Windsor Vacations from ￥311,470

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The Latest Windsor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Royal Garden Hotel

Royal Garden Hotel

5 out of 5
London City Centre
per person
Aug 22 - Aug 28
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LHR)
9.2/10 Wonderful! (1,750 reviews)
It is in a very nice area! Love the Kensington Park and the Hyde Park in a walking distance. The room is very clean. Love the bed! I slept very well!

Reviewed on Jun 20, 2025

Claridge’s, Maybourne

Claridge’s, Maybourne

5 out of 5
London City Centre
Save 100% on your flight
per person
Aug 15 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to London (LHR)
9.6/10 Exceptional! (499 reviews)
loved the attentiveness

Reviewed on Mar 22, 2025

The Berkeley, Maybourne

The Berkeley, Maybourne

5 out of 5
London City Centre
per person
Aug 15 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to London (LHR)
9.2/10 Wonderful! (247 reviews)
Exceptional staff, exceptional service. All the amenities you could want. A pleasure AAA

Reviewed on Mar 19, 2025

ANDAZ LONDON LIVERPOOL STREET, BY HYATT

ANDAZ LONDON LIVERPOOL STREET, BY HYATT

5 out of 5
London City Centre
per person
Aug 31 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to London (LHR)
9.4/10 Exceptional! (1,000 reviews)
Great location and staff

Reviewed on May 1, 2025

The Connaught, Maybourne

The Connaught, Maybourne

5 out of 5
London City Centre
per person
Aug 15 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to London (LHR)
9.6/10 Exceptional! (236 reviews)
The service was exceptional. On the second morning I was woken by the sounds of construction taking place in the room above mine. It went on for hours. When I informed the staff at reception, with my permission they moved my things to a suite while I was out. I was traveling alone so the suite wasn't essential, but I appreciated the gesture. All of the staff was very kind and welcoming. A steak ordered from room service at 2 AM exceeded expectations. A great experience overall.

Reviewed on May 9, 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 heritage architecture and a castle

Windsor City Centre

1 out of top 10 points of interest in this area
5/5(71 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

Find the Best Windsor Vacation Packages

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 ￥17,488 per night from Jun 29 to Jun 30
￥17,488
￥20,986 total
Jun 29 - Jun 30
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"This is a lovely well kept hotel. It is surrounded in a well kept grounds. Great location for visiting Windsor as it is served by bus8 direct to town."

Reviewed on Jun 16, 2025

De Vere Beaumont Estate
Harte and Garter
Harte and Garter
2 out of 5
31 High St, Windsor, England
The price is ￥11,022 per night from Jun 29 to Jun 30
￥11,022
￥13,226 total
Jun 29 - Jun 30
includes taxes & fees
7.8/10 Good! (173 reviews)
"Location is great as opposite Windsor Castle. Hotel and room a little tired, however clean."

Reviewed on Jun 19, 2025

Harte and Garter
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 ￥25,898 per night from Jul 13 to Jul 14
￥25,898
￥31,077 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Front desk was very helpful and Lovely. Timothy L."

Reviewed on Jun 19, 2025

Sir Christopher Wren Hotel
See all 539 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.

Frequently asked questions

How much does a Windsor vacation package cost?
Offering great value package deals from ￥311,470 on Expedia, you'll be pleasantly surprised at how much a vacation to Windsor costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Windsor?
If you're looking to score a cheap Windsor vacation package, consider visiting in December, January and February. You'll typically find better rates on flights and accommodations during these quieter months --- ideal for budget-conscious travelers.
How many days is enough for Windsor?
Windsor vacations come in all shapes and sizes, but to really sink your teeth into this destination, we think 2 days is a good ballpark. In this timeframe, you can fit in major attractions like Changing of the Guard and Windsor Castle and seek out some underrated gems. Don't skip neighborhoods such as Windsor City Centre and Wexham either. If you're clever with your time, you can even take a day trip from Windsor too.
Is it worth booking a vacation package to Windsor?
Whether you're looking to explore attractions like Windsor Racecourse and Windsor Great Park on your Windsor vacation, or coming for its excellent walking trails, nature and bars and pubs, there's something for everyone here. With so much to see and do, you'll soon find out why so many travelers think Windsor is a good vacation destination.
How to find the best Windsor package deals?
Start your search for a Windsor package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Windsor package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Windsor getaway off to a flying start.
Is it cheaper to book a Windsor vacation as a package?
You can enjoy significant savings on your Windsor retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Windsor?
If you've got your Windsor travel dates finalized, book as soon as you can to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Windsor?

  1. Pick your dates: What you plan to do in Windsor and your preferred season can help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Windsor.
  3. Decide your trip length: Think about how long you want to spend exploring Windsor. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Windsor vacation package that brings all your bookings together.

Discover the most popular places to visit in Windsor

Windsor Castle showing heritage architecture and a castle

Windsor Castle

4.5/5(2,123 reviews)

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

Windsor Castle
One of 2 stags seen during a walk through the Deer park within Windsor Great Park.

Windsor Great Park

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.

Windsor Great Park
Enjoying the beautiful February sunshine at Eton Dorney rowing lake, remembering the amazing summer of 2012 and the Olympic takeover #olympics #london2012 🇬🇧

Dorney Lake

5/5(2 reviews)

Catch an event at Dorney Lake, and enjoy other activities in Dorney such as golfing. Stroll along the area's riverfront, or simply savor its top-notch restaurants.

Dorney Lake

What to do in Windsor

sunset at Windsor Castle in London

Windsor Castle Admission Tickets

￥6,075
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

￥17,441
per adult
86% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

￥7,251
per traveler
80% of travellers recommend
LEGOLAND® Windsor Resort Tickets
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.