Windsor Vacation Packages 2026 from $2,005

Windsor flight + hotel vacation packages

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

Chancery Lane by Viridian Apartments

London City Centre

$2,005

per person

May 27 - May 31

found 7 hours ago

Roundtrip flight included

New York (NYC) to London (LHR)

Hotel Riu Plaza London The Westminster

London City Centre

Save 100% on your flight

$2,016

per person

Jun 6 - Jun 13

found 23 hours 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.

Hotel Riu Plaza London Victoria

London City Centre

Save 100% on your flight

$2,214

per person

Jun 6 - Jun 13

found 23 hours ago

Roundtrip flight included

Boston (BOS) to London (LHR)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Charles Hope Apartment Canary Wharf

Canary Wharf

$2,161

per person

May 27 - May 31

found 7 hours ago

Roundtrip flight included

New York (NYC) to London (LHR)

A gym is featured at this apartment, along with free WiFi in public areas and express check-out. Dry cleaning, luggage storage, and laundry facilities are also on offer.

Page8, Page Hotels

London City Centre

$2,197

per person

Jun 6 - Jun 13

found 17 hours ago

Roundtrip flight included

Boston (BOS) to London (LHR)

A coffee shop, free WiFi in public areas, and a snack bar/deli are available at this hotel. Express check-out, dry cleaning, and luggage storage are also on offer.

Top Windsor hotels deals

Sir Christopher Wren Hotel

Thames Street Windsor England

Free Cancellation

Reserve now, pay when you stay

$162 nightly

$195 total

Apr 26 - Apr 27

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

Harte and Garter

31 High St Windsor England

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$81 total

May 7 - May 8

Total with taxes and fees

Luggage storage is available at this hotel.

Free WiFi

Breakfast available

De Vere Beaumont Estate

Burfield Road, Berkshire Windsor England

Free Cancellation

Reserve now, pay when you stay

$100 nightly

$121 total

Apr 24 - Apr 25

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

Macdonald Windsor Hotel

23 High Street Windsor England

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$161 total

Apr 26 - Apr 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

Castle Hotel Windsor

18 High Street Windsor England

$139 nightly

$167 total

Apr 26 - Apr 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

LEGOLAND Windsor Resort

LEGOLAND Windsor Resort Windsor England

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$171 total

Apr 22 - Apr 23

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

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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

LEGOLAND® Windsor

4/5(248 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 Castle

4.5/5(2,144 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.

Windsor Great Park

Explore the lovely green spaces of Windsor Great Park and enjoy the golf courses in Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Frequently asked questions

How much are vacation packages to Windsor?

Prepare to be pleasantly surprised — you can vacation in Windsor for only $2,005. 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.