Windsor Vacation Packages 2026 from $1,123

Windsor flight + hotel 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 9 hours ago

Roundtrip non-stop flight included

Boston (BOS) to London (LHR)

Free WiFi in public areas, luggage storage, and a safe deposit box are available at this hotel. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.

Residence Inn by Marriott London Kensington

London City Centre

Save 100% on your flight

$2,074

per person

Dec 5 - Dec 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.

Leicester House Hotel

London City Centre

Save 100% on your flight

$1,904

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip 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 a safe deposit box are also provided.

The Beaumont Mayfair

London City Centre

Save 100% on your flight

$2,759

per person

Dec 25 - Dec 29

found 9 hours ago

Roundtrip non-stop flight included

Boston (BOS) to London (LHR)

A full-service spa, 2 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the sauna, bar/lounge, and limo/town car service.

Native Fitzrovia By Numa

London City Centre

$2,191

per person

Dec 25 - Jan 1

found 1 day ago

Roundtrip flight included

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

This aparthotel features free WiFi in public areas, luggage storage, and laundry facilities. A virtual front desk are provided for your convenience.

Top Windsor hotels deals

De Vere Beaumont Estate

Burfield Road, Berkshire Windsor England

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$131 total

Oct 26 - Oct 27

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

$145 nightly

$174 total

Nov 1 - Nov 2

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

LEGOLAND Windsor Resort

LEGOLAND Windsor Resort Windsor England

$105 nightly

$126 total

Nov 9 - Nov 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

$71 nightly

$85 total

Oct 27 - Oct 28

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

$109 nightly

$131 total

Oct 25 - Oct 26

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

Castle Hotel Windsor

18 High Street Windsor England

Free Cancellation

Reserve now, pay when you stay

$181 nightly

$217 total

Oct 20 - Oct 21

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

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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 lively bars 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 $1,123. 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.