Old Windsor Vacations from $1,123
Book a Hotel + Flight or Car together to unlock savings
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.
Dreamtel London Kensington
London City Centre
$1,123
per person
Dec 25 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
6.6/10 (950 reviews)
Location is good regarding access to the city with public transport. The room was very small, but the bed was fine. The hotel needs a good bit of work in general in regards to repairs/upgrades. Fair for what you pay versus similar in the city, so fine once you’re not expecting too much and just using the room for the basics. Staff were friendly.
Reviewed on Oct 17, 2026
Leicester House Hotel
London City Centre
$2,677
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to London (LHR)
8.8/10 Excellent! (82 reviews)
Very comfortable and clean in an incredible location! Staff was very helpful.
Reviewed on Oct 15, 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
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.
Windsor City Centre
1 out of top 10 points of interest in this area
Tour the heart of a tranquil riverside city, home to a 1,000-year-old castle where Queen Elizabeth II likes to relax.
Park
If you're looking for some top things to see and do in Park and surrounding area, you can visit Windsor Great Park and LEGOLAND® Windsor.
Clewer East
Clewer East might not have many top sights, but Windsor Royal Shopping Centre and Windsor Guildhall are two attractions nearby that you can check out.
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.
Old Windsor Hotel Deals
Royal Garden Hotel
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
$325 nightly
$391 total
Nov 20 - Nov 21
Total with taxes and fees
9.4/10 Exceptional! (1,960 reviews)
"Great hotel. Perfect spot in London. I will definitely go back."
Reviewed on Oct 19, 2026
St. James' Court, A Taj Hotel, London
54 Buckingham Gate London England
Fully refundableReserve now, pay when you stay
$304 nightly
$365 total
Nov 8 - Nov 9
Total with taxes and fees
9/10 Wonderful! (1,632 reviews)
"Great room, good location, really helpful staff and wonderful facilities and amenities"
Reviewed on Oct 18, 2026
Copthorne Tara Hotel London Kensington
Scarsdale Place London England
Fully refundableReserve now, pay when you stay
$90 nightly
$108 total
Oct 25 - Oct 26
Total with taxes and fees
7.8/10 Good! (3,772 reviews)
"Prices in the onsite shop shocking £5 for a small bottle of water , which in most hotels of this calibre is complimentary and in your room. Very expensive bar £33 for two cocktails. On departure day after checkout wanted to use the baggage storage facility advertised for a couple of hours only to ..."
Reviewed on Oct 19, 2026
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.
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.
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.
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.
Things to do
LEGOLAND® Windsor Resort Tickets
$43
per traveler
74% of travellers recommend
Stonehenge, Windsor Castle and Bath, Day Guided Tour from London
$106
per adult
86% of travellers recommend
From Oxford: Cotswolds Towns and Villages Small Group Tour
$114
per adult
80% of travellers recommend
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- Eton High Street Shopping
- Windsor Bridge
- St. Georges Chapel
- Visit Windsor
- Theatre Royal
- Ascot Racecourse
- Hands-On Art Studio
- Windsor Guildhall
- Dorney Lake
- Windsor Castle
- Savill Garden
- Liquid Leisure
- Slough Vacations
- Egham Vacations
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- Magna Carta Monument
- Eton College
- Virginia Water Vacations
- Windsor Vacations
- Frogmore House
- John F Kennedy Memorial
- Pinewood Studios
- Runnymede
- Legoland® Windsor
- Windsor Parish Church
- Royal Holloway
- St. Mary's Church
- Windsor Great Park
- Langley Marish Vacations
- Windsor Racecourse
- Thorpe Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.