel Mayfair! The property was beautiful and extremely elevated, and the service was truly wonderful.

Reviewed on Jul. 11, 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 château or palace and heritage architecture

Windsor City Centre

4.5/5(16 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 Thames River might round out your trip.

Find hotels in Windsor City Centre

Old Windsor Hotel Deals

The Clermont London, Victoria

The Clermont London, Victoria

4 out of 5
101 Buckingham Palace Road, London, England
Fully refundableReserve now, pay when you stay
The price is CA $318 per night from Aug 17 to Aug 18
CA $318
CA $381 total
Aug 17 - Aug 18
includes taxes & fees
9.2/10 Wonderful! (2,380 reviews)
"My husband, sister, niece, and I stayed at the Clermont for a week in June 2025 and had a very good experience. The location near Victoria Station is ideal for getting around London. The staff was quite helpful whenever we had questions or needed assistance. While the breakfast choices were limited, ..."

Reviewed on Jul. 19, 2025

The Clermont London, Victoria
Sofitel London Heathrow

Sofitel London Heathrow

5 out of 5
Terminal 5, London Heathrow Airport, West Drayton, England
Fully refundableReserve now, pay when you stay
The price is CA $255 per night from Aug 10 to Aug 11
CA $255
CA $307 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (4,375 reviews)
"Not their fault but the tv had a huge x scratch. Tv was on when we arrived"

Reviewed on Jul. 19, 2025

Sofitel London Heathrow
Hyatt Place London Heathrow Airport

Hyatt Place London Heathrow Airport

4 out of 5
The Grove, Bath Road, West Drayton, England
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Aug 16 to Aug 17
CA $150
CA $180 total
Aug 16 - Aug 17
includes taxes & fees
9/10 Wonderful! (3,692 reviews)
"It was great, but… I was a little surprised that they wanted to charge to take you to the airport, and charge you for breakfast. It does say that on their website, but I was still a little disappointed."

Reviewed on Jul. 17, 2025

Hyatt Place London Heathrow Airport
See all 17,232 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

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 $1,317 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

sunset at Windsor Castle in London

Windsor Castle Admission Tickets

CA $58
per adult
78% of travellers recommend
Windsor Castle Admission Tickets
Windsor Castle, Stonehenge and Bath Day Tour with Lunch Pack

Windsor Castle, Stonehenge and Bath Day Guided Tour from London

CA $166
per adult
86% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

CA $69
per traveller
80% of travellers recommend
LEGOLAND® Windsor Resort Tickets
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.