Windsor Holidays

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Photo by William E Berry Jr.
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Your Windsor Holiday

When you choose a Windsor holiday package, it's easy to enjoy your adventure to the fullest. Uncover the best parts of this exciting city knowing that everything has been worked out in advance. Make your trip to Windsor even more fulfilling by going sightseeing. Mt Ascutney State Park, Mount Ascutney and Harpoon Brewery are some of the major attractions you'll want to explore. A few quick clicks is all it takes to put together the ultimate Windsor holiday on Expedia.

Windsor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lebanon Municipal Airport (LEB)
Population
2,100
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Mt Ascutney State Park, Harpoon Brewery and Quechee State Park

Our pick of the best Windsor Hotel Deals

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 out of 5
2617 Killington Rd, Killington, VT
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle and a 24-hour fitness centre. Our guests praise the clean rooms in their reviews. ...
7.2/10 Good! (1,001 reviews)
"Great place to stay and great staff!"

Reviewed on 14 Apr 2024

Killington Mountain Lodge, Tapestry Collection by Hilton
White River Inn and Suites
White River Inn and Suites
2.5 out of 5
91 Ballardvale Drive, White River Junction, VT
Stay at this business-friendly hotel in White River Junction. Enjoy free WiFi, free parking and a children's pool. Our guests praise the helpful staff and the ...
7.2/10 Good! (1,001 reviews)
"Good for the price. Nice pool, clean room. Kind of outdated and our tv was messed up. Everything in the area was closed on Monday."

Reviewed on 16 Apr 2024

White River Inn and Suites
North Star Lodge and Resort
North Star Lodge and Resort
2 out of 5
78 Weathervane Dr, Killington, VT
Stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking and a fitness centre. Our guests praise the pool and the helpful staff in their ...
8.4/10 Very Good! (883 reviews)
"The heated pool is a treat after a day of skiing. Everything is clean and neat, and staff are helpful and engaging."

Reviewed on 17 Apr 2024

North Star Lodge and Resort
See all 2,534 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Windsor travel package cost?
Discover the best of Windsor from as low as . Choose from a wonderful selection of flights, hotels and rental cars to suit your travel style. You can score even more discounts when you add a few sightseeing activities to your package.
If I'm not able to travel, can I cancel my Windsor travel package?
It’s difficult to predict what the future holds, so it’s comforting to know that you can cancel or change your Windsor travel package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.
How do I get a cheap travel package to Windsor?
Combine your hotels and flights, add extras such as a rental car or activities, and save with a Windsor travel package. You won’t just pick up superb discounts on your trip — you’ll have plenty of choice within your reach too. When you book with Expedia, you can select from more than 550 airlines and 1,000,000 properties around the world. Your next affordable adventure starts right here, right now!
Does Expedia offer Book Now, Pay Later Windsor holidays?
We sure do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply select the payment plan that suits best during checkout and take away the stress of budgeting for your next trip. Don’t forget to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all types of budgets, so you can have that well-earned holiday now.
  • Pay in instalments holidays: If you’d prefer to pay for your escape across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Pressing the “book now” button is much easier with this payment option. Just put down a small deposit on your escape and then start working on your travel plans.

Where should I stay in Windsor?
With lots to discover in Windsor, it’d be convenient for you to stay near its attractions. Harpoon Brewery, American Precision Museum and South Congregational Church are some fascinating ones to put on your to-do list.
What are the top hotels in Windsor?
If this will be your first visit to Windsor, book a room at DoubleTree by Hilton Burlington Vermont or Hilton Burlington Lake Champlain. Both offer comfy beds and are popular options with many travellers.
How far in advance should I book my Windsor holiday?
Reserving your flight early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to a year in advance. This is typically the cheapest time to book. If circumstances have left you booking late, discount tickets to Windsor will sometimes occur just a few weeks before departure.
What does an Expedia Windsor travel package include?
With Expedia, you can choose a combination of flights, car rentals and hotels to create your ideal Windsor travel package. Once you’ve made your booking, you can add on fun stuff like tours and activities. 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 travel to, so many things to see. With a travel package, you can cross more of them off your list. Bundle your hotels, flights and rental cars and get ready to save.
Can I choose my airline with a Windsor Expedia travel package?
Yes — that’s the beauty of an Expedia travel package. You get to choose. We have more than 550 partner airlines worldwide, so you have options galore when creating your Windsor trip.

Discover the most popular places to visit in Windsor

Image for Harpoon Brewery

Harpoon Brewery

You can take time to visit Harpoon Brewery during your travels to Windsor. Wander the forests or discover the area's mountain views.

Harpoon Brewery
Image for American Precision Museum

American Precision Museum

You can spend time exploring the galleries in American Precision Museum during your travels in Windsor. Wander the riverfront in this quaint area.

American Precision Museum
Image for The Sustainable Farmer

The Sustainable Farmer

Enjoy an outing to The Sustainable Farmer during your stay in Windsor. Wander the riverfront in this quaint area.

The Sustainable Farmer

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.