Windsor Vacation Packages 2026 from $1,591

Windsor flight + hotel vacation packages

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

Hotel Riu Plaza London The Westminster

London City Centre

Save 100% on your flight

$1,591

per person

Oct 11 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

This hotel features a 24-hour gym and a bar/lounge. WiFi in public areas is free. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Presidential Apartments - Kensington

London City Centre

$1,689

per person

Oct 5 - Oct 12

found 11 hours ago

Roundtrip flight included

Boston (BOS) to London (LHR)

Free WiFi in public areas, dry cleaning, and luggage storage are available at this aparthotel. There's a safe deposit box and multilingual staff can provide around-the-clock assistance.

Miiro Templeton Garden

London City Centre

Save 100% on your flight

$1,612

per person

Oct 8 - Oct 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Self parking, a garden, and a lobby fireplace are also offered.

Elegant Apartment in Marylebone

London City Centre

Save 100% on your flight

$2,309

per person

Oct 15 - Oct 17

found 1 day ago

Roundtrip flight included

New York (JFK) to London (LHR)

Urban Chic - Covent Garden

London City Centre

Save 100% on your flight

$2,129

per person

Nov 9 - Nov 15

found 16 hours ago

Roundtrip flight included

New York (NYC) to London (LHR)

Free WiFi in public areas, a terrace, and express check-in are available at this aparthotel. Express check-out and a safe deposit box are also provided.

Top Windsor hotels deals

De Vere Beaumont Estate

Burfield Road, Berkshire Windsor England

$107 nightly

$129 total

Oct 4 - Oct 5

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

$144 nightly

$172 total

Oct 4 - Oct 5

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

$108 nightly

$130 total

Sep 20 - Sep 21

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

LEGOLAND Windsor Resort

LEGOLAND Windsor Resort Windsor England

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$108 total

Sep 30 - Oct 1

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

Castle Hotel Windsor

18 High Street Windsor England

$155 nightly

$186 total

Sep 21 - Sep 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

Harte and Garter

31 High St Windsor England

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$91 total

Sep 6 - Sep 7

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 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 $1,591. 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.