Windsor Vacation Packages 2026 from $1,038

Windsor flight + hotel vacation packages

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

THE KNIGHT OF NOTTINGHILL

Notting Hill

$1,038

per person

Sep 30 - Oct 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to London (LHR)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Luggage storage and locker space are also provided.

Pet-friendly Holiday Home With Scenic Views, No Deposit

Save 100% on your flight

$4,865

per person

Sep 3 - Sep 5

found 24 hours ago

Roundtrip flight included

New York (JFK) to London (LHR)

This vacation home includes a garden and barbecue grills. Take advantage of the free self parking.

Corinthia London

London City Centre

$2,436

per person

Aug 24 - Aug 27

found 3 hours ago

Roundtrip flight included

Boston (BOS) to London (LHR)

A full-service spa, 4 restaurants, and 2 indoor pools are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Make the most of the 24-hour gym and sauna, and relax with drinks at one of the 2 bars/lounges.

Apartment in Folkestone Near Sandgate Beach

Save 100% on your flight

$3,279

per person

Sep 5 - Sep 10

found 18 hours ago

Roundtrip non-stop flight included

New York (NYC) to London (LHR)

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.

Cleveland Residences Bloomsbury

London City Centre

Save 100% on your flight

$1,544

per person

Sep 19 - Sep 24

found 24 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to London (LHR)

Free WiFi in public areas, express check-in, and express check-out are available at this aparthotel. Luggage storage, laundry facilities, and a virtual front desk are also on offer.

Top Windsor hotels deals

De Vere Beaumont Estate

Burfield Road, Berkshire Windsor England

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$134 total

Aug 16 - Aug 17

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.

Sir Christopher Wren Hotel

Thames Street Windsor England

Free Cancellation

Reserve now, pay when you stay

$157 nightly

$188 total

Aug 12 - Aug 13

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.

Macdonald Windsor Hotel

23 High Street Windsor England

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$112 total

Aug 2 - Aug 3

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.

Castle Hotel Windsor

18 High Street Windsor England

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$178 total

Aug 2 - Aug 3

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.

LEGOLAND Windsor Resort

LEGOLAND Windsor Resort Windsor England

$207 nightly

$249 total

Aug 2 - Aug 3

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.

Harte and Garter

31 High St Windsor England

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$114 total

Jul 30 - Jul 31

Total with taxes and fees

Luggage storage is available at this hotel.

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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.

Stay near popular Windsor attractions

A historic stone castle with multiple towers and arched windows.

Windsor Castle

9.0/10 (5,444 reviews)

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.

See properties

Frequently asked questions

How much are vacation packages to Windsor?

Prepare to be pleasantly surprised — you can vacation in Windsor for only $1,038. 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.