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
Windsor City Centre

Windsor City Centre

3 out of top 10 points of interest in this area
4.5/5(124 area reviews)

The great bars and beautiful river views are top of the list for many visitors to Windsor City Centre. A stop by King Edward Court Shopping or Windsor Royal Shopping Centre might round out your trip.

Find hotels in Windsor City Centre

Top hotels in Old Windsor

Royal Garden Hotel

Royal Garden Hotel

5 out of 5
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
The price is 7.315.039 ₫ per night from 10 May to 11 May
7.315.039 ₫
8.778.047 ₫ total
10 May - 11 May
includes taxes & fees
9.4/10 Exceptional! (1,879 reviews)
The hotel is in a great location. Definitely pay for the park view rooms as it is beautiful and the view the other way overlooks a roof top in disrepair. Breakfast was very good. Easy walk to the underground station as most touristy spots are a few stops away. Kensington High Street has a lot of ...

Reviewed on 15 Apr 2026

Royal Garden Hotel
Copthorne Tara Hotel London Kensington

Copthorne Tara Hotel London Kensington

4 out of 5
Scarsdale Place London England
Fully refundableReserve now, pay when you stay
The price is 2.322.802 ₫ per night from 19 Apr to 20 Apr
2.322.802 ₫
2.787.362 ₫ total
19 Apr - 20 Apr
includes taxes & fees
7.8/10 Good! (3,643 reviews)
Breakfast was good

Reviewed on 16 Apr 2026

Copthorne Tara Hotel London Kensington
The Drey - Kensington, Earl's Court

The Drey - Kensington, Earl's Court

3 out of 5
1 Barkston Gardens London England
Fully refundableReserve now, pay when you stay
The price is 2.702.312 ₫ per night from 19 Apr to 20 Apr
2.702.312 ₫
3.242.989 ₫ total
19 Apr - 20 Apr
includes taxes & fees
9/10 Wonderful! (292 reviews)
The Drey is in a lovely neighborhood close to lots of restaurants and shops and steps from Earls Court tube station. Property is extremely clean and fresh with all modern conveniences. Every staff member was absolutely wonderful and helpful. Will definitely be my choice any time I return to ...

Reviewed on 15 Apr 2026

The Drey - Kensington, Earl's Court
See all 17,354 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.

Popular places to visit

Windsor Castle

Windsor Castle

4.5/5(465 reviews)

Windsor Castle is just one of the places to see in Windsor, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Windsor Castle
Eton College

Eton College

3.5/5(7 reviews)

Walk around the campus at Eton College during your visit to Windsor. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Eton College
Theatre Royal

Theatre Royal

3.5/5(3 reviews)

Get tickets for a show at Theatre Royal, a popular theatre in Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Theatre Royal