Windsor Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Packages with flights are ATOL protected

Your Windsor Holiday

Book a Windsor holiday package and get set to experience this captivating city the stress-free way. Think about staying in the neighbourhood of East York, which is great for shopping and history. Heritage Hill Golf Course, AvalancheXpress and Samuel S. Lewis State Park are just a few of the attractions worth visiting during your trip to Windsor. Whoever you're heading away with and whatever you want to spend, your dream Windsor holiday is just a few clicks away with Expedia.

Windsor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Harrisburg Intl. Airport (MDT)
Population
1,500
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Moon Dancer Winery, Maize Quest Fun Park and Samuel S. Lewis State Park

Top hotels in Windsor

Eden Resort and Suites, BW Premier Collection

Eden Resort and Suites, BW Premier Collection

3.5 out of 5
222 Eden Road Lancaster PA
Fully refundableReserve now, pay when you stay
The price is £148 per night from 30 Aug to 31 Aug
£148
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (1,093 reviews)
"Third stay at Eden with this most recent stay being the longest. Great place to stay, especially with families with 3+ kids."

Reviewed on 3 Aug 2026

Eden Resort and Suites, BW Premier Collection
Cork Factory Hotel Lancaster

Cork Factory Hotel Lancaster

3 out of 5
480 New Holland Avenue Suite 3000 Lancaster PA
Fully refundableReserve now, pay when you stay
The price is £97 per night from 3 Sept to 4 Sept
£97
3 Sept - 4 Sept
includes taxes & fees
9.2/10 Wonderful! (1,010 reviews)
"Asked to extend our stay by one day at check-in and was told our room was not available, but could request another room under a separate reservation for the extra day. Asked if we could just have the other room for 3 days and were denied since we used Expedia for our original reservation. Also, we ..."

Reviewed on 3 Aug 2026

Cork Factory Hotel Lancaster
Days Inn & Suites by Wyndham Lancaster Amish Country

Days Inn & Suites by Wyndham Lancaster Amish Country

2.5 out of 5
2929 Hempland Rd Lancaster PA
Fully refundableReserve now, pay when you stay
The price is £62 per night from 5 Aug to 6 Aug
£62
5 Aug - 6 Aug
includes taxes & fees
7.8/10 Good! (1,287 reviews)
"When I contacted the desk about the unusable television, I was told someone would come to my room to check on it. TWO HOURS LATER when no one had checked, I called the desk and was told they figured I had solved the problem on my own since they hadn’t heard from me again. I was being polite and giving ..."

Reviewed on 3 Aug 2026

Days Inn & Suites by Wyndham Lancaster Amish Country
See all 510 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?
From as little as . Yes, you read that correctly. Our Windsor packages are an awesome way to make your budget go further. Combine your favourite flights, hotels and rental car and get out and see this lively destination.
If I'm not able to travel, can I cancel my Windsor travel package?
If your holiday plans in Windsor have changed, it's a relief to know that it is possible to cancel or amend your booking. If you made your booking less than 24 hours ago, you may be eligible for a refund. If your booking is older than that, your airline, hotel or car rental company may charge a fee. For more details, check our Customer Service Portal.
How do I get a cheap travel package to Windsor?
Booking a flight and hotel together with Expedia won't just save you time — it'll save you a tidy sum too. A Windsor holiday package makes it a cinch to organise your perfect trip. With more than 550 airlines worldwide to select from, finding convenient flights that fit your busy schedule won't be a problem. In addition to that, we have over 1,000,000 hotel options globally to choose from. Now that's what you call choice. Whatever your budget, Expedia will help show you the world.
Does Expedia offer Book Now, Pay Later Windsor holidays?
Your bank balance shouldn't get in the way of going on holiday, so Expedia has worked out a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a fantastic getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy monthly instalment plans. If paying bite-sized amounts each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: If you'd prefer to pay for your getaway across multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the "book now" button is easier with this payment plan. Simply put down a small deposit on your booking and then get on your way.

What are the top hotels in Windsor?
Lock in a room at Club Quarters Hotel Rittenhouse Square, Philadelphia. It's one of this neighbourhood's most popular hotels. Another top option in Windsor is Mount Airy Casino and Resort.
How far in advance should I book my Windsor holiday?
While not all air carriers release tickets early, you can usually start comparing international airfares on Expedia up to a year in advance. This is the time when you can bag some fantastic bargains. If you've left things to the last minute, you may still be in luck. Sometimes the lowest prices appear just weeks prior to departure.
What does an Expedia Windsor travel package include?
Expedia has all you need to arrange your Windsor escape, but what goes into your package is your call. Select from a combination of hotels, rental cars and flights. Searching for some tours or experiences to keep you on the move? Once you've made your booking, you can add them too. No matter your budget or style, there's a travel package to suit your needs.
What should I know before booking a Windsor travel package?
A travel package can be easier on the wallet than individually booking all you need for your trip. For example, bundle your hotels, flights and rental cars and save big. Whatever your holiday goals are, you're sure to find a package that fits your budget.
Can I choose my airline with a Windsor Expedia travel package?
Yes — that's one of the best things about an Expedia package. You get to decide. We have more than 550 partner airlines across the globe, so you have loads of choice when arranging your Windsor escape.

* 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.