Windsor Holidays

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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.

Beautiful view of the beach with palm trees

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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

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 out of 5
2617 Killington Rd, Killington, VT
Fully refundableReserve now, pay when you stay
The price is AU$262 per night from 26 Nov to 27 Nov
AU$262
includes taxes & fees
26 Nov - 27 Nov
7.2/10 Good! (1,000 reviews)
"Great experience! It was a lot of fun around the pool table or the fire pit outside. We loved it! It was great to have our dog with us everywhere around the hotel. Everything is very clean and in modern design. The only downside was that the restaurant dinner menu is limited to 5 options and there ..."

Reviewed on 29 Oct. 2024

Killington Mountain Lodge, Tapestry Collection by Hilton
Hampton Inn White River Junction
Hampton Inn White River Junction
2.5 out of 5
104 Ballardvale Dr, White River Junction, VT
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 22 Dec to 23 Dec
AU$200
includes taxes & fees
22 Dec - 23 Dec
8.4/10 Very Good! (1,001 reviews)
"Loved it"

Reviewed on 20 Nov. 2024

Hampton Inn White River Junction
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$573 per night from 16 Dec to 17 Dec
AU$573
includes taxes & fees
16 Dec - 17 Dec
9.2/10 Wonderful! (483 reviews)
"The overall experience was great."

Reviewed on 20 Nov. 2024

Woodstock Inn & Resort
See all 2,469 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
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beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Windsor holiday package cost?
Live it up in Windsor from as little as . We offer a wonderful selection of hotels, flights and rental cars to suit your budget. You can pick up even better deals when you add some activities or tours to your holiday package.
How do I get a cheap travel package to Windsor?
Our Windsor holiday packages promise plenty of savings for the savvy traveller. For the best deals, simply bundle your flights, hotels and extras (including activities) into an affordable package. But impressive bargains are only the start of your next unforgettable adventure. When you book with Expedia, you’ll have more than 550 air carriers and 1 000 000 hotels worldwide to select from. No matter your style or budget, there’s a holiday package with your name on it.
Where should I stay in Windsor?
With interesting attractions like Harpoon Brewery and Saint-Gaudens National Historic Site in this area, look for a hotel situated near them. Blow-Me-Down Bridge is another sight in Windsor that visitors flock to.
What are the top hotels in Windsor?
Get your escape off to a fantastic start by reserving a room at Windsor Mansion Inn. It’s one of most sought-after properties in Windsor. Another leading option is Snapdragon Inn.
How far in advance should I book my Windsor holiday?
Reserving your seat early with Expedia means one less thing to worry about. Most carriers advertise prices up to 12 months in advance. Typically, this is the cheapest time to book. If circumstances have left you booking late, low prices to Windsor will sometimes occur in the weeks leading up to departure.
What does an Expedia Windsor travel package include?
It comes down to what you want. If you’re travelling by yourself, you might decide to combine flights and hotels. Taking the whole crew to Windsor? A travel package that includes hotels, flights and rental cars might be a better fit. Expedia gives you the flexibility and freedom to build your own travel package.
What should I know before booking a Windsor travel package?
Design deals that match your budget with an Expedia package. Airfares, hotels, rental cars — we have them all. You’ll save big dollars just by bundling your bookings. Whether you’re going on an adventure in the snow or getting some sun on a warm beach, your perfect holiday is only clicks away.
Can I choose my airline with a Windsor Expedia holiday package?
You certainly can. Expedia has access to more than 550 airline partners globally, so select the carrier that best suits your needs.
If I'm not able to travel, can I cancel my Windsor holiday package?
Yes, you can cancel your Windsor booking if your plans have been upended. Whether you’ll be charged a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

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.

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