Old Windsor Holidays from £210

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Your Old Windsor Holiday

Say farewell to planning worries and hello to a Old Windsor holiday package. With the finer details organised before you take off, you can focus on discovering this city, starting with Brookwood, which is great for hiking, adventure sports and golfing. If sightseeing is part of the plan during your trip to Old Windsor, stop by leading attractions like Windsor Castle, LEGOLAND® Windsor and Frogmore House. Stop daydreaming and start adventuring. Explore the wide range of options on Expedia today and put your Old Windsor holiday plans into gear!

Price found within the past 48 hours. Click for updated prices.
Troy

Troy

London City Centre
£210
per person
5 Nov - 8 Nov
found 10 hours ago
Return flight included
Glasgow (GLA) to London (LHR)
7.8/10 Good! (758 reviews)
Excellent stay thanks very much

Reviewed on 12 Jun 2026

Dao By Dorsett West London

Dao By Dorsett West London

Hammersmith and Fulham
£340
per person
26 Nov - 29 Nov
found 24 hours ago
Return flight included
Edinburgh (EDI) to London (LHR)
8.4/10 Very good! (432 reviews)
Hotel Riu Plaza London The Westminster

Hotel Riu Plaza London The Westminster

London City Centre
Save 100% on your flight
£291
per person
13 Nov - 15 Nov
found 1 day ago
Return flight included
Aberdeen (ABZ) to London (LHR)
9/10 Wonderful! (1,990 reviews)
Great location and lovely polite and helpful staff

Reviewed on 13 Sept 2026

St. David's Hotels

St. David's Hotels

London City Centre
Save 100% on your flight
£287
per person
23 Nov - 27 Nov
found 21 hours ago
Return flight included
Aberdeen (ABZ) to London (LHR)
8.2/10 Very good! (1,501 reviews)
We stayed one night due to Heathrow Airport issues. The staff at night was wonderful and helpful. Morning staff was less so. No lift. Narrow and steep steps, which we anticipated as it is an older hotel. We chose 4th floor as they said it was less noisy. The train noise is prevalent. Very prevalent even on floor 4. No ac and windows only opened a small bit. They did provide a fan which helped. Small room which again we knew about. Nice however small bathroom. Across from a cute park. We needed a place to stay, it was reasonably priced and clean. Would have liked to visit that area, Paddington, but again, we were in and out.

Reviewed on 13 Sept 2026

Edward Hotel Paddington

Edward Hotel Paddington

London City Centre
Save 100% on your flight
£231
per person
18 Oct - 21 Oct
found 19 hours ago
Return flight included
Edinburgh (EDI) to London (LHR)
7.8/10 Good! (763 reviews)
I really enjoyed my stay at the Edward hotel. The staff was really helpful when we needed help when it came to the AC not working well in the room they provided us with a fan. Our room was always clean. The beds are comfortable. It was a really good location. If you’re looking for a cheaper, but good quality stay in London for a few days. I would recommend this hotel.

Reviewed on 13 Sept 2026

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

1 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 Windsor Royal Shopping Centre or Theatre Royal might round out your trip.

A street lined with shops and flags, including a chemist and a contemporary fine art gallery.

Eton

1 out of top 10 points of interest in this area

Explore this town’s enchanting high street for galleries and pubs. Learn about six centuries of the iconic college’s history and its famous alumni.

A deer standing on a grassy hill with trees in the background.

Park

When in Park, you can plan a visit to Windsor Great Park and LEGOLAND® Windsor, some noteworthy sights in the nearby area.

A river with boats, a castle, and a cityscape with buildings and greenery.

Clewer East

While Clewer East isn't home to many top sights, LEGOLAND® Windsor and Windsor Royal Shopping Centre are some notable places to visit nearby.

A calm river with boats docked, a wooden dock, and a cloudy sky.

Clewer North

1 out of top 10 points of interest in this area

While visiting Clewer North, you might make a stop by sights like Windsor Racecourse and Thames Path.

Top hotels in Old Windsor

The Langham, London

The Langham, London

1C Portland Place London England
£540
9 Oct - 10 Oct
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"We had a wonderful stay at The Langham. The staff were extremely welcoming and helpful throughout our visit. The location was ideal for our stay."

Reviewed on 9 Sept 2026

The Langham, London
Royal Garden Hotel

Royal Garden Hotel

2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
£286
27 Sept - 28 Sept
includes taxes & fees
9.4/10 Exceptional! (1,890 reviews)
"Amazing room wonderful customer service well worth the money!"

Reviewed on 12 Sept 2026

Royal Garden Hotel
Bob W London Hyde Park

Bob W London Hyde Park

23 Leinster Gardens London England
£127
4 Oct - 5 Oct
includes taxes & fees
9/10 Wonderful! (493 reviews)
"Excellent stay! Very clean hotel and helpful staff.I had a wonderful stay at this hotel. The property was incredibly clean and well-maintained throughout my entire visit.A special thanks to Mohand and others at the front desk, who was very helpful, polite, and welcoming during check-in. Great service ..."

Reviewed on 12 Sept 2026

Bob W London Hyde Park
See all 18,007 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

Why should I book my Old Windsor holiday with Expedia?
Choose Expedia to plan your next big break with ease, all in the same place. Our insider tip for scoring a terrific deal on an Old Windsor getaway? Bundle your accommodation, airfares and/or hire car into a package holiday. Then throw in a couple of awesome tours and activities. Most bookings also have flexible cancellation policies, so there's no need to stress if you have to switch up your travel agenda. Round-the-clock help with cancelling and changing your trip is available via our Customer Service Portal link.
When is the best time of year to holiday in Old Windsor?
If you love the buzz of peak season, visit Old Windsor in August, September and October. If you'd like a calmer vibe, June, November and December will suit you better. To give you an idea of what type of weather to expect, the daytime average temperature in January, the coolest time of year in Old Windsor, is 4ºC. The warmest time here is July, when temperatures reach around 17ºC.
What is the top hotel for my holiday in Old Windsor?
Offering plenty of amenities and home comforts, De Vere Beaumont Estate will make an ideal base for your Old Windsor getaway.
How do I get a cheap holiday to Old Windsor?
One of the simplest ways to save pounds (and time) is to bundle your bookings with Expedia. Hotels, flights, hire cars and activities — we've got them all covered. Choose the combination that best fits you and see your savings grow. Of course, holidays are never one-size-fits-all. That's why Expedia offers over 400 partner airlines and 321,000 hotel options throughout the world, which lets you customise your Old Windsor holiday your way. Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Old Windsor holiday?
Make sure your next holiday in Old Windsor is a memorable one by taking in its top attractions. Windsor Castle, LEGOLAND® Windsor, Eton College and Frogmore House are just a few of the things worth discovering while you're in this city.
What is the best area to stay in when on holiday in Old Windsor?
If you'll be visiting Hands-on Art Studio, save yourself the hassle of commuting and lock in a stay nearby. It's one of the top attractions in Old Windsor.
Do I need a visa for my Old Windsor holiday?
Visa requirements for Old Windsor vary depending on your nationality and the reason for your visit. It's wise to check official government websites to determine if you need a visa for your trip. They'll also give you the most up-to-date information, including details about application procedures or any supporting documentation that may be necessary. Enquire about your visa requirements well ahead of time to ensure a hassle-free travel experience. Finally, check to see that your passport has at least six months validity from the date of your return.
What should I wear on my Old Windsor holiday?
Although everyone's fashion style is different, it can be useful to have some guidelines for what to bring on your holiday in Old Windsor. We recommend browsing social media before leaving for inspiration on local fashion trends. Pack with confidence by checking the weather forecast in Old Windsor. July brings the warmest temperatures, with daily averages of 17ºC, while January days average 4ºC, making it the coolest time of year.
What does an Expedia Old Windsor holiday include?
Select from any combination of flights, hire cars and hotels. Once you've made your booking, add the fun stuff like experiences and activities. Want to pick your airfare class? That's possible too. The choice is all yours when it comes to crafting your ideal Old Windsor trip. Expedia features different types of properties, with the most popular in Old Windsor being private holiday homes and cottages. With Expedia, you'll always have the freedom and flexibility to design your holiday your way.
Does Expedia offer Book Now, Pay Later Old Windsor holidays?
Expedia has teamed up with online lender Klarna to make your next break easier on the purse strings. Paying in instalments means you can spread the costs of your next dream escape, 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 your budget. Consider these flexible payment options:
  • Pay monthly holidays: If paying small amounts each month is something that would work for you, Klarna can help. Paying in convenient monthly instalments will make that dream holiday possible.
  • No-deposit holidays: If not paying ahead of time for your getaway makes hitting that "book now" button more stress-free, go for a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!
Can I choose my airline with an Old Windsor Expedia holiday?
Yes, you sure can. We have more than 400 airline partners around the world, so choose the carrier that fits your travel preferences.

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.
See properties

Copper Horse

Find out about the history of Windsor when you spend time at Copper Horse. Attend a sporting event or simply enjoy the lively bars while you're in the area.
See properties

Hands-on Art Studio

Enjoy an outing to Hands-on Art Studio during your stay in Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

Things to do

LEGOLAND® Windsor Resort Tickets

LEGOLAND® Windsor Resort Tickets

£32
per traveller
74% of travellers recommend
LEGOLAND® Windsor Resort Tickets
THORPE PARK Resort Tickets

THORPE PARK Resort Tickets

£31
per traveller
76% of travellers recommend
THORPE PARK Resort Tickets
Windsor Castle, Stonehenge and Bath Day Guided Tour from London

Stonehenge, Windsor Castle and Bath, Day Guided Tour from London

£71
per adult
86% of travellers recommend
Stonehenge, Windsor Castle and Bath, Day Guided Tour from London
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. Flight-inclusive packages are ATOL protected.