Windsor Trips (flight + hotel)

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 vacation package.

Our Windsor vacation packages promise plenty of savings for the savvy traveler. 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 vacation package with your name on it.

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.

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.

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.

It comes down to what you want. If you’re traveling 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.

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 vacation is only clicks away.

You certainly can. Expedia has access to more than 550 airline partners globally, so select the carrier that best suits your needs.

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.