Windsor Vacation Packages 2026 from $1,857

Windsor flight + hotel vacation packages

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

Best Western London Highbury

Hackney

$1,857

per person

May 26 - May 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to London (LHR)

A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. WiFi in public areas is free. A coffee shop, a snack bar/deli, and dry cleaning are also on offer.

Crompton Court

Haringey

$2,188

per person

Jun 8 - Jun 13

found 10 hours ago

Roundtrip flight included

Dallas (DFW) to London (LHR)

Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.

New Road Hotel

Tower Hamlets

$1,936

per person

May 26 - May 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to London (LHR)

A restaurant and a bar/lounge are featured at this hotel. Bring the family and enjoy the arcade/game room and kid-friendly dining. WiFi in public areas is free.

Hybrid Resi - Cheam

$2,074

per person

May 25 - May 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to London (LHR)

This apartment features a virtual front desk. Take advantage of the self parking.

United Lodge Hotel & Apartments

Haringey

$1,944

per person

May 26 - May 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to London (LHR)

A coffee shop, free WiFi in public areas, and a snack bar/deli are available at this hotel. A grocery/convenience store, 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

$163 nightly

$196 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

$63 nightly

$75 total

Apr 26 - Apr 27

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

$94 nightly

$113 total

Apr 17 - Apr 18

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

$135 nightly

$162 total

Apr 19 - Apr 20

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

$141 nightly

$169 total

Apr 19 - Apr 20

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

$139 nightly

$166 total

May 13 - May 14

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 $1,857. 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.