Windsor Vacations from $1,081

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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!

The Latest Windsor vacation packages

Price found within the past 48 hours. Click for updated prices.
London Greenford by Charles Hope

London Greenford by Charles Hope

4 out of 5
Price was $1,617, price is now $1,081 per person
$1,081
per person
Dec 30 - Jan 5
found 3 hours ago
Roundtrip flight included
New York (NYC) to London (LHR)
9.2/10 Wonderful! (16 reviews)
Property was modern, very clean and had everything you need for an overnight stay. Being on the 6th floor the view at night is beautiful.

Reviewed on Jul 5, 2025

The Paddington Collection

The Paddington Collection

4 out of 5
London City Centre
Save 100% on your flight
Price was $1,695, price is now $1,129 per person
$1,129
per person
Dec 8 - Dec 15
found 23 hours ago
Roundtrip flight included
New York (JFK) to London (LHR)
No reviews
The Beaufort Apartments

The Beaufort Apartments

3 out of 5
London City Centre
Save 100% on your flight
Price was $4,234, price is now $2,837 per person
$2,837
per person
Dec 8 - Dec 14
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LHR)
No reviews
3-bed Rooftop Penthouse

3-bed Rooftop Penthouse

2 out of 5
London City Centre
Save 100% on your flight
Price was $22,251, price is now $15,166 per person
$15,166
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
10/10 Exceptional! (1 review)
Soho Penthouse by Concept Apartments

Soho Penthouse by Concept Apartments

4 out of 5
London City Centre
Save 100% on your flight
Price was $3,559, price is now $2,483 per person
$2,483
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
9.4/10 Exceptional! (3 reviews)
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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

5/5(71 area reviews)

Tour the heart of a tranquil riverside city, home to a 1,000-year-old castle where Queen Elizabeth II likes to relax.

Find hotels in Windsor City Centre

Discover the most popular places to visit in Windsor

May 2004 A visit to Legoland in Windsor. A great day out with loads to see and do.

LEGOLAND® Windsor

4/5(246 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 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
Some new cool graffiti in Windsor

Windsor Racecourse

5/5(1 review)

Catch an event at Windsor Racecourse, and enjoy other activities in Windsor such as golfing. Wander the area's riverfront or simply enjoy one of its lively bars.

Windsor Racecourse

What to do in Windsor

sunset at Windsor Castle in London

Windsor Castle Admission Tickets

$42
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

$119
per adult
86% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
Courtesy of English Heritage

Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor

$222
per adult
84% of travellers recommend
Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor
See all activities in Windsor

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
$90 nightly
The price is $108 total per night from Nov 2 to Nov 3
$108 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (1,018 reviews)
"Breakfast was OK. Would not say it was great. Also it was supposed to run until 10am. We arrived at 9:30 to grab a quick bite and before we even sat down all the breakfast things were being cleared away. Not very welcoming."

Reviewed on Oct 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
$128 nightly
The price is $153 total per night from Oct 26 to Oct 27
$153 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (1,011 reviews)
"Quaint hotel with 5-Star service and atmosphere. Efficient layout that was workable in the available space, didn't feel cramped. Only down side was the time to draw hot water, especially at the sink, but even in the shower. However, once it got hot, it was very hot. Complimentary breakfast buffet ..."

Reviewed on Oct 17, 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
$173 nightly
The price is $208 total per night from Oct 24 to Oct 25
$208 total
Oct 24 - Oct 25
Total with taxes and fees
8.8/10 Excellent! (1,011 reviews)
"Great location"

Reviewed on Oct 18, 2025

Sir Christopher Wren Hotel
See all 541 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.

Windsor Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Heathrow Airport (LHR)
Population
33,300
Max Temp Winter
45ºF
Max Temp Summer
70ºF
Top Sights
Windsor Castle, LEGOLAND® Windsor and Theatre Royal

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Frequently asked questions

How much does a Windsor vacation package cost?
Offering great value package deals from $1,081 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'd like to snag a cheap Windsor vacation package, consider planning a trip in November, December and January. You'll typically find lower prices on flights and accommodations during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Windsor?
To get the most out of a Windsor vacation, we suggest staying for 2 days. Split your time between discovering Theatre Royal, Changing of the Guard and other major sights, in addition to exploring neighborhoods like Windsor City Centre and Wexham. If you've got some time to spare, add a tour or day trip to your Windsor vacation itinerary.
Is it worth booking a vacation package to Windsor?
Windsor has everything you need for an awesome getaway — family-friendly attractions, walking trails and history are just the start. Whether you want to check out attractions such as Windsor Castle and LEGOLAND® Windsor, or venture off the beaten track, you'll find plenty to do on your Windsor vacation.
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 want to do in Windsor and your favorite season can help you decide when to go.
  2. Work out your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and airfares. Your accommodations will likely be the biggest expense during your trip to Windsor.
  3. Use Expedia's trip planning tool to explore Windsor: Research every aspect of your trip to Windsor with this comprehensive planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Work out your trip length: Think about how much time you want to spend discovering Windsor. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  5. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Windsor vacation package that brings all your bookings together.
  6. Book experiences or activities in advance: Whether it's a ticket to a big attraction or a walking tour, you won't have to worry about missing out on the best Windsor has to offer. Find all the incredible things to do in Windsor with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Windsor vacation packages?
Your Windsor getaway is meant to be an escape from your daily routine, not a reason for money worries. So to give you more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

Explore a world of travel with Expedia

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