Windsor Holidays

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Your Windsor Holiday

Skip the stress of organising your next great adventure with a Windsor holiday package. Whether you're here for its history, food or other highlights, you'll find countless exciting experiences to delve into. Your trip to Windsor should include some sightseeing. Franklin Pierce Homestead is a good place to start your exploring. Whoever you're going away with and whatever the size of your budget, your ultimate Windsor holiday is just a few clicks away with Expedia.

Windsor Holiday

Windsor Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Franklin Pierce Homestead and Blaisdell Lake

Our pick of the best Windsor Hotel Deals

Lakefront Cabin in Beautiful, Quiet Location

Lakefront Cabin in Beautiful, Quiet Location

Windsor
Get rates
Lakefront Cabin in Beautiful, Quiet Location
Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

2.5 out of 5
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 27 July to 28 July
AU$186
27 July - 28 July
includes taxes & fees
8.2/10 Very Good! (859 reviews)
"Newly renovated- new inside"

Reviewed on 18 Jul. 2025

Keene Elm City Hotel, Ascend Hotel Collection
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St, Keene, NH
Fully refundableReserve now, pay when you stay
The price is AU$223 per night from 22 July to 23 July
AU$223
22 July - 23 July
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Great price, clean room, very comfortable King bed. Large TV, A/C worked perfect. Quiet. Nice love seat couch and coffee table made for convenient use plus the desk/chair for laptop use. Plenty of outlets for chargers and plug in devices like a laptop. Close to some very nice restaurants for dinner ..."

Reviewed on 14 Jul. 2025

Best Western Plus Keene Hotel
See all 463 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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Windsor holiday package cost?
You'll find cheap prices on Expedia for your Windsor escape. 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. Explore our cheap Windsor holiday packages and you could land some excellent off-season deals.
How many days is enough for Windsor?
The ideal length of your Windsor holiday depends on what you'd like to do. Usually, a few days to a week will give you enough time to check out all the top attractions and discover some hidden spots along the way.
How to find the best Windsor package deals?
Begin your search for a Windsor package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Windsor package deal right away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Windsor escape underway.
Is it cheaper to book a Windsor holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still get the freedom to create a personalised Windsor holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Windsor?
Land incredible discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Windsor holiday.
How to plan a trip to Windsor?

  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to visit Windsor.
  2. Plan your budget wisely: In addition to the price of your hotel, you'll need to consider other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that may come up during your trip to Windsor.
  3. Decide how many days away: Start by compiling a list of the activities and sights you'd like to get to in Windsor. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Windsor holiday package that brings all your bookings together.

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