Windsor, MA Vacation Packages

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Windsor Vacation Packages

Windsor Vacation Packages

Get going on your spectacular Windsor getaway! Let the talented team here at Orbitz bundle up excellent-value flight and hotel options. Choose your preferred airfares, hotels, rental cars and experiences for savings of as much as ! Packaging your bookings is one of the simplest ways to save. And with 500 partner airlines and more than 500,000 hotels globally, you can decide who you'll fly with and where you'll stay! There are endless possible options to create your own inspiring vacation, no matter your style, budget or needs.

Where is Windsor?

Windsor — you've heard stacks about it, you're dying to visit but don't have a clue where it is? Let us point you in the right direction. If you take a trip 9 miles northwest of Adams, or 11 miles northeast of Pittsfield, you'll find yourself in the heart of Windsor. Ready to rub shoulders with the locals? 900 people call this part of The Berkshires home.

Places to Visit in Windsor

Man has always been bewitched by mountains. If you are drawn to high peaks and stunning scenery, a climb up Mount Greylock is not to be missed. Need more options? There are numerous stories and events that helped mold this area into what we see today. Take a look at the intriguing displays at Arrowhead Museum. That's not all there is to do here. Pop into Mount Greylock State Reservation Visitor Center to get all the information you need before you start exploring.

Car Rentals in Windsor

Hi there, globetrotter. We know you're eager to get the most out of your getaway, so why not take a look at car rentals in Windsor? Book with Orbitz and get your epic adventure on the road today! After you've been reunited with your bags at Barnes Municipal Airport, you can be driving off into the sunset before long. Look into renting a car from Avis, 30 miles from the terminal at 2161 Riverdale Street.

Places to Visit in Windsor

Man has always been bewitched by mountains. If you are drawn to high peaks and stunning scenery, a climb up Mount Greylock is not to be missed. Need more options? There are numerous stories and events that helped mold this area into what we see today. Take a look at the intriguing displays at Arrowhead Museum. That's not all there is to do here. Pop into Mount Greylock State Reservation Visitor Center to get all the information you need before you start exploring.

Nearest Airports to Windsor

Lay back, pull out your travel pillow and have a look through the inflight movies. You'll soon be coming in to land at Bradley International Airport (BDL). Sitting 45 miles from the downtown area, this is Windsor's most convenient airport.

Popular Places to Visit Near Windsor

Stay in Windsor for its distinct personality and feel. That said, you also have world-famous tourist attractions right next door! The Egg lures tourists from every corner of the globe. Delmar, about 40 miles from Windsor, is a convenient base when stopping by this world-famous attraction.

No Cancellation Fees

Feeling a little upset because you have to cancel your plans? Well, don't worry — we're definitely not going to make matters worse by making you pay a fee.^ If you contact them ASAP, your chosen airline and hotel might not either.

Top rated hotels for your Windsor vacation package

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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.