Windsor Vacation Packages 2025/2026 from $833

Windsor flight + hotel vacation packages

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

Chapter Portobello

Notting Hill

Save 100% on your flight

$833

per person

Nov 25 - Nov 30

found 2 hours ago

Roundtrip flight included

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

Free WiFi in public areas, a communal living room, and luggage storage are available at this apartment. The front desk is staffed around-the-clock and laundry facilities are on offer.

The Paddington Collection

London City Centre

Save 100% on your flight

$1,129

per person

Dec 8 - Dec 15

found 1 day ago

Roundtrip flight included

New York (JFK) to London (LHR)

This apartment features laundry facilities.

Dorsett Canary Wharf London

Canary Wharf

$1,385

per person

Dec 26 - Jan 1

found 1 day ago

Roundtrip flight included

New York (JFK) to London (LHR)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.

Cleveland Residences Russell Square

London City Centre

Save 100% on your flight

$1,298

per person

Dec 9 - Dec 15

found 1 day ago

Roundtrip flight included

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

This aparthotel includes luggage storage and laundry facilities.

Heeton Concept Hotel - Luma Hammersmith

Hammersmith

$1,526

per person

Dec 26 - Jan 1

found 1 day ago

Roundtrip flight included

New York (JFK) to London (LHR)

This hotel features a bar/lounge, free WiFi in public areas, and a garden. A snack bar/deli, luggage storage, and laundry facilities 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

$94 nightly

$113 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

Castle Hotel Windsor

18 High Street, Windsor, England

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$153 total

Oct 26 - Oct 27

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

$173 nightly

$207 total

Oct 31 - Nov 1

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

$160 nightly

$192 total

Oct 26 - Oct 27

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

$84 nightly

$101 total

Oct 28 - Oct 29

Total with taxes and fees

Luggage storage is available at this hotel.

Free WiFi

LEGOLAND Windsor Resort

LEGOLAND Windsor Resort, Windsor, England

Get rates

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

Pool

Breakfast included

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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

May 2004

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

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 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 lively bars while you're in the area.

Windsor Racecourse

Catch an event at Windsor Racecourse, and enjoy other activities in Windsor such as golfing. Wander the area's riverfront or simply enjoy one of its lively bars.

Frequently asked questions

How much are vacation packages to Windsor?

Prepare to be pleasantly surprised — you can vacation in Windsor for only $833. 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.