Windsor Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by mike dobias
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Windsor Holiday
When you choose a Windsor holiday package, you can relax and enjoy your adventure to the fullest. Uncover the best things about this exciting city knowing that all your travel needs have been taken care of in advance. You'll want to take in the sights during your trip to Windsor. Don't miss leading attractions such as Mount Ascutney, Mt Ascutney State Park and Saint-Gaudens National Historic Site. Whoever you're taking a break with and whatever your bank balance, your ultimate Windsor holiday is just a few clicks away with Expedia.
Windsor Holiday
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, Quechee State Park and Harpoon Brewery |
Our pick of the best Windsor Hotel Deals
Fat Sheep Farm & Cabins
122 Best Rd Windsor VT
9.6/10 Exceptional! (12 reviews)
The fat sheep farm is such a a cute cozy place. We partook in morning chores with Jay, she is absolutely amazing. She made everyone feel at home with interacting with the sheep. She was very knowledge and you can tell she genuinely loves the animals. Todd and Suzy are amazing as well. We breifly ...
Reviewed on 10 Nov 2025
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
The price is AU$248 per night from 24 Nov to 25 Nov
AU$248
24 Nov - 25 Nov
includes taxes & fees
7.2/10 Good! (1,000 reviews)
Great staff and a beautiful place to stay
Reviewed on 17 Nov 2025
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is AU$624 per night from 30 Nov to 1 Dec
AU$624
30 Nov - 1 Dec
includes taxes & fees
9.2/10 Wonderful! (550 reviews)
Clean room, Awesome staff and always a good vibe.
Reviewed on 17 Nov 2025
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.
Discover the most popular places to visit in Windsor
Paradise Park
Explore the great outdoors at Paradise Park, a lovely green space in Windsor. Wander the riverfront in this quaint area.
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.
