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Cheshire Vacations

Even if you're the most impulsive adventurer, it's still good to study up on a couple of things about Cheshire before you take off. Pinpoint it on your map, discover the sights on offer and let the good times roll!

To help you find your feet, Cheshire is 75 miles (121 kilometers) to the northeast of the significant city of New York.

Love meeting the locals when you're on vacation? This corner of Connecticut is home to around 29,000 residents.

Places to visit in Cheshire

Are the kids getting bored with parks and swings? Let their imaginations run wild at Barker Museum. Jam-packed with interesting exhibits and hands-on experiences, getting your youngsters to learn about the world has never been more fun! Need some more ideas? Bartlem Park is a lovely place to hang out in if you're tired of trudging around town. Find a seat, sit yourself down and rest your weary legs. But there's more. Drazen Orchards is an ideal setting to learn firsthand about animal husbandry and agricultural methods. In case you have to help out, it might be wise to wear some sturdy boots!

Where do you fly into for Cheshire?

Prepare for some unforgettable new experiences! The heart of Cheshire is only 30 miles (48 kilometers) south of Bradley International Airport (BDL).

Frequently asked questions

How much are vacation packages to Cheshire?
Exciting adventures await you in Cheshire, with Travelocity vacation packages starting from just . Including both flights and hotels, these amazing deals make it a breeze to visit every corner of the world.
How long should my Cheshire vacation be?
Typically, 2 nights is what most travelers book for their Cheshire vacation. That’s a great guide, but there’s so much more to discover if you give yourself a little more time.
Where can I get the best vacation package deals for Cheshire?
It’s hard to beat Travelocity when it comes to piecing together your Cheshire package deal. There are as many as 400 partner airlines and 665,000 worldwide properties to select from. Plan your escape now and get ready to tick another amazing place off your must-see list.
Why should I book my Cheshire vacation bundle with Travelocity?
We offer 24/7 customer support, excellent service and a Price Match Guarantee. Life’s a big journey — and we have amazing destinations for you to journey to all around the world. Travel with us and make your hip pocket happy.
Can I save money on my Cheshire car rental if I bundle it with my hotel or flight?
You sure can — bundle your car, flight and hotel into a Cheshire vacation package and you can save plenty. With so much to uncover in and around Cheshire, that rental vehicle will make it easy to explore. Once you’re behind the wheel, put the stereo on and head to Broadway, a must-see sight around 121 kilometersfrom Cheshire.
What is the best time of year to go to Cheshire?
Visiting in the off-season, , comes with a few upsides — think cheap hotels and airfares and less grappling with tourist crowds. But there’s magic in the destination during the busy season. More events will be planned and more attractions will be open in . If you’re on a tight budget, has the lowest hotel prices. You’ll pay more for a bed in .
Which airport is best for Cheshire?
Hartford, CT (BDL-Bradley Intl.), around 50 kilometersnorth of inner Cheshire, is most likely where you’ll touch down. Your other options are White Plains, NY (HPN-Westchester County) (85 kilometersaway from central Cheshire) and Islip, NY (ISP-MacArthur) (80 kilometersaway from central Cheshire).
What is there to do in Cheshire?
Cheshire Golf Course is just one of the outstanding sights that make Cheshire a popular place to visit. But give yourself enough time to experience its lesser-known attractions too. This is often where the best vacation memories are created.
Where should I stay when visiting Cheshire?
Many visitors stay at the Comfort Suites Southington - Cheshire. It’s the perfect base for your Cheshire escape.
Can I go on vacation to Cheshire at this time?
Find out all the info you should know about quarantine policies and travel restrictions before you fly to Cheshire. Our Covid-19 Travel Advisor is full of advice to help make your vacation smooth and hassle-free.