A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Windsor Holidays from £970

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Your Windsor Holiday

Uncover the best parts of Windsor with a customised Windsor holiday package. From its lively atmosphere and cultural experiences to its spectacular views, you'll love experiencing this picturesque city the way you want to. Like to start exploring your surroundings? Windsor Golf Club, Sonoma-Cutrer Vineyards Cutrer Vineyard and Windsor Oaks Vineyards are three of the top places to visit during a trip to Windsor. Browse Expedia's wide range of travel options and start planning your ideal holiday to Windsor now.

Top Windsor flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 23 Dec - 29 Dec

    Courtyard by Marriott Oakland Airport + Flight

    Airport District
    6 nights
    3.0 star property
    8.4/10 - Very good (1,802 reviews)
    "The staff was accommodating with my early arrival but the room had a wet carpet and the smell was terrible"
    Reviewed November 9, 2026
    Return • London (LHR) - Oakland (OAK)
    LHR - SFO • Direct SFO - LHR • 1 stop
    £1,019
    £970
    per traveller
    found 16 hours ago
    Courtyard by Marriott Oakland Airport
  • 23 Dec - 29 Dec

    AC Hotel by Marriott Oakland Downtown + Flight

    Downtown Oakland
    6 nights
    3.5 star property
    9.2/10 - Wonderful (548 reviews)
    Return • London (LHR) - Oakland (OAK)
    LHR - SFO • Direct SFO - LHR • 1 stop
    £1,071
    £1,009
    per traveller
    found 16 hours ago
    AC Hotel by Marriott Oakland Downtown

Discover the most popular places to visit in Windsor

What to do in Windsor

Windsor Hotel Deals

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 travel package cost?

We make it simple for everyone to travel, with Windsor packages starting from just £970. You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few activities and tours to your travel itinerary?

If I'm not able to travel, can I cancel my Windsor travel package?

It's difficult to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Windsor travel package. If you booked in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for more information.

How do I get a cheap travel package to Windsor?

You'll save tons of cash if you combine your hotels, car rentals and flights into a Windsor travel package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 hotels all over the world, so you'll always have plenty of options to choose from. Like to save even more? Add some exciting activities to your package deal to unlock even more discounts! After all, travel is about more than just getting to your destination.

Does Expedia offer Book Now, Pay Later Windsor holidays?

Expedia has partnered with online lender Klarna to make your next trip easier on the purse strings. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more money to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that fits into your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip in multiple transactions.
  • Low deposit holidays: When you come across an incredible deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your escape.

Where should I stay in Windsor?

With interesting attractions such as Windsor Golf Club and Sonoma-Cutrer Vineyards Cutrer Vineyard in this neighbourhood, look for a hotel positioned near either of them. Windsor Oaks Vineyards is another Windsor hot spot that pulls the crowds.

What are the top hotels in Windsor?

The Inn at the Tides and Good Nite Inn Rohnert Park are among the most well-known hotels in Windsor. Why not take a look at the rates and facilities at each and then make up your mind?

How far in advance should I book my Windsor holiday?

It can be hard to know exactly when the best time is to book your trip to Windsor. But generally the earlier you book, the more affordable the prices. Sometimes, you can lock in your flights and hotels up to 12 months prior to departure. If you're hoping for a last-minute getaway, no need to fret! There are great deals featured on Expedia all the time.

What does an Expedia Windsor travel package include?

Flights, hotels and rental cars — we've got them all. With Expedia, you can create your Windsor travel package the way you want. All you have to do is figure out what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the bigger your savings!

What should I know before booking a Windsor travel package?

Our prices are always low. However, you'll enjoy even more bargains when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and lots of choice.

Can I choose my airline with a Windsor Expedia travel package?

Expedia has access to more than 550 airline partners globally, so you certainly can. Just select your favourite carrier and put together the perfect Windsor getaway.

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