Cheap Vacations in Windsor

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Where is Windsor?

Attention cheapsters, cheapskates and cheapaholics. There's never been a better time to take your budget-conscious selves on a getaway to Windsor!

The neighborhood sits 7 miles north of downtown Hartford, the state capital of Connecticut.

There are approximately 124,800 locals that call Hartford home.

Cheap Things to do in Windsor

When planning your vacation, it's easy to default to the popular tourist attractions (which can cost a small fortune). Follow our suggestions for free things to see in or near Windsor, and discover a thriftier and more genuine local experience:

  • Uncover a little about the local history without paying for entrance fees at the University of Hartford, the Circus Fire Memorial and Oliver Ellsworth Homestead. These free attractions offer an interesting glimpse into the area's unique story.
  • If you're in the area, we certainly recommend visiting the Wood Memorial Library & Museum.
  • It's hard to find a better photo opportunity than this one. Grab your camera, lace up your sneakers and discover the dazzling views of Penwood State Park.
  • Wander the perfectly manicured premises and interesting plant displays at Bushnell Park, Elizabeth Park, Pope Park and Riverside Park. There's nothing quite like chilling out with Mother Nature, especially when it doesn't cost a penny!

Cheap Windsor Vacation Package Deals

You won't have to spend hours and hours searching the web for the cheapest deals on flights, hotels and vacation experiences with CheapTickets. We've put in the elbow grease for you already! And we guarantee that cheap doesn't have to mean nasty.

To travel on a strict budget is to miss out on all sorts of options, right? Wrong! With 500 airline partners and more than 500,000 properties across the globe, you have loads of choice. And the best part is you can save up to if you combine your bookings on hotels and flights.

How do you know that you'll walk off with the cheapest price? With the CheapTickets Price Guarantee. Found that package for a better deal elsewhere within 48 hours of booking? Not a problem. We'll meet the price and repay you the difference.

Get CheapCash

How's this for an added bonus? Our simple rewards program not only takes precious dollars off your next eligible CheapTickets hotel booking, it also works together with our other promotions. The only thing you have to do is book those flights!

You're so tantalizingly close to a membership with a loyalty club that actually has benefits you'll feel like using! To start accruing savings on all eligible bookings, as well as unlocking bonus offers and perks, all you need to do is join CheapCash after you sign up for free or log into your existing account — saving has never been simpler!

Cheap Car Rentals in Windsor

We get the drift — you've already invested enough of your precious dough on your journey, so you don't want to be coughing up for taxis. Luckily, Windsor has some good car rentals which will make things easier on your bank account.

Cheap Hotels in Windsor

Organizing a getaway in Windsor? The more quickly you book the more quickly you can get your vacation underway! Take your pick of 5 accommodation options just a hop, step and jump from the center.

Lay your head at the Hartford/Windsor Marriott Airport and the HYATT house Hartford North/Windsor. Whichever option you pick, it'll make a terrific base for your vacation!

Flight deals to Windsor

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Top rated hotels for your Windsor vacation

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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.