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Middlebury Vacations

Get your journey off to an incredible start by learning a thing or two about Middlebury before you head off.

This town is located 5 miles (8 kilometers) southwest of Oakville. It's also 5 miles (8 kilometers) northwest of Naugatuck.

This area of Connecticut is home to about 7,000 people.

Hotels in Middlebury

Put together your Middlebury to-do list but haven't booked your accommodations yet? You'd better get a move on. With just 6 properties to pick from, it's a good idea to get in quick.

On the hunt for somewhere to stay in Middlebury? The Hampton Inn Waterbury and Courtyard by Marriott Waterbury Downtown are some of our favorite accommodations in the area.

Places to visit in Middlebury

Satisfy the fun-loving kid in you with an adrenaline-pumping day out at Quassy Amusement Park! Fun, food and rides aplenty — it doesn't get any better than that! Need some more ideas? Theater challenges our way of thinking and asks us to aspire to greater things. Attend a performance at Palace Theatre and open your mind to another way of thinking. But that's not all there is. Body wash, shampoo and a toothbrush are just some of the basics you need while traveling. But — if you forget to bring your toiletry bag, you should find what you need at Brass Mill Center.

Where do you fly into for Middlebury?

Nothing's better than finally landing in a new destination. If you're hopping on a flight to Middlebury, there's a good chance you'll disembark at Bradley International Airport (BDL). It's around 35 miles (56 kilometers) to the northeast of the central area. Collect your luggage and get ready for an amazing adventure!

Frequently asked questions

How much are vacation packages to Middlebury?
With vacation packages being sold from as low as , there’s no need to empty your piggy bank to visit Middlebury. Travelocity can help. Bundle experiences, flights and hotels into a package and walk away with impressive discounts. The more you book, the greater the savings.
How long should my Middlebury vacation be?
Usually, 2 nights is how long the majority of travelers spend checking out Middlebury. Wondering if that’ll be enough time to do all the things on your itinerary? Stay another night or two to make the most of your trip.
Where can I get the best vacation package deals for Middlebury?
There’s no need to look any further than Travelocity. With no less than 400 airlines and 665,000 properties around the world, it’s a piece of cake to craft a Middlebury package deal that suits your needs.
Why should I purchase my Middlebury vacation package with Travelocity?
Because life is one incredible journey, and we offer everything you need to help you on the way. With our excellent service and Price Match Guarantee, you can organize your trip with confidence. Plus, you can rest easy while you’re away knowing we’re here for you with our 24/7 customer support.
Will I save money on my Middlebury car rental if I book it with a hotel or flight?
With a Middlebury vacation package, you can combine your hotel, car and flight bookings and save loads. If you’d love to see the best of this fabulous region, why not check out Broadway? This top attraction is 109 kilometersfrom Middlebury. With a rental car, you’ll be there before you know it.
What is the best time of year to go to Middlebury?
Going in the off-season, , comes with advantages — think cheaper flights and hotels and less jostling with tourist hordes. But there’s an undeniable magic in the air in the busiest season. More events will be planned and more attractions will be open in . If you’re eager to save, generally has the most affordable hotel prices. You’ll pay a lot more for a bed in .
Which airport is best for Middlebury?
Hartford, CT (BDL-Bradley Intl.) is a major hub. It’s situated approximately 60 kilometersnortheast of Middlebury. Other options worth considering are White Plains, NY (HPN-Westchester County) (69 kilometersaway from central Middlebury) and Islip, NY (ISP-MacArthur) (80 kilometersaway from central Middlebury).
What is there to do in Middlebury?
Snap up the excellent photo-ops at Quassy Amusement Park, one of the most famous attractions in Middlebury. There’s plenty more to uncover in this great destination, so make sure you have enough time to explore some hidden gems.
Where should I stay when visiting Middlebury?
If you’re searching for somewhere to base yourself, have a look at the Tucker Hill Inn. It’s the top pick for many visitors.
Can I go on vacation to Middlebury at this time?
Find out all the info that’s important relating to travel restrictions and quarantine policies before you fly to Middlebury. Our Covid-19 Travel Advisor is full of advice to help make your vacation smooth and hassle-free.