Middlebury Vacation Packages

You'll relish every moment you spend in wonderful Middlebury. The travel gurus at Orbitz can help you get your escape underway by linking up awesome hotels and flights. Imagine all that you can do with a saving of as much as . All you've got to do is select your preferred airfares, hotels, experiences and rental cars to save cash! With an ever-expanding database of 500,000 hotels around the world and 500 partner airlines, you'll have a host of options to choose from. There are endless available flight options, room types and incredible experiences to satisfy your wandering spirit. Which ones will you decide on?

Where is Middlebury?

Time to tick Middlebury off your world map? If you take a trip 5 miles northeast of Oakville, or 5 miles northwest of Naugatuck, you'll arrive in Middlebury. As of last count, the population of this area of Connecticut was 7,000.

Places to Visit in Middlebury

There's plenty of thrills to experience and treats to try at the much-loved local theme park, Quassy Amusement Park. Need some more ideas? Palace Theatre is an important component of this region's vibrant cultural landscape. You'll have a delightful night of theater here and get an insight into the community's art scene. And, there's still more! For many travelers, a vacation isn't a vacation without a few hours or more at the mall. Stop by Brass Mill Center where you can enjoy browsing its wide variety of retail outlets and eateries.

Car Rentals in Middlebury

There’s nothing like exploring somewhere new with your own set of wheels. If you're searching for car rentals in Middlebury, Orbitz is here to help.

Places to Visit in Middlebury

There's plenty of thrills to experience and treats to try at the much-loved local theme park, Quassy Amusement Park. Need some more ideas? Palace Theatre is an important component of this region's vibrant cultural landscape. You'll have a delightful night of theater here and get an insight into the community's art scene. And, there's still more! For many travelers, a vacation isn't a vacation without a few hours or more at the mall. Stop by Brass Mill Center where you can enjoy browsing its wide variety of retail outlets and eateries.

Nearest Airports to Middlebury

If you're planning on flying in to Middlebury, you'll likely be touching down at Bradley International Airport (BDL). Grab a coffee and get your bearings after exiting the plane. This is the nearest airport, sitting 35 miles from the center of town.

Popular Places to Visit Near Middlebury

If you're staying in Middlebury, you don't have to be limited to this area. Groton is just 55 miles away and offers a great range of nearby things to do, including the United States Coast Guard Academy. Spend a day or two here! The Mystic Seaport - The Museum of America and the Sea is another attraction that's worth visiting.

No Cancellation Fees

Amending a booking can be a nuisance — but not with us! We don't ask for a fee, which will make it hassle-free.^ Airlines and hotels sometimes have a similar policy, but you should check first.