Windsor Vacation Packages 2026/2026 from $930

Windsor flight + hotel vacation packages

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

Paddington Park Hotel

London City Centre

$930

per person

Feb 9 - Feb 16

found 10 hours ago

Roundtrip flight included

New York (JFK) to London (LHR)

Free WiFi in public areas and luggage storage are available at this hotel. Staff at the 24-hour front desk can provide around-the-clock assistance.

The Cadogan, A Belmond Hotel, London

London City Centre

Save 100% on your flight

$2,865

per person

Feb 9 - Feb 16

found 1 day ago

Roundtrip flight included

New York (JFK) to London (LHR)

This luxury hotel features 2 outdoor tennis courts, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

One Bed Serviced Apartment in Chelsea

London City Centre

Save 100% on your flight

$1,437

per person

Feb 9 - Feb 16

found 14 hours ago

Roundtrip flight included

New York (JFK) to London (LHR)

This apartment features concierge services.

Great Scotland Yard Hotel, part of Hyatt

London City Centre

Save 100% on your flight

$1,742

per person

Feb 9 - Feb 16

found 1 day ago

Roundtrip flight included

New York (JFK) to London (LHR)

This luxury hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. WiFi in public areas is free. Dry cleaning, luggage storage, and laundry facilities are also on offer.

Royal Lancaster London

London City Centre

Save 100% on your flight

$1,291

per person

Feb 15 - Feb 20

found 14 hours ago

Roundtrip flight included

New York (JFK) to London (LHR)

This luxury hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. WiFi in public areas is free.

Top Windsor hotels deals

De Vere Beaumont Estate

Burfield Road, Berkshire Windsor England

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$117 total

Dec 7 - Dec 8

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.

Castle Hotel Windsor

18 High Street Windsor England

Free Cancellation

Reserve now, pay when you stay

$113 nightly

$136 total

Dec 14 - Dec 15

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

Sir Christopher Wren Hotel

Thames Street Windsor England

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$157 total

Dec 14 - Dec 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

Macdonald Windsor Hotel

23 High Street Windsor England

Free Cancellation

Reserve now, pay when you stay

$140 nightly

$168 total

Dec 14 - Dec 15

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

Harte and Garter

31 High St Windsor England

$97 nightly

$117 total

Dec 14 - Dec 15

Total with taxes and fees

Luggage storage is available at this hotel.

Free WiFi

Holiday Inn Express Windsor by IHG

71 Alma Road Windsor England

Free Cancellation

$96 nightly

$115 total

Dec 7 - Dec 8

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.

Breakfast included

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

4.5/5(2,123 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.

May 2004

A visit to Legoland in Windsor. A great day out with loads to see and do.

LEGOLAND® Windsor

4/5(246 reviews)

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 Racecourse

5/5(1 review)

Enjoy a trip to Windsor Racecourse and popular activities like golfing in Windsor. Stroll along the area's riverfront, or simply savor its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Windsor?

Prepare to be pleasantly surprised — you can vacation in Windsor for only $930. 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.