Windsor Vacation Packages

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Your Windsor Vacation

Lock in a Windsor vacation package that includes everything you need and no unnecessary extras. Good for hiking, adventure sports and golfing, think about staying in the neighborhood of Brookwood. You'll want to do a little exploring during your trip to Windsor. Make time for famous attractions like Windsor Castle, LEGOLAND® Windsor and Frogmore House. Stop dreaming and start traveling. Check out the multitude of options on Expedia today and put your Windsor vacation plans into action!

Top Windsor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Three Falcons Hotel

Three Falcons Hotel

4 out of 5
City of Westminster
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
8.8/10 Excellent! (338 reviews)
Quaint modern room above an Indian Gastropub. Do try the butter chicken. It’s delicious. Staff were warm and welcoming. Give them a try!

Reviewed on Aug. 7, 2025

THE KNIGHT OF NOTTINGHILL

THE KNIGHT OF NOTTINGHILL

3.5 out of 5
Notting Hill
per person
Sep 11 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
8.6/10 Excellent! (20 reviews)
I booked this last minute when another hotel booking fell through. All I knew was that I liked the area it was in and needed a place to sleep but I was so pleasantly surprised by how nice and cute it was. Highly recommend for solo travelers!

Reviewed on Sep. 10, 2024

Hotel Riu Plaza London Victoria

Hotel Riu Plaza London Victoria

4 out of 5
London City Centre
per person
Sep 11 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
8.8/10 Excellent! (2,617 reviews)
Excellent hotel. Friendly staff. Room was clean and comfortable.

Reviewed on Aug. 11, 2025

Hotel La Place

Hotel La Place

3.5 out of 5
London City Centre
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
8.4/10 Very Good! (450 reviews)
This hotel was very well located

Reviewed on Jun. 26, 2025

Presidential Apartments - Kensington

Presidential Apartments - Kensington

4 out of 5
London City Centre
per person
Sep 11 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
8.2/10 Very Good! (1,862 reviews)
Wonderful location and spacious rooms. Not the most up to date amenities, however. Perfect place to stay with a larger group.

Reviewed on Jul. 14, 2025

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about 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

Ready to book your vacation to Windsor?

 

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Windsor Hotel Deals

De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire, Windsor, England
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Aug 17 to Aug 18
CA $165
CA $198 total
Aug 17 - Aug 18
includes taxes & fees
7.8/10 Good! (1,009 reviews)
"All ok except terrible shower hose pipe. It was leaking. Didnt bother complaining as we were staying 1 night only"

Reviewed on Aug. 9, 2025

De Vere Beaumont Estate
Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street, Windsor, England
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Aug 17 to Aug 18
CA $204
CA $244 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (1,013 reviews)
"We loved the convenience of this facility! Historical stay, in the center of the action. So easy to walk around from this central point."

Reviewed on Aug. 10, 2025

Castle Hotel Windsor
Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

4 out of 5
Thames Street, Windsor, England
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from Aug 17 to Aug 18
CA $239
CA $287 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Great location, spacious room. My interactions with the staff were very pleasant. My reservation came with breakfast, which was a buffet style in the restaurant area that had a beautiful water view. I enjoyed my stay very much and would highly recommend."

Reviewed on Aug. 10, 2025

Sir Christopher Wren Hotel
See all 522 properties in 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
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Discover the most popular places to visit in Windsor

LEGOLAND® Windsor

LEGOLAND® Windsor

Enjoy the excitement at LEGOLAND® Windsor and see why this is a favorite theme park in Windsor. Amble around the area's riverfront or seek out the golf courses.

LEGOLAND® Windsor
Windsor Castle showing château or palace and heritage architecture

Windsor Castle

Manicured gardens stretch beyond the Gothic turrets of the world’s oldest and largest inhabited castle, a weekend home to royals.

Windsor Castle
Eton College

Eton College

Walk around the campus at Eton College during your stay in Windsor. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Eton College

What to do in Windsor

sunset at Windsor Castle in London

Windsor Castle Admission Tickets

CA $57
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 $164
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 $75
per traveller
80% of travellers recommend
LEGOLAND® Windsor Resort Tickets
See all activities in Windsor

Frequently asked questions

How much does a Windsor vacation package cost?
You'll find cheap prices from CA $1,171 on Expedia for your Windsor getaway. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Windsor costs.
What are the cheapest months to go to Windsor?
December, January and February are great times to search for cheap Windsor vacation packages. Travelling in less busy periods means you can usually find lower prices on flights and hotels.
How many days is enough for Windsor?
With around 2 days, you'll have enough time to experience popular neighbourhoods like Windsor City Centre and Wexham during your Windsor vacation. Remember to also add Frogmore House and Eton High Street Shopping to your must-do list. Looking for more adventures? Consider venturing outside of Windsor on tours and day trips.
Is it worth booking a vacation package to Windsor?
Popular for its walking trails, nature and bars and pubs, a Windsor vacation is a hit with all kinds of travellers. Be sure to visit top sights like Windsor Racecourse and Windsor Great Park, and consider renting some wheels for day trips to explore even more.
How to find the best Windsor package deals?
Use Expedia's filter tool to help you find some fabulous Windsor package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Windsor package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Windsor vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights individually. Better still, you can customize your Windsor trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Windsor?
If you're considering a spur-of-the-moment Windsor trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Windsor?

  1. Choose when to travel: Check your calendar and get packing. Your preferred season and the available activities will also help you decide when to visit Windsor.
  2. Set a budget: Consider costs such as flights, transportation and food when working out how much to put aside for your trip to Windsor. Then, select a hotel that suits your budget, whether that's a wallet-friendly option or a more upscale retreat.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to experience in Windsor. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Windsor vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.