Windsor Vacations from $1,154

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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.
Swan Inn, Heathrow Airport

Swan Inn, Heathrow Airport

2 out of 5
Stanwell
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to London (LHR)
3.6/10 (145 reviews)
Good little short stay, not much choice for take aways., only fish N chips or Chinese nearby. Stay was fine comfortable.

Reviewed on Aug 15, 2024

Bianca's House Hotel Heathrow Airport

Bianca's House Hotel Heathrow Airport

4 out of 5
Colnbrook
per person
Jun 16 - Jun 20
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to London (LHR)
6/10 (46 reviews)
Kind and compassionate staff with a warm receptive character

Reviewed on Apr 18, 2025

Sterling Suites Ealing

Sterling Suites Ealing

1 out of 5
Ealing
per person
Jun 16 - Jun 20
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to London (LHR)
No reviews
CitySpace Tower Bridge

CitySpace Tower Bridge

3 out of 5
London City Centre
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
6.6/10 (396 reviews)
We were unexpectedly upgraded to a room with windows! Was a nice surprise as we had booked for no windows.. Not understanding the other reviews, we had a very positive experience. Only note, the coffee and tea making station was very well equipped (even had oat milk), however, the only coffee was decaf..

Reviewed on Apr 22, 2025

OYO Abbey Hotel, London Shepherd's Bush Market

OYO Abbey Hotel, London Shepherd's Bush Market

3 out of 5
Hammersmith and Fulham
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
7.4/10 Good! (150 reviews)
Very comfortable beds and an ideal location, bathrooms on the small side and need replacing. The staff were very friendly. I would stay here again.

Reviewed on Nov 24, 2024

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

Find the Best Windsor Vacation Packages

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

Ready to book your vacation to Windsor?

 

Choose your dates

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 $118 per night from May 22 to May 23
$118
includes taxes & fees
$98 per night
May 22 - May 23
7.6/10 Good! (1,006 reviews)
100% would return
"Excellent staff - attentive £22 for a 3 course unlimited buffet- kids under 5 free - food excellent quality and hot! Pool big and clean Grounds well kept Some areas needed a lick of paint Plenty of loo roll! Great for kids - although the restaurant was very busy and noisy (fine for us as we have ..."

Reviewed on Apr 20, 2025

De Vere Beaumont Estate
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 $205 per night from May 5 to May 6
$205
includes taxes & fees
$171 per night
May 5 - May 6
8.6/10 Excellent! (1,000 reviews)
"Amazing location."

Reviewed on Apr 21, 2025

Sir Christopher Wren Hotel
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 $191 per night from Apr 27 to Apr 28
$191
includes taxes & fees
$159 per night
Apr 27 - Apr 28
9/10 Wonderful! (1,006 reviews)
"The staff was very welcoming. We arrived a bit early and they gave the kids a puzzle activity and candy as a “prize”. The rooms were very clean and a good size. The building has some older charm and is well maintained. This is truly a good value based on an excellent combination of hospitality, location ..."

Reviewed on Apr 21, 2025

Castle Hotel Windsor
See all 549 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

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Windsor vacation package cost?
Offering great value package deals from $1,154 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.

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 top-notch restaurants.

Windsor Racecourse

What to do in Windsor

sunset at Windsor Castle in London

Windsor Castle Admission Tickets

$41
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

$118
per adult
86% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

$49
per traveler
78% of travellers recommend
LEGOLAND® Windsor Resort Tickets
See all activities in Windsor

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