Windsor Vacation Packages 2026 from $1,578

Windsor flight + hotel vacation packages

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

Hotel La Place

London City Centre

Save 100% on your flight

$1,578

per person

Aug 25 - Aug 31

found 13 hours ago

Roundtrip non-stop flight included

Boston (BOS) to London (LHR)

This hotel features a bar/lounge, free WiFi in public areas, and a library. Traveling on business? Take advantage of the business center, laundry service, and airport shuttle. Luggage storage, laundry facilities, and concierge services are also on offer.

5 Bedroom Holiday Home With Sauna, No Deposit

Save 100% on your flight

$4,553

per person

Jul 10 - Jul 13

found 14 hours ago

Roundtrip flight included

New York (NYC) to London (LHR)

A sauna, free self parking, and barbecue grills are featured at this vacation home. A terrace and a garden are also provided.

Stylish 2BR Apartment in Leicester Square

London City Centre

Save 100% on your flight

$2,156

per person

Aug 25 - Aug 31

found 13 hours ago

Roundtrip non-stop flight included

Boston (BOS) to London (LHR)

Free WiFi in public areas is provided and the front desk is staffed around-the-clock.

Chancery Lane by Viridian Apartments

London City Centre

Save 100% on your flight

$2,870

per person

Aug 25 - Aug 31

found 13 hours ago

Roundtrip non-stop flight included

Boston (BOS) to London (LHR)

London Choice-Gloucester Road-Kensington

London City Centre

Save 100% on your flight

$2,388

per person

Aug 25 - Aug 31

found 13 hours ago

Roundtrip non-stop flight included

Boston (BOS) to London (LHR)

This apartment features free WiFi in public areas, dry cleaning, and laundry facilities.

Top Windsor hotels deals

De Vere Beaumont Estate

Burfield Road, Berkshire Windsor England

$117 nightly

$140 total

Jun 14 - Jun 15

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. Free parking, a business center, and a coffee shop are also offered.

Pool

Pet friendly

Sir Christopher Wren Hotel

Thames Street Windsor England

Free Cancellation

Reserve now, pay when you stay

$192 nightly

$230 total

Jun 14 - Jun 15

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free English breakfast each morning.

Breakfast included

Free WiFi

Castle Hotel Windsor

18 High Street Windsor England

Free Cancellation

Reserve now, pay when you stay

$157 nightly

$188 total

Jun 21 - Jun 22

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking, a business center, and a terrace are also offered.

Free WiFi

Restaurant

LEGOLAND Windsor Resort

LEGOLAND Windsor Resort Windsor England

Free Cancellation

Reserve now, pay when you stay

$189 nightly

$227 total

Jun 9 - Jun 10

Total with taxes and fees

This hotel features 2 restaurants, a bar/lounge, and an indoor pool. Bring the family and enjoy the mini golf, theme park character encounters, and playground. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking.

Pool

Breakfast included

Harte and Garter

31 High St Windsor England

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$126 total

Jul 5 - Jul 6

Total with taxes and fees

Luggage storage is available at this hotel.

Free WiFi

Breakfast available

Macdonald Windsor Hotel

23 High Street Windsor England

Free Cancellation

Reserve now, pay when you stay

$146 nightly

$176 total

Jun 21 - Jun 22

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Express check-out, dry cleaning, and luggage storage are also on offer.

Pet friendly

Free WiFi

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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.

Popular places to visit

Windsor Castle

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.

LEGOLAND® Windsor

Enjoy the excitement at LEGOLAND® Windsor and see why this is a favorite theme park in Windsor. Amble around the area's riverfront or seek out the golf courses.

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.

Frequently asked questions

How much are vacation packages to Windsor?

Prepare to be pleasantly surprised — you can vacation in Windsor for only $1,578. Allow Travelocity to save you time and stress with our fantastic vacation packages. With flights, hotels and experiences all ready to go, what are you waiting for?

How long should my Windsor vacation be?

Many travelers spend roughly 2 nights in Windsor. But you don't have to follow the crowd. Whether you decide to stay for a matter of days or weeks, you'll love exploring all the amazing things that this place has to offer.

Where can I get the best vacation package deals for Windsor?

It's hard to top Travelocity when it comes to crafting your Windsor package deal. There are at least 400 air carriers and 1,000,000 properties around the world to choose from. Reserve your trip now and get ready to cross another place off your must-visit list.

Why should I book my Windsor vacation package via Travelocity?

We've got destinations and experiences for every kind of traveler, excellent service and round-the-clock customer support. And to top it off, we'll match any cheaper price you're able to find with our Price Match Guarantee.

Can I save on my Windsor car rental if I combine it with my hotel or flight?

Combining your flight, hotel and car into a Windsor vacation package is a great way to score the best deal. Plus, having your own car rental gives you absolute freedom to make your way to all those amazing sights you're eager to see. Sitting 90 mi away from Windsor, Bullring & Grand Central is one attraction that should be on your itinerary. Fill up the tank and make a day trip of it.

Which airport is best for Windsor?

Many visitors fly into Heathrow Airport (LHR), 7 mi east of downtown Windsor. Others prefer Gatwick Airport (LGW) (30 mi away from central Windsor) or Luton Airport (LTN) (30 mi away from central Windsor).

What is there to do in Windsor?

Windsor has more than its fair share of places to explore, including Frogmore House and Windsor Racecourse. These two popular attractions top most people's travel schedules.

Where should I stay when visiting Windsor?

If you're searching for someplace comfortable to spend your nights, take a look at the The Crown And Cushion. It's the top pick for many visitors.