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
Price was CA $2,092, price is now CA $1,218 per person
CA $1,218
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
8.8/10 Excellent! (338 reviews)
The room was comfortable and a good size. There is no hotel staff available to interact with on site and the elevator doesn’t run between 11pm and 7 am. With a room on the fifth floor that can be an issue. Although the neighborhood is quiet it is also remote from most tourists attractions. The restaurant below the hotel was outstanding.

Reviewed on Aug. 14, 2025

THE KNIGHT OF NOTTINGHILL

THE KNIGHT OF NOTTINGHILL

3.5 out of 5
Notting Hill
Price was CA $1,877, price is now CA $1,220 per person
CA $1,220
per person
Nov 2 - Nov 8
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

Presidential Apartments - Kensington

Presidential Apartments - Kensington

4 out of 5
London City Centre
Price was CA $2,678, price is now CA $1,784 per person
CA $1,784
per person
Sep 26 - Oct 3
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

Leicester Square Studios

Leicester Square Studios

2 out of 5
London City Centre
Price was CA $3,345, price is now CA $2,019 per person
CA $2,019
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
8.8/10 Excellent! (32 reviews)
Great location! Nice little apartment in a bustling area. Highly recommend

Reviewed on May 8, 2025

Ellen Kensington

Ellen Kensington

4 out of 5
London City Centre
Price was CA $1,988, price is now CA $1,240 per person
CA $1,240
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
8.6/10 Excellent! (50 reviews)
Everything was good and the breakfast was delicious except our room was in -1 floor. That’s the only disappointment.

Reviewed on Aug. 17, 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 $176 per night from Aug 21 to Aug 22
CA $176
CA $211 total
Aug 21 - Aug 22
includes taxes & fees
7.8/10 Good! (1,016 reviews)
"This hotel is a hotel like no other! After reading the reviews, I was worried about the heat and lack of fridges etc …. However I can’t believe anybody can say anything bad about this place ! It’s not just a hotel it’s an estate so the land and play areas make it extra special ! The rooms are spacious ..."

Reviewed on Aug. 17, 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 $181 per night from Aug 21 to Aug 22
CA $181
CA $217 total
Aug 21 - Aug 22
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Super friendly staff. Great breakfast. Nice and cozy rooms, especially the rooms called Johns."

Reviewed on Aug. 19, 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 $242 per night from Aug 25 to Aug 26
CA $242
CA $290 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Lovely hotel in Windsor, right by the river. Our room has a partial view of the castle."

Reviewed on Aug. 18, 2025

Sir Christopher Wren Hotel
See all 536 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
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Discover the most popular places to visit in Windsor

LEGOLAND® Windsor

LEGOLAND® Windsor

4/5(60 reviews)

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

4.5/5(406 reviews)

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

3.5/5(3 reviews)

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 $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 $165
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
78% 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 $1,218 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.