Old Windsor Vacations from $766

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Your Old Windsor Vacation

Say farewell to planning worries and hello to a Old Windsor vacation package. With the finer details organized 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 vacation plans into gear!

The Latest Old Windsor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Three Falcons Hotel
Cheval Three Quays at The Tower of London
The Cadogan, A Belmond Hotel, London
Park Lane Apartments Crawford Place
Park Lane Apartments - Shaw House

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

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

Old Windsor Hotel Deals

Royal Garden Hotel

Royal Garden Hotel

5 out of 5
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
$346 nightly
The price is $416 total per night from Dec 7 to Dec 8
$416 total
Dec 7 - Dec 8
Total with taxes and fees
9.2/10 Wonderful! (1,808 reviews)
This hotel is a great place to stay, conveniently located near everything you need. There's a bus stop right in front of the hotel, and the train station is just a five-minute walk away. Whole Foods and numerous stores and restaurants are nearby, and the entrance to Hyde Park is close by as well. ...

Reviewed on Nov 28, 2025

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
$107 nightly
The price is $129 total per night from Dec 7 to Dec 8
$129 total
Dec 7 - Dec 8
Total with taxes and fees
7.6/10 Good! (3,422 reviews)
Disappointed that they didn’t honour the early check that I requested Bar price expensive and differed from price in menu

Reviewed on Nov 28, 2025

Copthorne Tara Hotel London Kensington
Mitre House Hotel

Mitre House Hotel

3 out of 5
178-186 Sussex Gardens London England
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $125 total per night from Dec 23 to Dec 24
$125 total
Dec 23 - Dec 24
Total with taxes and fees
8.2/10 Very Good! (2,325 reviews)
Staff are so friendly and helpful. Great location so close to Paddington Station and Hyde Park. Rooms and building were spotless, if a little dated. Good free breakfast.. have the fresh fruit salad, delicious. Bar prices were very reasonable too. Only reason it didn’t get 5 stars is because the radiator ...

Reviewed on Nov 28, 2025

Mitre House Hotel
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.

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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.