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 17 - Sep 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
8.8/10 Excellent! (320 reviews)
Room was recently renovated and comfortable but a proper chair would have been appreciated. The fact that there was no space for a small desk and chair will give you a sense of the small size of the room.

Reviewed on Jul. 21, 2025

Corinthia London

Corinthia London

5 out of 5
London City Centre
per person
Sep 20 - Sep 23
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to London (LHR)
9.8/10 Exceptional! (1,000 reviews)
Excellent all around

Reviewed on Jul. 31, 2025

Maddox Street - 3 bed

Maddox Street - 3 bed

2 out of 5
London City Centre
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
No reviews
The Savoy

The Savoy

5 out of 5
London City Centre
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
9.6/10 Exceptional! (1,001 reviews)
The property itself is nice but the rooms are not; the junior suite I stayed in was dingy with no view which made it feel dark, dreary and dilapidated.

Reviewed on Jul. 31, 2025

Charles Hope London Battersea

Charles Hope London Battersea

3 out of 5
Wandsworth
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to London (LHR)
No reviews

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 $163 per night from Aug 3 to Aug 4
CA $163
CA $196 total
Aug 3 - Aug 4
includes taxes & fees
7.8/10 Good! (1,002 reviews)
Superb hotel - Need to invest in 'in-room' comfort
"This hotel is simply beautiful. The grounds are superb, and the overall amenties and facilties are great. However, I just don't get why any hotel in this day and age doesn't offer air-conditioning in the rooms. I mean, it's standard in a Premier Inn these days. As it happens, a previous resident ..."

Reviewed on Jul. 25, 2025

De Vere Beaumont Estate
Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street, Windsor, England
The price is CA $219 per night from Aug 3 to Aug 4
CA $219
CA $262 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"We had a great stay but our room 533, requires some attention. The carpet and sofa are badly stained."

Reviewed on Jul. 28, 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 $237 per night from Aug 6 to Aug 7
CA $237
CA $284 total
Aug 6 - Aug 7
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
A pleasant place to stay
"Just a very pleasant place to stay and good value for money"

Reviewed on Jul. 29, 2025

Sir Christopher Wren Hotel
See all 528 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
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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 top-notch restaurants while you're in the area.

Eton College

What to do in Windsor

LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

CA $75
per traveller
80% of travellers recommend
LEGOLAND® Windsor Resort Tickets
sunset at Windsor Castle in London

Windsor Castle Admission Tickets

CA $57
per adult
78% of travellers recommend
Windsor Castle Admission Tickets
THORPE PARK Resort Tickets

THORPE PARK Resort Tickets

CA $64
per traveller
THORPE PARK 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 $1,320 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.