Windsor City Centre Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Windsor City Centre

Price found within the past 48 hours. Click for updated prices.
Park Grand Mayfair

Park Grand Mayfair

4 out of 5
London City Centre
Price was CA $2,133, price is now CA $1,515 per person
CA $1,515
per person
Apr 26 - Apr 30
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
7.2/10 Good! (603 reviews)
the rooms are spacious and the location is very convenient for me. the staff is really attentive and polite.

Reviewed on Jan 26, 2026

Corinthia London

Corinthia London

5 out of 5
London City Centre
Price was CA $6,179, price is now CA $4,092 per person
CA $4,092
per person
Apr 6 - Apr 12
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
9.8/10 Exceptional! (1,002 reviews)
Top notch experience -friendly & helpful staff, excellent amenities, spacious room, and great location.

Reviewed on Jan 30, 2026

Mandarin Oriental Hyde Park, London

Mandarin Oriental Hyde Park, London

5 out of 5
London City Centre
Price was CA $7,032, price is now CA $4,838 per person
CA $4,838
per person
Apr 6 - Apr 12
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
8.8/10 Excellent! (245 reviews)
Immaculate in every way! Well done, from check in to the suites amenities, the lounge, service, right down to the nightly turndown surprises - an absolute must stay!

Reviewed on Dec 1, 2025

The Berkeley, Maybourne

The Berkeley, Maybourne

5 out of 5
London City Centre
Price was CA $6,064, price is now CA $4,198 per person
CA $4,198
per person
Apr 27 - May 3
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
9.2/10 Wonderful! (267 reviews)
I didn’t have a great stay I ticked the good star. The thing about the Berkeley is it should be re-named as it bares no resemblance to the original Berkeley Hotel we first stayed in 30 years ago .It has gone through some great changes over the years the Blue bar and Collins room designed by David Collins and didn’t Sir Richard Roger’s design the entrance . Now you have the Collins room area that has nothing to do with the hotel and a strange mash up between the new Emory hotel owned by the May

Reviewed on Dec 16, 2025

The Langham, London

The Langham, London

5 out of 5
London City Centre
Price was CA $4,482, price is now CA $3,126 per person
CA $3,126
per person
Apr 6 - Apr 12
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
9.6/10 Exceptional! (1,002 reviews)
The staff, the rooms are all first class! The spa is amazing. Very clean

Reviewed on Jan 19, 2026

Where to stay in Windsor City Centre

Find the best Windsor City Centre areas and neighborhoods for the activities you enjoy most. Learn more about Windsor City Centre
Great in the late spring when all the flowers are out.

Old Windsor

1 out of top 10 points of interest in this area

Old Windsor is known for its abundant dining options, and you can plan a trip to Windsor Great Park and Thames Path while you're in town.

Find hotels in Old Windsor

Windsor City Centre 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 $269 per night from Mar 15 to Mar 16
CA $269
CA $322 total
Mar 15 - Mar 16
includes taxes & fees
9.2/10 Wonderful! (1,848 reviews)
Excellent check in and out. Very good garden view room. Only negative is the Origin, empty retaurant despite good food but uneven service especially for afternoon drinks

Reviewed on Feb 11, 2026

Royal Garden Hotel
The Drey

The Drey

2 out of 5
1 Barkston Gardens London England
Fully refundable
The price is CA $125 per night from Feb 22 to Feb 23
CA $125
CA $150 total
Feb 22 - Feb 23
includes taxes & fees
8.6/10 Excellent! (80 reviews)
Very clean. Very modern 24/7 accessibility. Room key as a phone app was an amazing idea.

Reviewed on Feb 11, 2026

The Drey
Sofitel London Heathrow

Sofitel London Heathrow

5 out of 5
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from Mar 3 to Mar 4
CA $249
CA $298 total
Mar 3 - Mar 4
includes taxes & fees
8.8/10 Excellent! (4,929 reviews)
Great, clean, comfortable hotel at Heathrow T5. Onsite restaurants are excellent and staff super helpful

Reviewed on Feb 9, 2026

Sofitel London Heathrow
See all 11,968 properties in Windsor City Centre
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 a Windsor City Centre vacation package cost?
Say yes to new adventures with our Windsor City Centre vacation packages, which start from just CA $1,515. Choose the flights and hotels that match your travel style. Then, add on a couple of enriching experiences for an amazing escape.
How do I get a cheap travel package to Windsor City Centre?
If you love bargains, bundle your bookings into a Windsor City Centre vacation package. Whether you're looking for flights, hotels, rental cars or tours, you can book everything in one place. You'll have endless choice at your fingertips as well. Expedia has more than 550 airlines and 1,000,000 properties globally to take your pick of. Fly with who you prefer, find a room where you like and save your hard-earned money — now that's the ideal vacation!
Where should I stay in Windsor City Centre?
Most travelers who visit Windsor City Centre put both Windsor Castle and LEGOLAND® Windsor on their must-see lists. Why not choose a hotel that's close to these great attractions?
What are the top hotels in Windsor City Centre?
Book a stay at Fab 2b Town Centre Apt With Pkg Cavendish Hse Windsor. It's one of the neighborhood's most in-demand hotels. Another great option in Windsor City Centre is Goswell House.
How far in advance should I book my Windsor City Centre vacation?
Search Expedia to compare international fares as soon as you know your travel dates. You can usually purchase a seat up to 12 months prior to departure. If you can't find your preferred air carrier, or you've left things to the last moment, don't stress. The lowest prices to Windsor City Centre occasionally appear just weeks before the date of departure.
What does an Expedia Windsor City Centre travel package include?
Expedia has everything you need to organize your Windsor City Centre getaway, but how you structure your package is your call. Pick from any combination of rental cars, hotels and flights. Searching for some activities or tours to keep you entertained? Once you've made your booking, you can add them too. No matter your style or budget, there's a deal to meet your needs.
What should I know before booking a Windsor City Centre travel package?
Whether it's adventure or relaxation you're chasing, a Windsor City Centre vacation package lets you organize your escape your way. Plus, you'll score great discounts when you combine your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Windsor City Centre Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Windsor City Centre vacation package?
Yes, you can cancel your Windsor City Centre booking if your travel plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Discover the most popular places to visit in Windsor City Centre

Windsor Parish Church

After visiting Windsor Parish Church, make a plan to see the other sights and activities in Windsor. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Windsor Parish Church

Things to do

LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

CA $92
per traveller
78% of travellers recommend
LEGOLAND® Windsor Resort Tickets
sunset at Windsor Castle in London

Windsor Castle Admission Tickets

CA $60
per adult
82% of travellers recommend
Windsor Castle Admission Tickets
young boy poses next to Lego Pirate at Lego Land in London

Legoland® Windsor with Roundtrip Transportation

CA $148
per adult
74% of travellers recommend
Legoland® Windsor with Roundtrip Transportation
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.