Windsor Vacation Packages 2025 from $1,081

Windsor flight + hotel vacation packages

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

Three Falcons Hotel

City of Westminster

Save 100% on your flight

per person

Aug 19 - Aug 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

A restaurant and a bar/lounge are featured at this inn. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A snack bar/deli and a safe deposit box are also provided.

Corinthia London

London City Centre

Save 100% on your flight

per person

Aug 13 - Aug 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

A full-service spa, 4 restaurants, and 2 indoor pools are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Make the most of the 24-hour gym and sauna, and relax with drinks at one of the 2 bars/lounges.

ME London

London City Centre

Save 100% on your flight

per person

Aug 19 - Aug 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

This luxury hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.

Hotel Riu Plaza London Victoria

London City Centre

Save 100% on your flight

per person

Aug 19 - Aug 26

found 1 day 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.

1 Hotel Mayfair

London City Centre

Save 100% on your flight

per person

Aug 13 - Aug 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

This hotel features 2 coffee shops/cafes and a gym. Enjoy the in-room fitness and perks like free WiFi. A restaurant and a bar/lounge offer onsite options for dining and drinks, and concierge services are provided.

Top Windsor hotels deals

Sir Christopher Wren Hotel

Thames Street, Windsor, England

Free Cancellation

Reserve now, pay when you stay

$174 nightly

$209 total

Jun 22 - Jun 23

Total includes 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

De Vere Beaumont Estate

Burfield Road, Berkshire, Windsor, England

Free Cancellation

Reserve now, pay when you stay

$117 nightly

$141 total

Jul 2 - Jul 3

Total includes 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

LEGOLAND Windsor Resort

LEGOLAND Windsor Resort, Windsor, England

Free Cancellation

Reserve now, pay when you stay

$166 nightly

$199 total

Jun 11 - Jun 12

Total includes taxes and fees

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

Castle Hotel Windsor

18 High Street, Windsor, England

Free Cancellation

Reserve now, pay when you stay

$167 nightly

$201 total

Jun 8 - Jun 9

Total includes 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

Macdonald Windsor Hotel

23 High Street, Windsor, England

Free Cancellation

Reserve now, pay when you stay

$150 nightly

$180 total

Jun 8 - Jun 9

Total includes 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

Holiday Inn Express Windsor by IHG

71 Alma Road, Windsor, England

Free Cancellation

$118 nightly

$141 total

Jun 8 - Jun 9

Total includes 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 top-notch restaurants 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)

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 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 $1,081. 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.