Windsor Vacation Packages 2025/2026 from $1,167

Windsor flight + hotel vacation packages

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

The Abbey Notting Hill

London City Centre

$1,167

per person

Dec 15 - Dec 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

Free WiFi in public areas, a terrace, and dry cleaning are available at this hotel. Luggage storage is provided and the front desk is staffed around-the-clock.

Hotel Cafe Royal, London

London City Centre

Save 100% on your flight

$2,888

per person

Dec 15 - Dec 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

A full-service spa, 4 restaurants, and an indoor pool are all featured at this smoke-free hotel. Families will appreciate the free kid's club, onsite laundry facilities, and in-room childcare. Enjoy the gym and perks like free WiFi.

The Beaumont Mayfair

London City Centre

Save 100% on your flight

$2,568

per person

Dec 15 - Dec 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to London (LHR)

A full-service spa, 2 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the sauna, bar/lounge, and limo/town car service.

Maddox Street - 3 bed

London City Centre

Save 100% on your flight

$4,033

per person

Dec 17 - Dec 22

found 10 hours ago

Roundtrip flight included

Boston (BOS) to London (LHR)

Free WiFi in public areas is available at this apartment.

The Hertford Boutique

London City Centre

Save 100% on your flight

$1,758

per person

Dec 17 - Dec 22

found 10 hours ago

Roundtrip flight included

Boston (BOS) to London (LHR)

This apartment features concierge services.

Top Windsor hotels deals

De Vere Beaumont Estate

Burfield Road, Berkshire, Windsor, England

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$104 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

$127 nightly

$153 total

Oct 16 - Oct 17

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

$172 nightly

$206 total

Oct 22 - Oct 23

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

$85 nightly

$103 total

Oct 19 - Oct 20

Total with taxes and fees

Luggage storage is available at this hotel.

Free WiFi

Macdonald Windsor Hotel

23 High Street, Windsor, England

Free Cancellation

Reserve now, pay when you stay

$142 nightly

$170 total

Oct 12 - Oct 13

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

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

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 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 lively bars while you're in the area.

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 lively bars.

Frequently asked questions

How much are vacation packages to Windsor?

Prepare to be pleasantly surprised — you can vacation in Windsor for only $1,167. 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.