Old Windsor Vacations from $1,308
Book a Hotel + Flight or Car together to unlock savings
Photo by Tristan Young
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Page8, Page Hotels
London City Centre
Save 100% on your flight
Price was $1,925, price is now $1,308 per person
$1,308
per person
Apr 16 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.6/10 Exceptional! (1,465 reviews)
Great hotel, amazing central location, quick walk to the tube, typical sized room for London, and friendly staff. My only complaint is that the bed was too hard and uncomfortable for what I prefer. I would recommend staying here!
Reviewed on Jan 30, 2026
Hotel Riu Plaza London Victoria
London City Centre
Save 100% on your flight
Price was $2,312, price is now $1,364 per person
$1,364
per person
Apr 16 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (3,010 reviews)
Clean room, friendly staff, nice breakfast buffet, and excellent location.
Reviewed on Jan 27, 2026
St Martins Lane London, a Morgans Originals hotel
London City Centre
Save 100% on your flight
Price was $2,347, price is now $1,486 per person
$1,486
per person
Apr 16 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.4/10 Exceptional! (1,001 reviews)
Location excellent reception staff ok breakfast ok didn’t think there should be extra £10 charge for the breakfast menu. Rooms bit clinical in design but that’s personal taste.
Reviewed on Jan 25, 2026
Sanderson London, a Morgans Originals hotel
London City Centre
Save 100% on your flight
Price was $2,176, price is now $1,449 per person
$1,449
per person
Apr 16 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
8.8/10 Excellent! (1,000 reviews)
Beautiful clean room. The hotel is very modern and crisp. Staff very accommodating.
Reviewed on Jan 10, 2026
The Mayfair Townhouse – an Iconic Luxury Hotel
London City Centre
Save 100% on your flight
Price was $2,376, price is now $1,676 per person
$1,676
per person
Apr 16 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to London (LHR)
9.2/10 Wonderful! (1,146 reviews)
Staff were great , rooms small and tight , food very good
Reviewed on Jan 26, 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
Windsor City Centre
1 out of top 10 points of interest in this area
5/5(71 area reviews)
Tour the heart of a tranquil riverside city, home to a 1,000-year-old castle where Queen Elizabeth II likes to relax.
Old Windsor Hotel Deals
Royal Garden Hotel
2-24 Kensington High Street London England
Fully refundableReserve now, pay when you stay
$198 nightly
The price is $237 total per night from Mar 1 to Mar 2
$237 total
Mar 1 - Mar 2
Total with taxes and fees
9.2/10 Wonderful! (1,833 reviews)
Great service, clean spacious room. The shower door opened only to the inside and therefore for a large person it was very difficult to use. Of course there was a bathtub with a shower attachment, but no screen. Suggestion: either replace the shower door with one that opens to the outside or put ...
Reviewed on Jan 26, 2026
Renaissance London Heathrow Hotel
Bath Road Hounslow England
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $119 total per night from Feb 16 to Feb 17
$119 total
Feb 16 - Feb 17
Total with taxes and fees
8.8/10 Excellent! (2,566 reviews)
Amazing hotel and do close to terminal 5
Reviewed on Jan 25, 2026
Sofitel London Heathrow
Terminal 5 West Drayton England
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $208 total per night from Feb 16 to Feb 17
$208 total
Feb 16 - Feb 17
Total with taxes and fees
8.8/10 Excellent! (4,907 reviews)
Convenient location, helpful staff, comfortable room, great food!
Reviewed on Jan 28, 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.
Discover the most popular places to visit in Old Windsor
Windsor Great Park
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 lively bars while you're in the area.
Things to do
Windsor Castle, Stonehenge and Bath Day Guided Tour from London
$108
per adult
86% of travellers recommend
Day trip to Windsor, Oxford & Stonehenge from London
$119
per adult
80% of travellers recommend
Windsor Castle Half-Day Tour with London Eye & Buckingham Palace Options
$130
per adult
76% of travellers recommend
Explore a world of travel with Expedia
- Hotels near Frogmore House
- Hotels near Runnymede
- Hotels near Wraysbury
- Hotels near Liquid Leisure
- Datchet Hotels
- Hostels in Datchet
- Hotel Wedding Venues Hotels in Datchet
- Hotels near Windsor Parish Church
- Hotels near Windsor Castle
- Cottages in Horton
- Apartments in Horton
- Villas in Horton
- Hotels near Windsor City Centre
- Hotels near St. Georges Chapel
- Hotels near Theatre Royal
- Windsor Hotels
- Four Seasons Hotels in Windsor
- B&B in Windsor
- Hotels near Windsor & Eton Central Station
- Historic Hotels in Windsor
- 5 Star Hotels in Windsor
- Hostels in Windsor
- Family Hotels in Windsor
- Adults Only Resorts & in Windsor
- Luxury Hotels in Windsor
- NH Hotels in Windsor
- Boutique Hotels in Windsor
- Hotel Wedding Venues Hotels in Windsor
- Resorts & Hotels with Spas in Windsor
- Houseboats in Windsor
- Hotels with Connecting Rooms in Windsor
- Safari Tentalow in Windsor
- Golf Hotels in Windsor
- Hotels with Air Conditioning in Windsor
- Hilton Hotels in Windsor
- Cheap Hotels in Windsor
- Hotels with Fireplaces in Windsor
- 4 Star Hotels in Windsor
- Pet-friendly Hotels in Windsor
- Guest Houses in Windsor
- Romantic Hotels in Windsor
- Hotels with Tennis Courts in Windsor
- Hotels with Early Check-in in Windsor
- Hotels with Free Parking in Windsor
- Cabin Rentals in Windsor
- Extended Stay Hotels in Windsor
- All-inclusive Resorts in Windsor
- Hotels with smoking rooms in Windsor
- Hotels with Laundry Facilities in Windsor
- Travelodge UK Hotels in Windsor
- Non-Smoking Hotels in Windsor
- 3 Star Hotels in Windsor
- Hotels with Free Airport Shuttle in Windsor
- Accor Hotels in Windsor
- Castles in Windsor
- Casino Hotels in Windsor
- Farmstay in Windsor
- Town Houses in Windsor
- Hotels with Hot Tubs in Windsor
- Cottages in Windsor
- Vacation Homes in Windsor
- Hotels with Kitchenettes in Windsor
- Hotels with a Gym in Windsor
- Dorchester Collection Hotels in Windsor
- Inns in Windsor
- Hotels on the River in Windsor
- Apartments in Windsor & Eton Riverside Station
- Hotels near Windsor & Eton Riverside Station
- Apartments in Windsor & Eton Central Station
- Car rentals near Liquid Leisure
- Car rentals near Datchet
- Car rentals near Windsor Castle
- Pickup Car Rentals near Windsor Castle
- Car rentals near Windsor
- Enterprise Rental Cars in Windsor
- Hertz Rental Cars in Windsor
- Sixt Rental Cars in Windsor
- Pickup Car Rentals in Windsor
- Alamo Rent A Car Rental Cars in Windsor
- Foco Rental Cars in Windsor
- Luxury Car Rentals in Windsor
- Sportscar Car Rentals in Windsor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.