Windsor Holidays

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Windsor Holiday

Our pick of the best Windsor Hotel Deals

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

2.5 out of 5
65 Whitten Rd Augusta ME
Fully refundable
The price is NZ$339 per night from 19 July to 20 July
NZ$339
19 July - 20 July
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
"Older hotel. Our room had a big patch on the ceiling and a very slow toilet. Small beds. Breakfast was only ok, nothing better than others we have used. Staff were friendly, but overall underwhelmed by the property"

Reviewed on 11 July 2026

Maine Evergreen Hotel, an Ascend Collection Hotel
Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

2 out of 5
376 Main Street Waterville ME
Fully refundableReserve now, pay when you stay
The price is NZ$248 per night from 2 Aug to 3 Aug
NZ$248
2 Aug - 3 Aug
includes taxes & fees
8.8/10 Excellent! (1,020 reviews)
"Our expectations were not terribly high when we made the reservations--just a place to stay overnight, near where we were going to be the next day. It is located just off I-95, and is located at the beginning of a shopping center, so we figured it was just another place. When we arrived, it looked ..."

Reviewed on 12 July 2026

Fireside Inn & Suites Waterville
Best Western Plus Augusta Civic Center Inn

Best Western Plus Augusta Civic Center Inn

2.5 out of 5
110 Community Drive Augusta ME
Fully refundableReserve now, pay when you stay
The price is NZ$219 per night from 2 Aug to 3 Aug
NZ$219
2 Aug - 3 Aug
includes taxes & fees
7.8/10 Good! (1,009 reviews)
"Parking lot was a little shady around the side. Homeless men near my vehicle on the side of the building wished I realized it before parking near that side of the building"

Reviewed on 10 July 2026

Best Western Plus Augusta Civic Center Inn
See all 731 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?
You'll find cheap prices on Expedia for your Windsor break. However, factors like your choice of hotel, the season and length of stay will influence how much your holiday to Windsor costs.
What are the cheapest months to go to Windsor?
You're likely to find reduced prices and greater availability in January, February and March. Browse our cheap Windsor holiday packages and you could land some great off-season deals.
How many days is enough for Windsor?
With a well-organised schedule, you can easily tick off the most popular Windsor attractions in a handful of days. But if you want to discover hidden spots or take day trips, think about booking your Windsor holiday for longer.
How to find the best Windsor package deals?
Use Expedia's filters to find some unbeatable Windsor package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Windsor package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Windsor holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still have the freedom to create a customised Windsor holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Windsor?
Enjoy amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Windsor break.
How to plan a trip to Windsor?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Windsor.
  2. Figure out your budget: Ensure you have enough money to cover everything from meals and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Windsor.
  3. Decide your trip length: Think about how long you'd like to spend discovering Windsor. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Windsor holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.