Windsor Holidays

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Top hotels in Windsor

A Hotel Inn Sunapee
A Hotel Inn Sunapee
3 out of 5
1403 Route 103, Newbury, NH
Fully refundableReserve now, pay when you stay
The price is €156 per night from 2 Feb to 3 Feb
€156
includes taxes & fees
2 Feb - 3 Feb
8.8/10 Excellent! (636 reviews)
"This place was a pleasant surprise. Newly renovated with Scandinavian design themes, it had a great lounge/common area with games & a fireplace to relax in, plus 24hr coffee service. Easy Walk to the pub nextdoor for dinner. Pool was clean. Little hill behind it was perfect for sledding. Shuttle ..."

Reviewed on 28 Jan 2025

A Hotel Inn Sunapee
Days Inn by Wyndham Keene NH
Days Inn by Wyndham Keene NH
2 out of 5
3 Ash Brook Road, Keene, NH
Fully refundableReserve now, pay when you stay
The price is €97 per night from 2 Feb to 3 Feb
€97
includes taxes & fees
2 Feb - 3 Feb
7.2/10 Good! (981 reviews)
"Clean and quiet:)"

Reviewed on 7 Jan 2025

Days Inn by Wyndham Keene NH
Mountain Edge Suites at Sunapee, Ascend Hotel Collection
Mountain Edge Suites at Sunapee, Ascend Hotel Collection
3 out of 5
1380 Route 103, Newbury, NH
The price is €218 per night from 2 Feb to 3 Feb
€218
includes taxes & fees
2 Feb - 3 Feb
9/10 Wonderful! (310 reviews)
"Great location"

Reviewed on 27 Jan 2025

Mountain Edge Suites at Sunapee, Ascend Hotel Collection
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 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.

Popular places to visit

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