Windsor Trips (flight + hotel)

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Top hotels in Windsor

Newport Motel
Newport Motel
2 out of 5
467 Sunapee St, Newport, NH
The price is P5,961 per night from 21 Mar to 22 Mar
P5,961
P6,468 total
includes taxes & fees
Mar 21 - Mar 22
9/10 Wonderful! (154 reviews)
"N/a"

Reviewed on Feb 15, 2025

Newport Motel
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 P7,786 per night from 23 Mar to 24 Mar
P7,786
P8,447 total
includes taxes & fees
Mar 23 - Mar 24
8.8/10 Excellent! (648 reviews)
"This hotel was beautiful, clean with an awesome staff. We had an emergency at home and had to cut our trip short and they were so understanding and refunded the night without even being asked, now that is customer service."

Reviewed on Feb 15, 2025

A Hotel Inn Sunapee
Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
2.5 out of 5
30 Main Street, Keene, NH
Fully refundableReserve now, pay when you stay
The price is P8,076 per night from 26 Feb to 27 Feb
P8,076
P8,763 total
includes taxes & fees
Feb 26 - Feb 27
8.8/10 Excellent! (678 reviews)
"Wonderful and quiet!"

Reviewed on Feb 18, 2025

Fairfield Inn & Suites by Marriott Keene Downtown
See all 445 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 vacation 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 vacation 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 vacation packages and you could land some excellent off-season deals.
How many days is enough for Windsor?
The ideal length of your Windsor vacation 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 vacation as a package?
Expedia vacation 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 personalized Windsor vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation 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 vacation.
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 vacation 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.