Windsor Holidays

    Plan, book, travel with confidence
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    Better together
    Save up to S$134 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
    Plan, book, and manage your trip all in one place

Top hotels in Windsor

Maine Evergreen Hotel, Ascend Hotel Collection
Maine Evergreen Hotel, Ascend Hotel Collection
2.5 out of 5
65 Whitten Rd, Augusta, ME
Fully refundableReserve now, pay when you stay
The price is S$208 per night from 24 Nov to 25 Nov
S$208
includes taxes & fees
24 Nov - 25 Nov
9/10 Wonderful! (1,001 reviews)
Very clean, fall decor through out.
"Front desk girl was amazing and sweet. Breakfast was tops!!"

Reviewed on 4 Nov,2024

Maine Evergreen Hotel, Ascend Hotel Collection
Holiday Inn Express & Suites Waterville - North, an IHG Hotel
Holiday Inn Express & Suites Waterville - North, an IHG Hotel
2.5 out of 5
332 Main St, Waterville, ME
Fully refundable
The price is S$150 per night from 1 Dec to 2 Dec
S$150
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (668 reviews)
"Room was spacious and well laid out. Breakfast was good with lots of options"

Reviewed on 11 Nov,2024

Holiday Inn Express & Suites Waterville - North, an IHG Hotel
Senator Inn & Spa
Senator Inn & Spa
3 out of 5
284 Western Ave, Augusta, ME
Fully refundableReserve now, pay when you stay
The price is S$185 per night from 24 Nov to 25 Nov
S$185
includes taxes & fees
24 Nov - 25 Nov
7.6/10 Good! (1,001 reviews)
"Jessica at the front desk was so welcoming, accommodating and delightful! She exemplified excellence in customer service and is friendly and helpful 😀"

Reviewed on 14 Nov,2024

Senator Inn & Spa
See all 600 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.

Frequently asked questions

How much does a Windsor holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Windsor from just . And the more you bundle, the more dollars you save. The holiday of your dreams has never been more affordable.
How do I get a cheap travel package to Windsor?
Secure flights that suit your busy schedule, add a hotel to your booking and watch the savings grow with a Windsor holiday package. It’s that easy! From flights and hotels to activities and rental cars, Expedia makes travelling on a budget easy. And with more than 550 airlines and 1,000,000 hotel options worldwide to choose from, you won’t be short of choice.
How far in advance should I book my Windsor holiday?
Get rewarded with the biggest variety and the lowest prices by booking your adventure to Windsor nice and early. Airlines generally sell flight tickets around a year before departure, so start your planning ASAP. Having said that, Expedia is dedicated to giving you the best bargains around, so there’s never a bad time to book your dream holiday!
What does an Expedia Windsor travel package include?
With Expedia, you can select any combination of hotels, car rentals and flights to create your ideal Windsor package. Once you’ve made your booking, you can add on the fun things like tours and experiences. Don’t forget, the more you bundle, the more you stand to save!
What should I know before booking a Windsor travel package?
So many places to visit, so many things to do. With a package, you’ll be able to tick more of them off your list. Bundle your flights, hotels and rental cars and make big savings.
Can I choose my airline with a Windsor Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you’re looking to fly to Windsor in economy or first class, simply choose from the available airline options. Expedia has access to more than 550 airline partners across the world.
If I'm not able to travel, can I cancel my Windsor holiday package?
It’s difficult to predict what tomorrow might bring, so it’s good to know that you can cancel or change your Windsor holiday package. If you booked in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for further details.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.