Old Windsor Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Tristan Young

Where to stay in Old Windsor

Find the best Old Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Old Windsor
A historic stone castle with multiple towers and arched windows.

Windsor City Centre

2 out of top 10 points of interest in this area

The great bars and beautiful river views are top of the list for many visitors to Windsor City Centre. A stop by Thames Path or River Thames might round out your trip.

Find hotels in Windsor City Centre

Top hotels in Old Windsor

The Cumberland, London

The Cumberland, London

4.5 out of 5
The Cumberland, Great Cumberland Place London England
Fully refundableReserve now, pay when you stay
The price is 6.336.265 ₫ per night from 9 Aug to 10 Aug
6.336.265 ₫
7.603.518 ₫ total
9 Aug - 10 Aug
includes taxes & fees
8.8/10 Excellent! (2,029 reviews)
"Fantastic location in the heart of Sydney. Hotel was great and staff for friendly. Fusty smell in the lobby but really no big issues. Recommended."

Reviewed on 19 Jul 2026

The Cumberland, London
Sofitel London Heathrow

Sofitel London Heathrow

5 out of 5
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
The price is 5.569.915 ₫ per night from 4 Aug to 5 Aug
5.569.915 ₫
6.683.898 ₫ total
4 Aug - 5 Aug
includes taxes & fees
8.8/10 Excellent! (5,092 reviews)
"I always stay at this Sofitel for the breakfast. The cheerful gentleman makes the best omelettes and the rest of the staff is very professional and attentive."

Reviewed on 19 Jul 2026

Sofitel London Heathrow
Premier Inn Heathrow Airport Terminal 4

Premier Inn Heathrow Airport Terminal 4

3 out of 5
Terminal 4, Sheffield Road Hounslow England
Fully refundableReserve now, pay when you stay
The price is 1.768.227 ₫ per night from 2 Aug to 3 Aug
1.768.227 ₫
2.121.872 ₫ total
2 Aug - 3 Aug
includes taxes & fees
8.6/10 Excellent! (1,537 reviews)
"Location, location!! The tunnel from the hotel to terminal 4 made access super easy to both the airport and the tube. Breakfast is well worth it. Staff were super helpful."

Reviewed on 19 Jul 2026

Premier Inn Heathrow Airport Terminal 4
See all 17,649 properties in Old 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 an Old Windsor holiday package cost?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday to Old Windsor costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Old Windsor?
You can generally find lower rates and greater availability in February, April and November. Explore our cheap Old Windsor holiday packages and you could land some excellent off-season deals.
How many days is enough for Old Windsor?
You can see all the leading sights in Old Windsor in a few days, including the must-see Hands-on Art Studio. If you're looking for an extended Old Windsor holiday, look at what kind of activities and day trips are available nearby.
Is it worth booking a holiday package to Old Windsor?
Old Windsor is a good holiday destination with attractions like Windsor Great Park among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, an Old Windsor holiday promises fun for everyone.
How to find the best Old Windsor package deals?
Landing a cheap Old Windsor package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add some filters and see what's available. You can customise your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most economical Old Windsor package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Old Windsor holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the flexibility to create a customised Old Windsor holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Old Windsor?
Land amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Old Windsor holiday.
How to plan a trip to Old Windsor?

  1. Choose your travel dates: The things you want to do in Old Windsor and your preferred season will help you decide when to get away.
  2. Set a budget: Consider expenses such as flights, food and transportation when working out how much to set aside for your trip to Old Windsor. Then, select a property that matches your budget, whether that's a wallet-friendly stay or a high-end getaway.
  3. Decide how long to go for: Now that you're up to speed on Old Windsor, you can work out the right length of your break. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose an Old Windsor holiday package that brings all your bookings together.

Stay near popular Old Windsor attractions

Windsor Great Park

9.4/10 (152 reviews)
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.
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