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.
The Stafford London
London City Centre
CA $2,981
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
9.4/10 Exceptional! (949 reviews)
We have just enjoyed our fourth stay, and will be making reservations
for our fifth for next year. It’s our favorite hotel and location in London.
Reviewed on Oct 2, 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
Eton
1 out of top 10 points of interest in this area
Explore this town’s enchanting high street for galleries and pubs. Learn about six centuries of the iconic college’s history and its famous alumni.
Windsor City Centre
1 out of top 10 points of interest in this area
The lively bars and stunning river views are top of the list for many visitors to Windsor City Centre. A stop by Windsor Royal Shopping Centre or Windsor Guildhall might round out your trip.
Park
If you're looking for some top things to see and do in Park and surrounding area, you can visit Windsor Great Park and LEGOLAND® Windsor.
Clewer East
Clewer East might not have many top sights, but Windsor Royal Shopping Centre and Windsor Guildhall are two attractions nearby that you can check out.
Clewer North
1 out of top 10 points of interest in this area
While visiting Clewer North, you might make a stop by sights like Windsor Racecourse and Thames Path.
Old Windsor Hotel Deals
Royal Garden Hotel
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
CA $451
CA $541 total
Nov 1 - Nov 2
includes taxes & fees
9.4/10 Exceptional! (1,923 reviews)
"Friendly stuff"
Reviewed on Oct 4, 2026
Bluedaws Private Hotel
Sussex Gardens London England
CA $105
CA $126 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very good! (120 reviews)
"In all our travels we have never found such a delightful staff and such kindness! We thought it would be a dorm with bunk beds and shared bathroom experience but it was actually a Victorian residence with glossy white bannisters, pristine bathrooms aplenty, and thick wall to wall, traditional carpeting ..."
Reviewed on Oct 3, 2026
Bob W London Hyde Park
23 Leinster Gardens London England
CA $151
CA $181 total
Oct 25 - Oct 26
includes taxes & fees
9/10 Wonderful! (561 reviews)
"Excellent hotel will definitely come back!"
Reviewed on Oct 3, 2026
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 pick up a vacation package to this popular destination from CA $1,291 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?
- 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.
- 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.
- 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.
- 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.
Stay near popular Old Windsor attractions
Windsor Great Park
9.4/10 (152 reviews)
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.
Copper Horse
Find out about the history of Windsor when you spend time at Copper Horse. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Hands-on Art Studio
Enjoy an outing to Hands-on Art Studio during your stay in Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Things to do
LEGOLAND® Windsor Resort Tickets
CA $60
per traveller
74% of travellers recommend
Windsor Castle Admission Tickets
CA $60
per adult
82% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.