Windsor Vacations from $699

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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.
Chapter Portobello

Chapter Portobello

2 out of 5
Notting Hill
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip flight included
New York (NYC) to London (LHR)
8/10 Very Good! (2 reviews)
The Hanbury Townhouse

The Hanbury Townhouse

3 out of 5
Islington
per person
Aug 21 - Aug 25
found 2 hours ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9.4/10 Exceptional! (46 reviews)
Very charming small hotel

Reviewed on Jun 25, 2025

ME London

ME London

5 out of 5
London City Centre
Save 100% on your flight
per person
Aug 30 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.2/10 Wonderful! (1,002 reviews)
The stars and service question and rating are subtly skewed as the hotel itself the staff was phenomenal and top tier. However, the restaurant staff on property for Luciano by Gino D’Acampo was utterly horrendous, waited 45 minutes for water refills and only received because I got up to ask for them, not much was done at all about the issue other then restaurant management making excuse of being short staffed, but she couldn’t be bothered to check on us or anyone else knowing that? We received a 20% discount upon checkout and lodging a more formal complaint in the lobby. We had reservations for two months and made it our last meal in the UK and couldn’t had been more disappointed or let down. The hotel nice, their restaurants, I wouldn’t recommend to anyone.

Reviewed on May 5, 2025

Leicester Square Studios

Leicester Square Studios

2 out of 5
London City Centre
per person
Aug 21 - Aug 25
found 2 hours ago
Roundtrip flight included
Boston (BOS) to London (LHR)
9.4/10 Exceptional! (23 reviews)
Great location! Nice little apartment in a bustling area. Highly recommend

Reviewed on May 8, 2025

Kings Cross- 2 Bedroom Apartment

Kings Cross- 2 Bedroom Apartment

2 out of 5
London City Centre
Save 100% on your flight
per person
Aug 21 - Aug 25
found 2 hours ago
Roundtrip flight included
Boston (BOS) to London (LHR)
No reviews
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te-neigborhood.subtitle 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)

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 top-notch restaurants.

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

$120
per adult
86% of travellers recommend
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

$50
per traveler
80% of travellers recommend
LEGOLAND® Windsor Resort Tickets
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
$122 nightly
The price is $147 total per night from Jul 2 to Jul 3
$147 total
Jul 2 - Jul 3
Total includes taxes and fees
7.8/10 Good! (1,001 reviews)
Great but very spread out
"Navigating around the hotel, which is lovely, is a challenge. My room was miles away from reception in a separate modern annex and breakfast was very busy and a bit chaotic. Price was good value though and room was good when I found it!"

Reviewed on Jun 24, 2025

De Vere Beaumont Estate
Harte and Garter
Harte and Garter
2 out of 5
31 High St, Windsor, England
$82 nightly
The price is $99 total per night from Jul 1 to Jul 2
$99 total
Jul 1 - Jul 2
Total includes taxes and fees
7.8/10 Good! (182 reviews)
"The property is undergoing renovations, but you cannot beat the proximity to Windsor Castle and the train station."

Reviewed on Jun 23, 2025

Harte and Garter
Stunning 1-bed Studio in Windsor
Stunning 1-bed Studio in Windsor
3 out of 5
Windsor
Misdescribed, and unsafe
"Where do I start The property was described as a studio. It stated that everyone in my party would be undestrurbed in the accomodation. This is untrue and breaches the trades description legislation The property has a shared kitchen with no privacy in it. The only TV is in the kitchen and so relaxing ..."

Reviewed on Sep 22, 2024

Get rates
Stunning 1-bed Studio in Windsor
See all 547 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.

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

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Frequently asked questions

How much does a Windsor vacation package cost?
Offering great value package deals from $699 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.