Windsor Holidays from £1,042

Book a Hotel + Flight or Car together to unlock savings

Photo by Ada Diez Mas

  • Plan, book, travel with confidence

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Packages with flights are ATOL protected

Your Windsor Holiday

When you book a holiday package to Windsor, you can relax and enjoy your getaway knowing that all your travel arrangements are under control. Discover the many delights of this vibrant city from your base in a neighbourhood like Princeton Meadows, which is great for golfing. During your trip to Windsor, carve some time in your schedule for sightseeing. A popular place to begin exploring is Working Dog Winery. Whoever you're escaping with and whatever you plan to spend, your dream Windsor holiday is just a few clicks away with Expedia.

Top Windsor Flight + Hotel Deals

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

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
25 Sept - 30 Sept
found 5 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,232 reviews)
Love this place. So easy to get everywhere but still located in a pretty quiet neighborhood.

Reviewed on 30 Jul 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
3 Sept - 10 Sept
found 3 hours ago
Return flight included
London (LGW) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Nice views.. but food at restaurant left a lot to be desired. Also staff presentation was terrible. They need uniforms and a dress code. Booty shorts, wrinkled clothing... its all a part of the experience and everyone looked like they got up out of bed and came to work. Take pride. Its managements fault ..

Reviewed on 30 Jul 2025

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
per person
14 Sept - 21 Sept
found 21 hours ago
Return flight included
London (LGW) to New York (JFK)
8.4/10 Very Good! (532 reviews)
We stayed here for an overnight for a girls trip with my 8yr old daughter, we had the best time. We will be back!

Reviewed on 30 Jul 2025

The Pierre, A Taj Hotel, New York

The Pierre, A Taj Hotel, New York

5 out of 5
Manhattan
Save 100% on your flight
per person
9 Sept - 14 Sept
found 1 day ago
Return flight included
London (LHR) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
Staff went out of their way to be courteous and polite

Reviewed on 30 Jul 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
10 Oct - 14 Oct
found 1 day ago
Return flight included
London (LGW) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
Exceedingly above my expectations

Reviewed on 31 Jul 2025

Windsor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Mercer Airport (TTN)
Max Temp Winter
4ºC
Max Temp Summer
27ºC

Top hotels in Windsor

Hilton East Brunswick Hotel & Executive Meeting Center

Hilton East Brunswick Hotel & Executive Meeting Center

3.5 out of 5
3 Tower Center Blvd, East Brunswick, NJ
Fully refundableReserve now, pay when you stay
The price is £95 per night from 7 Aug to 8 Aug
£95
7 Aug - 8 Aug
includes taxes & fees
7.2/10 Good! (1,041 reviews)
"The air conditioning in the rooms are temperamental. Tv kinda sucks. Atm is like a dinosaur and doesnt work and triggered my bank to lock my card twice. Doesnt serve or let you purchase alcohol after 11pm. No microwaves in rooms. Although, just about all the staff that ive had the pleasure of meeting ..."

Reviewed on 28 Jul 2025

Hilton East Brunswick Hotel & Executive Meeting Center
Hyatt Regency Princeton

Hyatt Regency Princeton

4 out of 5
102 Carnegie Ctr, Princeton, NJ
Fully refundableReserve now, pay when you stay
The price is £111 per night from 8 Aug to 9 Aug
£111
8 Aug - 9 Aug
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Had a great time, server Haydi was so good"

Reviewed on 29 Jul 2025

Hyatt Regency Princeton
MHO Hotel Bordentown

MHO Hotel Bordentown

2 out of 5
187 US 130 and 206, Bordentown, NJ
Fully refundableReserve now, pay when you stay
The price is £55 per night from 3 Aug to 4 Aug
£55
3 Aug - 4 Aug
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"Could use a continental breakfast"

Reviewed on 31 Jul 2025

MHO Hotel Bordentown
See all 422 properties in Windsor
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Windsor travel package cost?
We make it simple to explore the world, with Windsor travel packages starting from as low as £1,042. You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate getaway, why not add a few experiences and tours to your itinerary?
If I'm not able to travel, can I cancel my Windsor travel package?
Your situation can change unexpectedly, so yes. You may be able to change or cancel your Windsor travel package for free if you've booked in the last 24 hours. For older bookings, you can still cancel and rebook, but your car rental company, airline or hotel may charge a fee. Want more information? Look up our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Windsor?
Combine your bookings with Expedia to save on your next exciting adventure. With more than 550 airlines and 1,000,000 properties throughout the world, your Windsor holiday package can be tailored exactly to suit your travel style. With all that extra money, why not throw in a few awesome experiences and tours? It's an easy way to unlock even more savings. The holiday you've always dreamed of in Windsor is much closer than you thought!
Does Expedia offer Book Now, Pay Later Windsor holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply select the payment plan that works for you during checkout and take away the stress of budgeting for your trip. Be sure to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budgets, so you can take that well-earned holiday now.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: Pressing the "book now" button is easier with this plan. Simply put down a small deposit on your holiday and then start packing your bags.

Where should I stay in Windsor?
Windsor has several terrific places to explore, such as Working Dog Winery. Stay someplace near this attraction and make sightseeing hassle-free.
What are the top hotels in Windsor?
Holiday Inn East Windsor, an IHG Hotel and Days Inn by Wyndham East Windsor/Hightstown are among the most sought-after hotels in Windsor. Why not take a look at the rates and amenities at each and then make a decision?
How far in advance should I book my Windsor holiday?
It's hard to pick the ideal time for airfares, but we usually say the earlier, the better. Many international journeys on Expedia become available up to 12 months in advance. If you can't book early, don't fret. Discounted prices occasionally appear within a few weeks of departure dates.
What does an Expedia Windsor travel package include?
Travel packages include hotels, flights and rental cars, but you can mix and match them to create your dream Windsor holiday. You can also add on some tours and activities once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll score deals you won't find elsewhere.
What should I know before booking a Windsor travel package?
A package can be easier on the wallet than individually booking everything you need for your escape. For example, combine your flights, hotels and rental cars and save a pretty penny. Whatever type of holiday you have in mind, there's sure to be a package that's perfect for you.
Can I choose my airline with a Windsor Expedia travel package?
Yes, definitely. Expedia has over 550 partner airlines to choose from across the world. With such a big range of choice, finding the perfect carrier to whisk you off to Windsor shouldn't be hard.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.